There are two ways for Insurance Companies, Banks, Private Equity firms, MGAs, and insurtechs to approach complex risk in 2025:

1. Rely on generic solutions, potentially overlooking critical gaps.
2. Partner with specialized expertise that delivers clarity and tailored protection.

Many sit in the first category, often underserved by mega-brokers.

Your institution has unique strengths and ambitions. 

But is your risk management truly aligned? 

Or are you unknowingly exposed due to:

–  Coverage gaps hidden in the fine print?

–  Lack of access to sophisticated global markets?

–  Decisions made without credible peer data or advanced analytics?

–  Impersonal service that doesn’t grasp your specific operational realities?

The bigger problem?

You're leaving strategic advantage on the table and potentially facing significant financial or reputational risk down the line.

The solution?

Transform your risk management from a necessary cost center into a strategic asset through a bespoke, expert-driven partnership.

That’s my focus at LION Specialty.

My approach combines:

– Penetrating technical analysis honed by deep experience (including handling complex Fortune 100 accounts) to uncover what others miss.

– Global market access (London, Bermuda) and perspective, crafting solutions beyond standard domestic offerings.

– Process mastery & advanced analytics delivering clarity and confidence, not complexity.

– Authentic human connection, building partnerships that thrive.

(informed partly by my wellness background as a Pilates instructor… sustainable success requires balance)

–  Are you serious about closing critical coverage gaps?

–  Are you ready for risk management bespoke to your institution's needs?

–  Is it time for a partner who brings both sophisticated expertise and a refreshingly collaborative approach?

Let's connect and explore how we can elevate your strategy together.

Natasha Kiemnec

I was 24 years old, the youngest person in the room by at least 15 years.

And I was terrified of asking the wrong question.

The client was one of Aon's marquee accounts. The meeting was high-stakes. Everyone around the table had decades more experience than me.

So I stayed quiet.

I nodded along. I took notes. I tried to look like I belonged there.

But halfway through the conversation, something wasn't adding up.

The numbers the client was describing didn't match the risk exposure we'd outlined in the proposal. It seemed like a pretty basic disconnect, but no one was addressing it.

I figured I must be missing something obvious. These senior leaders would've caught it if it mattered, right?

But the gap kept nagging at me.

So I took a breath and asked what felt like the most obvious question in the world:

"Can we walk through how you're calculating exposure? Because I'm seeing a difference between what you're describing and what we've modeled."

The room went quiet.

Then the client looked at his CFO and said, "That's a good question. Can we?"

Turns out, they'd been using an outdated methodology. And no one on their team had flagged it because they all assumed someone else understood it.

My "obvious" question uncovered a $2M gap in their coverage.

That moment taught me something I still carry today:

Technical excellence doesn't come from pretending to know everything.

It comes from being curious enough to ask the questions everyone else is afraid to raise.

Now, when I'm mentoring the next generation of actuaries at LION, I tell them this:

The questions you're embarrassed to ask? Those are usually the ones the room needs to hear.

Because the most dangerous assumption in any technical field is that someone else has already figured it out.

Your lack of experience isn't a weakness. It's permission to question the status quo without ego getting in the way.

So ask the obvious questions. Challenge the assumptions. Speak up when the numbers don't add up.

That's how you build real expertise—not by faking confidence, but by staying relentlessly curious.

What's one question you've been afraid to ask in your work that might actually be worth raising?

Natasha I.  Kiemnec, ARM

Managing Partner & Co-founder of LION Specialty | Global Financial Institutions & Private Equity Broker | Classical Certified Pilates Instructor

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In my first broker role, I caught what 3 senior brokers missed in a major insurance program.
And there's such a simple reason why:

I actually read the policy.

All 200 pages.
Every endorsement. Every exclusion. Every definition. 

The senior brokers had reviewed the summary of coverage.

Confirmed the limits. 
Negotiated the premium. 
They'd been doing this longer than I'd been alive.

But on page 157, buried in a definition nobody checks, was language that invalidated coverage for the majority of the client's operations.

"Financial Interest" was defined to exclude any subsidiary with less than 50% ownership.

The insured had 47 subsidiaries. 31 were minority stakes.

Their biggest exposure - a 49% stake in an overseas operation - had zero coverage.

Massive uncovered liability. 
Exposed for years.

When I raised it in the meeting, the room went silent.

The senior brokers pulled up the policy. Read the definition. Re-read it. Called the carrier.

That's the unfortunate truth about coverage summaries.

Carriers write them. Carriers set what counts as "standard." And carriers count on brokers not reading page 157.

At LION, every team member - from associate broker to partner - reads every policy.

Not summaries. Not excerpts. Every single page.

Because experience without diligence is just confident ignorance.

And ignorance at page 157 can destroy everything.

~

Every Friday we share insights that cut through insurance complexity.
Comment 'brief' and I'll get you on the distribution!
LION Specialty 🦁

Legally, a drone is an aircraft.
That one definition nearly created a multi-million dollar uninsured loss.


I was reviewing a policy for an insurance carrier client.

We reached the "Aircraft and Operational Machinery" exclusion.

The CFO stopped me.
"Wait. We use drones to inspect property claims. If this exclusion stands, are we covered?"

Technically? No.

If the policy excludes "aircraft," and the FAA defines a drone as an "aircraft," the carrier can deny the claim.

Most brokers would wave this off.

"It’s a standard exclusion. They know what you do. It’ll be fine."

I don't rely on "fine." I rely on the contract.

We added a carve-back:
"This exclusion does not apply to the use of unmanned aircraft for claims handling and loss assessment."

One sentence.

Total protection.

Standard forms are written for hypothetical companies.

Manuscript policies are written for your operations.

How many "standard" exclusions in your policy are silently blocking your actual business operations?

Book a review. We usually find the first gap in 15 minutes.

A single word just split a federal court ruling.


Most financial institutions treat their Crime Bond and their Cyber Policy as two separate safety nets.
But a recent ruling (Hartford vs. HSB) just proved why that is a dangerous assumption.

The Bond was dismissed. The Cyber policy survived.
The difference wasn't the loss itself. It was the definition of "Causation."

Here is the nuance that most programs miss:

1. The Bond: Often excludes losses where an employee is "tricked" into sending money (Social Engineering). It requires the computer itself to be the cause.

2. The Cyber Policy: Applies a more permissive "direct result" standard that holds up even when human error is involved.

If you are relying on a $250k Social Engineering sublimit to cover a seven-figure wire fraud loss, you are exposed.

I’ve spent years architecting programs for financial institutions, and I always look for this specific friction point.

You cannot map these coverages in silos. They have to work together.

We broke down the full legal framework in this week’s Boardroom Briefing.

Comment "BRIEF" and I'll send it over.

Eighteen years in insurance taught me what no training manual covers.


Here are the unspoken rules that matter most:

1. Relationships outlast resumes.
The best placements don't come from knowing the product. They come from knowing the underwriter who can make an exception. Build the relationship before you need the favor.

2. Saying "No" is a skill.
Early in my career, I said yes to everything. I learned the hard way that overcommitment leads to mediocrity. Boundaries create the space for excellence.

3. Ask the "Junior" questions.
I was 24, manuscripting policies with General Counsels. I asked questions that probably annoyed them.
But asking when you don't understand builds expertise faster than pretending you do.

4. Own mistakes immediately.
Coverage errors happen. The brokers who survive own them fast. The ones who spiral try to hide them. (This one I learned early days from my parents.)

5. Physical discipline supports mental performance.
You cannot sustain high performance on declining physical capacity. Insurance rewards endurance. Train for it.

Nobody told me these rules at 22.
I learned them through trial, failure, and watching others burn out.

What has been the key to your most career success?

Ps. Also! Make the most of the travel, and make it fun.

Eight auto insurers paid New York $19 million for the same mistake.

Hackers stole driver's license numbers through their online quote tools. These were the same tools insurers use to capture new business.

Hartford paid $3 million. Liberty Mutual paid $2.7 million. Farmers paid $2.775 million plus extra penalties for not reporting on time.

These weren't sophisticated attacks. DFS warned about these exact vulnerabilities in 2021. Four years later, companies were still exposed.

The department has now collected $144 million in cybersecurity penalties across 27 entities.

The message is clear. If they found violations in your most basic public-facing application, what else are you missing?

And if you miss the 72-hour breach notification window, you pay twice. Farmers and Infinity learned that the hard way.

We break down regulatory signals like this every week. Comment NEWSLETTER for the link.

Your broker is either your greatest strategic asset...
...or the most expensive false sense of security you'll ever buy.
The difference comes down to three things: 

how deeply they know your world, whether their systems were built for it, and what happens when a claim hits.

A generalist broker works hard. 

They juggle manufacturing on Monday, healthcare on Tuesday, and your credit union on Wednesday. 

That effort is real. 
But effort and immersion are different animals.

After 15+ years serving only financial institutions, we've reviewed hundreds of FI programs. 

We've seen what breaks. 

We know that a mutual bank's volunteer board creates different D&O exposure than a community bank's paid directors. 

We recognize the regulatory triggers that turn routine exams into coverage events.

Pattern recognition compounds over decades. 

A generalist sees your program once a year. 

A specialist has seen your exact problem a hundred times—and remembers how it played out.

Financial institution risks don't behave like other industries. 

Your exposures intersect in ways that require fluency, not familiarity. 

Cyber meets professional liability. 
Regulatory action triggers D&O. 
Crime losses cascade into reputational damage.

A broker who doesn't live in this world can't see these connections coming.
Immersion determines whether your coverage works when everything depends on it.

🦁

Florida homeowners just got 8.7% rate cuts.
That's the headline. Here's what actually happened…

CFOs, CUOs, and board members at regional insurers, mutuals, and MGAs…

I've watched litigation costs shape premium volatility more than any catastrophe season. 

Florida used to account for 8% of national homeowners claims while generating nearly 80% of litigation costs.

After 2023 tort reforms, the state dropped from 2nd to 10th in national nuclear verdict rankings. 
Seventeen new carriers entered.
 Private capacity returned. 

Now rate relief is flowing across homeowners, auto, and commercial lines.

That's not just a Florida story. 

Seven states built the blueprint.

Meanwhile, financial services topped the 2025 breach list with 387 incidents in H1 alone. 

Experian predicts AI agents will overtake human error as the leading cause of breaches next year.

Two patterns converging. 

One board conversation.

We unpack all three developments in this week's Friday Five Boardroom Brief.

Read the full breakdown in this week's Boardroom Brief. Comment "BRIEF" below and I’ll get you on the distribution.

P.S. one of my favorite places to travel for work! does your job take you anywhere cool?

At the American Bankers Association Risk Management Conference in Orlando?

I’m on the Brightline Trains on my way up. 

Would love to meet up! Send me a note. 

(And yes, I changed my hair)

Twenty-seven reciprocals formed between 2017 and 2024.

Eighteen of them launched in just the past year. Premium volume grew 83% in two years.

Traditional carriers pulled out of Florida and other cat zones after massive losses. Reciprocals stepped in to fill the gap. They now bring $51 billion in premium capacity to the P&C market.

The sector runs in two tiers now. Established players like USAA, Farmers, and Erie have fortress balance sheets and decades of history. The newcomers bring innovation, but eight of them scored below 30 on ALIRT's financial strength scale.

AM Best called reciprocals a "compelling answer to market gaps." Policyholders control rates, strategy, and overhead. Insurer and insured interests align because they're the same party.

If you're a financial institution evaluating a reciprocal partnership, understand the model first. Surplus notes provide initial capital. Management fees fund operations. Subscriber control creates alignment.

DM me if you want to talk through how these structures actually work.

The difference between Lloyd's manuscript forms and domestic policies, explained 
(because insurance contracts are complicated and most people never see how they’re actually built):

Lloyd's is a marketplace of syndicates.

Each syndicate underwrites risk independently. And brokers with the right authority can draft custom manuscript forms specifically for their client's exposure.

But Lloyd's syndicates don't hand manuscript authority to just anyone.

You earn it.

How? Through decades of trading relationships. Clean claims reporting. A track record of accurate underwriting.

We earned ours over 20 years.

When does Lloyd's make sense?

3 situations where I recommend it:

• Complex FI risks that don't fit standard domestic forms  
• Need for affirmative coverage language (not just silence on coverage gaps)  
• Operations that span multiple coverage lines in ways domestic carriers won't touch

The structural difference is massive:

Domestic policy: 200+ pages of assembled forms, endorsements, and exclusions bolted together. 

You're hunting through layers to figure out what's actually covered.

Lloyd's manuscript: 40 pages. Custom-drafted for the specific risk. 

Everything in one place.

Clarity vs. ambiguity.

Lloyd's isn't always the answer.

For straightforward risks, domestic markets are faster and often more cost-effective.

But for certain FI risks - especially those with unique exposures or operations that don't fit the standard boxes - Lloyd's is the only option that makes sense.

Because you need coverage that actually responds when there's a claim. 

Not coverage that leaves you in a 3-year coverage dispute.

By the way…

Every week we share curated insights that cut through insurance chaos and help you make the best policy decisions.

Join here: https://lnkd.in/garzxSxG

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Classical Pilates Certification 

Associate in Risk Management - Enterprise Wide Risk Management (ARM-P)

Advanced Open Water Scuba Diver

Co-Founder & Managing Partner

NFP is a leading insurance broker and consultant that provides employee benefits, property & casualty, retirement, and individual insurance and wealth management solutions through our licensed subsidiaries and affiliates.Our expertise is matched only by our personal commitment to each client’s goals.

Senior Vice President

Vice President

JLT Specialty USA is the U.S. platform of the leading specialty business advisory firm Jardine Lloyd Thompson Group. Our experts are specialty focused and have extensive experience in industries and products serving leading U.S. and global firms. We focus on complex areas of industry or product need, where innovation and optimization are critical. 

Our specialty team has clear alignment around our clients’ best interests and are judged and rewarded based on our clients performance. With decisive insights, our team is fact-based and analytics-driven to create the best insights and value for our clients. 

Our culture enables a rewarding and challenging environment to attract and develop the best talent in the industry. We encourage creativity and are free to challenge conventions. With teamwork and collaboration, we are working together to share knowledge, solve problems and deliver the best solutions for our clients. 

Jardine Lloyd Thompson is one of the world’s leading providers of insurance, reinsurance and employee benefits-related advice, brokerage and associated services. JLT’s client proposition is built upon its deep specialist knowledge, client advocacy, tailored advice and service excellence. JLT is quoted on the London Stock Exchange and owns offices in 40 territories with more than 10,600 employees. Our global foundation is unparalleled and provides experts worldwide in 135 countries. 

For further information about JLT, please visit our website www.jltus.com

Broker Director and Officer's liability insurance for clients around the globe.

Assistant Vice President

Development Intern

Developed Business Plan

Intern

Managing Partner & Co-founder of LION Specialty | Global Financial Institutions & Private Equity Broker  | Classical Certified Pilates Instructor

French

Most executives discover their D&O coverage gap the day they get sued—not the day they sign the policy.


Here's the brutal part:

CFOs and general counsels spend weeks negotiating premium rates and policy limits. But the language that actually determines whether you're covered? Most never read it.

I've reviewed hundreds of D&O policies. And the same technical gaps show up over and over.

These aren't edge cases. They're the exact provisions insurers use to deny claims when executives need coverage most.

Here are 3 policy traps that sink real claims:

1/ Fraud exclusion language with a "dishonesty”trigger

Vague fraud exclusions let the insurer deny coverage based on allegations alone—no final judgment required. Executives are left funding their own defense. 

✅ Protective: "Fraud as determined by final non-appealable adjudication"
❌ Risky: "Fraud resulting from dishonest acts" (no adjudication requirement)

2/ Hammer clauses forcing lowball settlements

This provision penalizes you for rejecting settlement offers the insurer wants to take.

Refuse a settlement? The policy limits your recovery to what you would've paid if you'd accepted.

✅ Protective: No hammer clause, or "modified hammer" (insurer shares excess costs)
❌ Risky: "Insurer's liability limited to settlement amount offered"

3/ Representations language that outright excludes coverage and relies on all being material

If your policy application becomes part of the contract, any misstatement—even unintentional—can be used to deny 

This includes statements made by people you don't even know about facts you can't verify.

✅ Protective: "Severability of applications" + "only material items to acceptance can be used to deny"
❌ Risky: "Application is part of this policy and all statements are warranties"

I've seen GCs negotiate policies for months and yet miss some key details like these

Which of these gaps exists in your current D&O policy?

The AI honeymoon is over for insurance.

78% of P&C insurers are using generative AI in some capacity. But Only 4% have scaled it across their organizations.

And that gap should tell you everything.

I've been watching this play out with carriers for the past year. Everyone bought the tools. Everyone ran the pilots. Everyone presented to the board about transformation. Now the boards are asking a different question: where's the return?

The carriers who actually scaled past the pilot phase did something different. They didn't start with "we need an AI strategy." They started with "renewals are slipping" or "quote turnaround is killing us" and worked backward from there.

Look at where the big carriers are placing their bets. State Farm, USAA, and Allstate hold 77% of all insurer AI patents. They're protecting claims automation, telematics, customer service. Boring stuff. Stuff you can measure.

For the carriers I work with, the question I keep asking is:

Can you tie your AI spend to a number? If the answer is no, that's worth a conversation before your next board meeting.

P.S. If you want to talk through how AI deployment is showing up in underwriting conversations, DM me.

“The stiff and unbending is the disciple of death. The gentle and yielding is the disciple of life". 


A quote from the Tao Te Ching. 

In building a business, being around friends at different phases of life, from different cultures, marrying someone of a different ethnicity, and trying at all times to immerse myself in culturally rich cities, I’ve found this to be true to almost an unnerving point. 

If you’re not willing to bend
Change your habits
Continually grow
Apologize for your wrongdoings
Shift your path based on another 

You’ll find yourself in the same place for most if not all of your life. 

I was reminded of this quote in finishing the book Atomic Habits by James Clear . 

While on the face it’s about habits, I took away more the ability to

- take what is automatic and make it a deliberate practice 
- Learn to master the process of narrowing your focus to truly the most important element of success
- Constantly review and reflect

And more importantly than anything learning to fall in love with the mundane. 

Why does any of this matter?

Because it’s what makes people great. 

To be applied anywhere of deep success:

Successful entrepreneur
White glove service
Professional athlete 
Fighter pilot
The charismatic wealthy friend who seems to have it all 

Which all comes with the desire to master as task but always being willing to grow. 

Most do not have this level of discipline especially these days with AI, social media, and attention spans being less than 10 seconds. 

So for those who fall in this camp.  I applaud you, and hope to meet you someday!

Happy Saturday. 

Ps. A brand that definitely has this dedication to constant improvement and refinement! Their location in France was quite the experience!
Ruinart

The single biggest leverage point in any insurance negotiation is time.


Most brokers start the renewal process 30 days before expiration.
They flood the market with submissions. They cross their fingers. They hope for appetite.
You get daily emails asking for "just one more thing" while trying to close your quarter.

We operate on a 150-day cycle.

Day 150: The Strategy
We map out exactly where we are headed. We identify the story we need to tell before we ever open a submission file.

Day 120: The Build
We construct the submission. We test every angle of the risk narrative.

Day 90: The Approach
The carriers see our first approach now. We are reading the market, not reacting to it.

Day 60: The Options
We have your options locked down.

Day 30: The Bind
Bindable terms in hand. No drama. No surprises.

One client saw their limits jump 25% at flat premium simply because we had the runway to position them properly.

You negotiate effectively when you control the clock.

If your renewal is July 1st, we should be starting right now.

DM me "TIMELINE" and I'll share our 150-day execution roadmap.

The client didn't trust me. I was young, the account was complicated, and standard solutions wouldn't work.

This was a $250K commercial account with exposure across 3 different liability classes. The existing broker had left gaps in coverage that put the client at serious risk.

And I had one shot to prove I could handle it.

Here's what I did to turn a skeptical prospect into a 7-year partnership:


Step 1: I stopped pitching standard packages

Most brokers would've pulled out their usual markets and called it a day.

Instead, I spent 6 hours reviewing their operations, claims history, and contract language. I found 4 specific exposure gaps the previous broker had missed—including one that could've cost them $100K+ in an uncovered claim.

I presented those findings before I ever mentioned a single carrier.

Step 2: I built custom manuscript forms for their unique risks

This client had operations that didn't fit into standard ISO forms. So I drafted manuscript policy language that actually addressed their exposures.

I used my background working with London syndicates to structure coverage that matched their real-world risk profile—not just what was easy to place.

Step 3: I showed them the math on every coverage decision

For each coverage gap, I laid out:

• The specific scenario that could trigger a loss
• The dollar amount they'd be exposed to
• The premium cost to close the gap
• My recommendation (and why)

No insurance jargon. No pressure. Just clear trade-offs so they could make informed decisions.

The outcome?

They signed. And years later, they're still a client.

Not because I sold them the cheapest policy or had the flashiest pitch.

Because I did the work to understand their business and gave them coverage that actually protected them.

That's what client-centric risk management looks like.

If you're a broker or risk manager, here's my question: What's one thing you could do today to understand your client's operations better before you present a single policy option?

I'd love to hear how you approach complex accounts.

If your insurance coverage doesn't work in a simulation, it won't work in a crisis.


We don't just place the coverage and file the binder.

We stress-test it.

Before the program binds, we run "Mock Claim" scenarios against the proposed language.

We simulate the specific nightmares that keep the C-Suite awake:

1. The Friday Night Hack

A ransomware event hits at 6 PM. Who do we call? Does the "Breach Response" definition actually trigger immediate counsel, or are we stuck waiting for carrier approval?

2. The Regulatory Subpoena

A short-seller report triggers a stock drop. The SEC calls. Does the policy cover the "Informal Investigation" costs, or does it only trigger after a formal Wells Notice?

3. The Nuclear Verdict

A jury awards $50M. Does the excess tower sit flush on top of the primary, or is there a gap in the attachment point that leaves you exposed?

We usually find the cracks during the simulation.
It is infinitely better to find them in a conference room than in a courtroom.

You stress-test your software.
You stress-test your financials.
Start stress-testing your risk transfer.

Ready to see if your program holds up?

DM me "STRESS TEST" and let's run a scenario.

Ps. This is how we react when we hear of another prospect’s program not working and they need a LION!

There is a quiet dysfunction that plagues even the best mega-brokerages.


It’s the account manager who doesn't remember the coverage conversation from six months ago. It’s the service team that treats every interaction like a fresh start. It’s the senior partner who shows up for the sale, then vanishes until the renewal.

How do we know this?

Because we lived it for decades.
We thrived inside the machine. We did exactly what the industry required: we wore "exhaustion" like a badge of honor.

Long hours. Weekly travel. Drinking too much.
We kept telling ourselves, "It's just the business. It's just the way it is."
Reality: it was grueling and massively unhealthy.

It became crystal clear when my co-founder Flip and I walked away from it all at the end of 2022.
It took us six months just to decompress.

I spent that year getting certified as a Pilates instructor.
Four hundred fifty hours of training.
I watched high performers show up depleted, push through, and then return to environments that broke them down.

My insight was sharp:
"The workout wasn't the problem. The recovery system didn't exist."

Meanwhile, Flip was coming to the same conclusion from a different angle.

A friend recommended The Blue Zones Kitchen.
He started studying Okinawa and Sardinia—places where longevity is a system, not an accident. 

A concept which I’ve long been interested in since my nana lived to 103!

We realized the industry’s problem wasn't training, technology, or talent.

The problem was that the people serving you are running on empty.

So we asked: "What if we built a brokerage using Blue Zone rules?"

A place where high performance doesn't require normalizing anxiety.

This is what we built—and why a "Corporate Blue Zone" is the safest place for your risk program to live.

If you didn’t catch it, we wrote about this in our Wednesday intelligence which dropped yesterday. Want a copy - comment WEDNESDAY.

This is what we want every client to experience. 

White glove service:

getting back to you quickly, not wondering where we are, and knowing we will always come through for you. 

Creativity and “bespoke” solutions:

So many brokers move through the motions but actually understanding a client’s risk profile means the difference between average and exceptional results. 

To feel like they are our only client:

We strive for high touch, responsive, creative, early, easily reached, results oriented, and positive so that every client feels like they are our only client. Their size, location, and risk profile does not matter in terms of our attentiveness - each one is equally importantly. 

Thanks Brooke!! This made our week!

General Counsel at American Coastal Insurance Corporation

We made the switch to Lion Specialty and immediately saw exceptional results. Everything highlighted in their recent newsletter mirrors our own experience — responsive service, technical expertise, and a true solutions‑focused approach. The Lion team delivers exactly what they promise, and the impact on our placements has been clear. A great read from a partner who really follows through.

https://lnkd.in/eskSdDcQ​

Open article: What Fortune 500 CFOs get that you don't by lionspecialty.ck.page

Your D&O policy protects the company. But when you get named personally, does it protect you?

Securities lawsuit risk has climbed to $13.7 trillion. AI disclosure pressure keeps growing. Personal exposure for executives is no longer a concept.

Side A coverage gaps. Exhausted limits. Severability failures. These determine how personal assets get exposed when claims get serious.

Coverage that exists on paper differs from coverage that performs when you're the one being named.

Most brokers serve institutions. Fewer serve the executives who lead them. That distinction matters when a regulatory investigation or shareholder action makes your D&O policy suddenly personal.

What financial institution executives actually need from their broker: time back in your day, personal protection that holds up under pressure, and board-ready answers when your directors start asking questions.

If you haven't examined how your D&O program would actually perform under stress, now is the time.

P.S. We built a 5-day email course on the D&O mistakes we see most often. Comment BLUEPRINT and I'll send it.

Helping Founders Break the $10M Ceiling | Strategy, Cash Flow & Leadership Systems | Scaling CFO

I help founders simplify scaling.

You started your business. You pushed past $1M. Now you're stuck somewhere between $3M and $10M, working harder than ever but not moving faster.

The problem isn't effort. It's complexity.

Too many priorities competing for attention. Financials that don't tell you what to do next. A team that still needs you for everything. Growth that feels like grinding instead of building.
I fix that.

I'm Cruz Gamboa, founder of Ascend Growth Ventures. I combine Scaling Up methodology with CFO-level financial clarity to help founders cut through the noise and scale with confidence.

Before this, I spent 25 years in corporate finance - including Regional CFO at GE and strategic finance leadership at GE Capital. I've seen what works at scale. Now I bring that to founders building something that matters.

I work best with CEOs in professional services, coaching, SaaS, and service-based businesses who are ready to scale profitably without burning out.

One conversation can change your trajectory: calendly.com/cruzagamboa/call-with-cruz-ascend-30min

Cruz Gamboa

Scaling isn’t about being nice.
It’s about being clean.

Clean with roles.
Clean with standards.
Clean with truth.

You don’t fire people.
You outgrow misalignment.

As the Netflix CEO puts it:

“If I wouldn’t fight to keep you, I owe you honesty—and a generous exit.”

Not because someone failed.
But because one of three things is true:
•	The role evolved faster than the person
•	The seat was wrong from the start
•	The bar moved—and the company didn’t move it back

High-performing companies don’t drag this out.
They decide early and act with dignity.

No drama.
No ego.
No moral stories.

Just:
•	Radical clarity
•	Respectful exits
•	Fair severance
•	Clean energy left behind

Dragging misalignment is the real cruelty.
Clarity is the kindness.

Scaling isn’t loyalty to individuals.
It’s loyalty to the mission, the team, and the future.

Right people.
Right seats.
Right standards.

And when someone no longer fits?
You don’t shame them.
You set them free.

If you want to scale, stop managing discomfort.
Start architecting teams.

Managers hesitate.
Leaders make room.

#scalingup #founders #growth #ceo

Most businesses don’t fail because they’re bad.

They fail because they’re trying to be someone else.

Burger King copied McDonald’s for 30 years.
Same audience.
Same positioning.
Same “family-friendly” nonsense.

And they kept losing.

Because you can’t beat the market leader
by playing their game better than them.

By 2004, Burger King was dying.
So they asked the only question that actually matters:

“Who is already buying from us?”

Not who they *wanted*.
Not who looked good in presentations.

The truth.

The answer?
Men aged 18–34.
Heavy fast-food users.
People who came back again and again.

And those customers didn’t want:

➡️ Safe
➡️ Cute
➡️ Corporate

They wanted:

➡️ Flame-grilled food
➡️ Control
➡️ Edge
➡️ Personality

So Burger King stopped pretending.

They brought back “Have It Your Way.”
Not as a slogan.
As a strategy.

They built everything around that one customer.

Marketing got bold.
Messaging got raw.
Campaigns got polarizing.

Subservient Chicken.
Whopper Freakout.

Not for everyone.
Exactly the point.

What happened next?

Same-store sales jumped.
Franchises grew.
And net income increased 2860% in three years.

That’s not a pivot.
That’s a resurrection.

Burger King didn’t beat McDonald’s.

They sidestepped them.

McDonald’s owned families.
Burger King owned young men who wanted control.

Different customer.
Different lane.
No direct competition.

Here’s the real lesson:

If you try to serve everyone,
you get ignored by everyone.

The fastest way to grow isn’t copying the leader.

It’s finding the customer they don’t care about
and building obsessively for them.

Specific beats broad.
Always.

#ceo #founder #growth

Most businesses don’t fail from lack of effort.

They fail from listening to themselves instead of the market.

Dunkin didn’t pivot loudly.

They pivoted quietly by watching what people kept paying for. 

Then they let the data rewrite their identity.

That’s the real upgrade:
✅ Feelings → Facts
✅ Ego → Evidence
✅ deas → Income that repeats

The market is always talking.

Your sales are the language.

So here’s the uncomfortable check:
What do people come back for again and again?

And are you building more of that… or still pitching what you’re emotionally attached to?
#scalingup #CEO #founder #growth

cruzgamboadrive

patagonia-solar-llc

Your First Product Is Not Your Last

Bill Gates could have flown First Class every day or flown on his own plane, even as a billionaire, 

But he chose to fly Economy until around 1997.

Why?

Because it wasn’t worth the money.

Same plane.
Same arrival time.
5× the cost for a tiny upgrade.

That’s how smart people think about scale.

Most people make money and immediately upgrade their lifestyle.

Smart operators upgrade what makes money.

More spending doesn’t equal more growth.
It usually equals more noise.

When you’re scaling, ask one question:
👉 Does this change the outcome?

If it doesn’t:
Cut it.

A fancy office doesn’t increase revenue.
A luxury car doesn’t improve execution.
Premium tools don’t fix broken systems.

Wealth has one real job:
Buy back your time.

Once you have enough, the goal isn’t more stuff.
It’s fewer constraints.

Less distraction.
More focus.
More leverage.

Scale isn’t about looking successful.
It’s about building something that works without you.

That’s real wealth.
#scalingup #ceo #growth #founder

He was 78 years old
…when he launched a vodka brand
…with no distillery
…in an industry that laughed at him

Sidney Frank.
The man behind Grey Goose.

No product breakthrough.
No secret formula.
No startup hype.

Just one insight most people missed:
People don’t buy vodka. They buy status.

Sidney didn’t make better vodka.
He made a better story.

France on the label.
Luxury in the bottle design.
A price so high it forced belief.

While others chased volume,
he chased perception.

He didn’t market to the masses.
He placed Grey Goose in elite bars first.
When bartenders poured it,
the world followed.

He moved slowly.
Protected exclusivity.
Ignored trends.

8 years later:
➡ Grey Goose became the default “premium vodka”
➡ Competitors copied the look
➡ Bacardi paid $2.3 BILLION

No overnight success.
Just disciplined positioning.

Lesson most builders miss:
Innovation gets attention.
Positioning creates power.

Experience didn’t slow him down.
It sharpened him.

Long vision.
Clear narrative.
Unshakeable belief.

#founders #scalingup #businessstrategy #longtermthinking

The first $5M? Brutal.
The next $5M? Still hard.
After $10M? Growth accelerates.

Here’s the scaling truth Kevin O’Leary calls out:

The first $5M is about survival. You’re learning how to deploy capital, take smart risks, and build systems that work. 

Most entrepreneurs quit here.

The next $5M? 

Execution matters. You’ve survived the grind, learned what works, and can now scale with confidence. Decisions compound. Efficiency improves. Strategy becomes your edge.

Beyond $10M? You’re playing a different game. Capital works for you, not the other way around. Systems, processes, and disciplined execution create leverage.

Lesson: 

Wealth and business scales the same way. 

Master the first phase. 
Build discipline. 
Then scale.
#scalingup #founder #growth #ceo

Most people think Starbucks’ rewards program is about free coffee.

It isn’t.

It’s about cash flow.

Starbucks Rewards is not a loyalty perk.
It’s a prepaid deposit system.

When a customer loads money into the app, Starbucks gets paid before any coffee is made.
Accounting-wise, that money sits as deferred revenue.

But operationally?
It’s usable cash.

That’s the move.

Instead of waiting for daily transactions, Starbucks created a system where millions of customers fund operations in advance.

No interest.
No bank fees.
No dilution.
No debt.

Every preload improves:
✅ Working capital
✅ Liquidity
✅ Balance sheet strength

And Starbucks holds that cash until the customer redeems it.

Some never do.

Unused balances.
Forgotten cards.
Abandoned apps.

That “breakage” flows straight to profit.

Multiply this behavior across ~29 million users and you don’t have a rewards program anymore.

You have a deposit base.

This is why Starbucks scales so efficiently:
▶ Stores expand faster
▶ Cash flow stays predictable
▶ Capital stress stays low

They didn’t out-market competitors.
They re-engineered when money moves.

The lesson:-

Growth isn’t always about selling more.
Sometimes it’s about getting paid earlier.

Starbucks didn’t build loyalty.
They built a financial engine and wrapped it in a green apron.#ceo #scalingup #growth #ceo #founder

Most companies scale faster by cutting people.
Publix scaled stronger by owning the opposite.

95 years. Zero layoffs.
Not luck. Not culture posters.
A Scaling Up system done right.

➡ Promote from within
➡ Clear succession planning
➡ Everyone thinks like an owner
➡ Leaders built, not bought
➡ Long-term value over short-term savings

When people own the outcome, execution compounds.
When leadership is grown internally, trust scales.

This isn’t a feel-good story.
This strategy may not be your strategy. 
For Publix, It’s a people strategy that beat Walmart.

You have to find what it's true for your company. 

Scale isn’t about size.
It’s about who owns the results.

#scalingup #growth #CEO

No Layoffs?

ADIDAS LOST €1.5 BILLION.
NOT TO NIKE.
NOT TO THE MARKET.
BUT TO ITS OWN BUREAUCRACY.

January 2023:
Dead Yeezy stock.
First loss since 1992.
Slow teams. Scared decisions. Broken speed.

9 months later?
Profitable. Faster. Sharper. Beating Nike.

The turnaround wasn’t magic.
It was leadership.

One CEO did 3 things most companies avoid:
→ Cut layers
→ Killed approvals
→ Simplified what already worked

No hype.
No noise.
Just speed, clarity, and conviction.

Big lesson:
You don’t lose because you’re small.
You lose because you’re slow.

Sometimes the fix isn’t more strategy.
It’s less nonsense.

#scalingup #CEO #founders #growth

ADIDAS Story

He didn’t fail for 10 years.
The market just wasn’t ready yet.

Hwang Dong-Hyuk sold his $675 laptop to buy food.
Lived with his grandmother.
Got rejected for a decade.

Studios said:

➡️ Too weird
➡️ Too violent
➡️ Not commercial
➡️ Too complex

Same script.
Same idea.
Same “no”.

Here’s the part most people miss 👇

This wasn’t a talent problem.
It was a timing + distribution problem.

He had the product early.
The market came late.

In 2018, Netflix expands globally.
Needs bold, non-safe content.
Needs local stories with global emotion.

One exec reads the script and says:
“This is exactly what we need.”

$21.4M invested.
Zero marketing push.
No homepage love.

Result?

✓ #1 in 94 countries
✓ 1.65B viewing hours
✓ $900M+ value created
✓ Best ROI in Netflix history

Scaling lesson most founders ignore:

Great ideas don’t die.
They wait.

If you’re early:
Don’t dilute the vision to get small yeses.
Build proof elsewhere.
Survive long enough to meet the right platform.

Scaling isn’t about changing your idea.

It’s about finding the right leverage.

One right distributor > 1,000 wrong pitches.

Ten years of “weird”
became a global empire.

Sometimes the world just isn’t ready yet.

Stay in the game long enough… and it will be.
#scalingup #founderstories #growth #CEO

The World Isnt Ready

Growth without cash flow is just noise. 📉
Dives deeper into why founders who master cash strategy scale faster, stay resilient, and win long term.

Full Cash Is King podcast episode premiering Friday 🚀

🔔 Turn on notifications so you don’t miss the next clips—and the full conversation.

👉 Set your reminder & watch the premiere here:
https://lnkd.in/eBnXhnie

#CashIsKing #DevinSizemore #PodcastShorts #BusinessPodcast
#CashFlowManagement #ScalingBusiness #FounderMindset
#SustainableGrowth #WealthStrategy #EntrepreneurLife
#YouTubePremiere #PodcastReels

GIANTS don’t fall overnight.
They fall one comfortable decision at a time.

They built the category.
Owned the market.
Had money, talent, and trust.

Then they did one thing wrong 👇
They stopped adapting.

Motorola. 
Intel. 
Netscape. 
Borders.

Not stupid.
Not unlucky.
Just late.

The market doesn’t punish failure.
It punishes complacency.

Scroll through this carousel if you want a reminder of one brutal truth:
➡️ Past success is not future security.
➡️ Comfort is more dangerous than competition.
➡️ If you’re not improving, someone else is preparing to replace you.

Stay hungry.
Or become a case study.
#SCALINGUP #CEO #FOUNDER #GROWTH

CRITICAL MISTAKES

Most people don’t need a new year.

They need a new operating system.

2026 won’t reward louder marketing, more hustle, or more tools.
It will reward founders who build clarity early and compound it fast.

What I’m seeing with founders between $3M–$10M is consistent:
• When financial visibility improves, decisions slow down in the right way
• Leadership shifts from reactive to intentional
• Teams stop guessing and start executing
• Growth becomes calmer, not heavier

Breakthroughs rarely come from doing more.
They come from removing noise and tightening the system.
That’s the mindset I’m taking into 2026.

Less chaos. More leverage. Fewer moves. Better ones.

If you’re also thinking about how you want to operate differently next year, I wrote a short piece on what actually creates momentum at this stage.

DM me or write "2026", and I will share the memo I wrote for my clients and friends with you.

#ceo #founder #scalingup

He refused to touch a $1.50 hot dog, and it helped build a ~$250B business.

Jim Sinegal.
Costco co-founder.

Inflation hit.
Costs rose.
Wall Street pushed the obvious move:

“Raise prices.”

Jim’s response was blunt:

“If you raise the price of the hot dog, you’re done.”

No slides.
No consultants.
No narrative gymnastics.

Just a rule.

So Costco did what most companies won’t:

They redesigned the system.
* Built their own production capacity
* Reduced supplier dependency
* Ruthlessly simplified SKUs
* Absorbed costs where trust mattered most

Instead of passing pain to customers, they owned it.

While others:
→ Blamed inflation
→ Shrunk products
→ Optimized short-term margins

Costco:
→ Held the line on iconic prices
→ Added ~5M new member households
→ Sustained ~92% renewal rates
→ Scaled to ~$250B in annual revenue

Here’s the part most founders miss:

They weren’t protecting a hot dog.

They were protecting trust.

And trust compounds faster than margins ever will.

Most companies raise prices to survive.
Strong companies redesign economics so prices don’t have to.

Boring moves.
Brutal discipline.
Unfair long-term advantage.

So what’s the one price, promise, or principle in your business that you refuse to break, no matter the pressure?

#scalingup #founders #leadership #pricing #ceo

In 1997, Jeff Bezos was stressed for all the right reasons.

Amazon was losing money.
Online retail wasn’t proven.
Most investors thought he was wrong.

Here’s the part people miss:

Stress doesn’t come from working hard.
It comes from knowing what to do and not doing it.

So Bezos acted.
Packed boxes himself.
Made the calls.
Shipped anyway.

No fancy office.
A door for a desk.
A Honda Accord in the parking lot.

Fast forward to amazon have $2.6 TRILLION market cap.

Lessons for founders:

▶️ Action kills anxiety
▶️ Clarity is earned through execution
▶️ Fancy setups don’t build big companies
▶️ Ignore opinions, obey the math
▶️ The long game compounds quietly

If something is stressing you out right now,
it’s probably your to-do list calling you out.

#scalingup #founder #ceo #growth

If everything is a priority, nothing scales.

That’s why most companies don’t stall from lack of ideas.
They stall from lack of focus.

The Power of One fixes that brutally fast.

Here’s the rule:

At every level of the business, there is ONE thing that matters more than everything else.

Not a vision board.
Not 12 KPIs.
One outcome that moves the needle now.

Company:
→ One #1 priority for the quarter that makes growth unavoidable.

Leaders:
→ One measurable result they own. No hiding. No excuses.

Teams:
→ One clear objective that directly supports the company's priority.

Individuals:
→ One commitment that, if done daily, makes execution inevitable.

Why this works (and why most won’t do it):

➡️ Focus beats intelligence
➡️ Clarity beats motivation
➡️ Ownership beats meetings
➡️ Execution beats strategy decks

Scaling isn’t about adding more people, more tools, or more plans.

It’s about removing everything that doesn’t matter
until what’s left cannot fail.

That’s the Power of One.

What is the one thing in your business that is calling for your full dedicated attention?

What are the things you are willing to pause so that you can fix it and remove the constraint?

#scaling #founders #growth #ceo

This is Why Companies Fail

Most founders do not have a growth problem.

They have a strategy stacking problem.

That is what the 7 Strata of Strategy solves.

It is a framework created by Verne Harnish to force clarity on the 7 layers that actually drive scale, profitability, and differentiation.

Not vision statements.
 Not buzzwords.
 Real strategic leverage.

What is the 7 Strata?

A practical checklist for building a strategy that compounds.

It answers one question:

“Why should the right customer choose you, pay you more, and stay longer?”

When to use it

Use the 7 Strata when:
• Revenue has stalled between $3M to $10M
 • Sales feels harder than it should
 • Margins are thin
 • Marketing sounds generic
 • The team cannot clearly explain why you win
 • You are scaling but complexity is rising faster than profit

It is especially powerful during:
• Annual planning
 • Strategy resets
 • Go-to-market changes
 • Repositioning
 • Pre-scale phase

What each Stratum means

Words You Own
 The category in the customer’s mind.
 If you do not define it, the market will.

Sandbox
 Who you serve and where you win.
 Focus creates power.

Brand Promise
 The measurable result customers can expect.

Brand Promise Guarantee
 How you reduce risk and increase trust.

Differentiating Activities (3 to 5)
 What you do differently that competitors cannot easily copy.

X-Factor
 Your 10x to 100x structural advantage.
 Process, data, network, cost, or ecosystem.

Profit per X + BHAG
 Your economic engine and long-term target.

This is where strategy meets money.

Why 7 Strata?

Because advantage is layered.

Most companies operate with 2 or 3 layers.

Strong companies stack all 7.

Each layer multiplies the others:

Positioning
 → Focus
 → Trust
 → Differentiation
 → Structural advantage
 → Profit engine
 → Long-term dominance

Miss one, and growth leaks.

The founder truth

If your strategy cannot be explained on one page, it cannot scale.

Clarity is not a branding exercise.
 It is a profit lever.

If you are operating between $3M to $10M and growth feels heavier every year, your next breakthrough is probably not more hustle.

It is a sharper stack.

If you want, I can share the worksheet I use with founders to map this in under 60 minutes.

Just DM SEVEN

#scaling #growth #CEO #founder

Cash flow isn’t optional—it’s the #1 rule behind sustainable business growth 💸
In this episode, Devin Sizemore breaks down how smart cash strategy fuels scale, stability, and long-term success.

Full podcast episode premiering 𝗙𝗿𝗶𝗱𝗮𝘆, 𝗝𝗮𝗻𝘂𝗮𝗿𝘆 𝟮𝟯𝗿𝗱 𝗮𝘁 𝟳𝗔𝗠 𝗘𝗦𝗧 🚀

🔔 Turn on notifications so you don’t miss the next reels and the full episode.

👉 Set your reminder & watch the premiere here:
https://lnkd.in/eBnXhnie

#CashIsKing #DevinSizemore #BusinessPodcast #PodcastReels
#CashFlow #EntrepreneurMindset #ScalingBusiness #FounderTalk
#SustainableGrowth #WealthStrategy #StartupGrowth

Most founders brag about revenue.

That’s a mistake.

I’ve seen companies doing millions a year…
and the owner is still stressed, still stuck, still one bad month away from panic.

Why?

Because revenue doesn’t buy freedom.
Profit does.

More revenue without profit just gives you:

• More people
• More complexity
• More risk
• Same lifestyle

That’s not growth.
That’s leverage working against you.

Here’s the truth:

Growth does not start with selling more.
It starts with a profitable system.

There are only 3 levers that matter:

1. Price – Are you charging what it’s worth?

2. Volume – Are these the right customers?

3. Cost – Are you efficient without breaking delivery?

Everything else is noise.

Fix those three, and profit shows up.

Profit gives you:

➡️ Margin for mistakes
➡️ Proof the model works
➡️ Room to breathe

Profit turns into cash.

Cash pays the team.
Cash pays you.
Cash funds growth without stress.

Then you reinvest:
Better people.
Better systems.
Better clients.

That feeds the engine.

The engine creates more profit.

And now growth funds itself.

Stop asking:
❌ “How do we get more revenue?”

Start asking:
✅ “How do we make this system more profitable?”

Revenue is movement.
Profit is power.

If your business feels fragile, it’s because it is.

Fix the system.
The money follows.

Are you focused on more revenues or more profit in your business?  What would your business look like if you had more profit with the same amount of revenue?

#scalingup #growth #Ceo #founder

The Real Reason Teams Don’t Execute!

Most businesses don’t have a strategy problem.
They have a focus problem.

Everyone is busy.
Everyone is “working hard.”
And somehow… nothing meaningful gets finished.

That’s exactly what Rocks fix.

Rocks are the 3–5 outcomes that MUST get done in the next 90 days for the business to move forward.

Not tasks.
Not habits.
Not “stay consistent.”

Outcomes.

If you complete these Rocks, the quarter is a win.
If you don’t, the quarter failed, no matter how busy everyone was.

Why Rocks are non-negotiable:

Most teams run on to-do lists.
To-do lists reward activity, not progress.

Rocks:

➡️ Force leadership to choose what actually matters
➡️ Eliminate distraction disguised as “work”
➡️ Create alignment across teams
➡️ Make execution visible and measurable

If a company has more than 5 priorities, it has zero priorities.

How to implement Rocks the right way (no shortcuts):

1️⃣ Limit them aggressively
3–5 Rocks per quarter.
More than that means you’re avoiding hard decisions.

2️⃣ One Rock = One Owner
If two people own it, no one owns it.
Ownership creates accountability.

3️⃣ Write Rocks as finish lines
Bad Rock: “Improve marketing”
Good Rock: “Generate 500 qualified leads by March 31”

If it’s not measurable, it’s not a Rock.

4️⃣ Review weekly, not quarterly
Rocks die in companies that “set and forget.”
Weekly check-ins expose excuses early.

5️⃣ Protect Rocks from urgency
If a task doesn’t move a Rock forward,
it’s noise, no matter how loud it sounds.

Execution doesn’t fail because people are lazy.
It fails because leaders refuse to choose.

Scaling starts when focus becomes a discipline.

Are you ready to implement the same operating system Fortune 500 companies have used for decades, and today’s fastest-scaling founders rely on to grow?

DM CLARITY, lets talk about what's going on in your company.

#scalingup #CEO #growth #founder

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