Lester Chng

Cyber CEOs Brand Strategist. I build your brand as you build your business. | Senior Cybersecurity Advisor | Author | Naval Officer | CISSP | 🇨🇦🇸🇬 |

You head a leading cybersecurity firm.
But your online presence doesn't reflect it.

In fact, being invisible is damaging. 

You understand the power of thought leadership.
You know LinkedIn shapes deal flow and adds credibility in the industry.
You just don’t have the cycles (or the copy) to share your expertise and experience.

You have stories worth telling.

The insights from being in the trenches.
The deep conversations with your ace teams.
The hard discussions with your clients. 

Don’t let this wisdom go to waste.

That’s where I come in.

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How we work together.

Profile & Positioning
=> Rebuild your LinkedIn profile so visitors see industry authority, not “another vendor.”

Content engine
=> Ghostwritten posts that leverage your insights and expertise into engaging LinkedIn posts. 

Outreach campaign
=> Targeted DM campaigns and audience-building strategies that build your authority and land you on podcasts and conference stages.

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You focus on growing your firm and protecting your clients.
And we will ensure the industry, clients, prospects, and investors can’t ignore it.

Let’s build the personal brand that commands the cybersecurity conversation and drives business.


Worked with global client portfolio 
- MSPs
- MSSPs
- Agentic AI SOC
- AI-powered GRC 
- Operational Resilience 

Senior Advisor, Financial Crimes Unit Exercises. BMO Fusion Centre

Execution of Financial Crimes Unit Exercise and Drill Program
• Design and execution of exercises and drills to operationalize the Financial Crimes Unit Fusion Centre
• Scenario creation and exercise execution for Information Security, Enterprise Fraud Management, Physical Security, and Global Crisis and Continuity Management teams 
• Providing effective challenge of incident response readiness through exercise observation
• Execution of enterprise-wide Purple Team Exercise


Cybersecurity Exercises: Purple Team, Ransomware, DDoS, Malware, Data Corruption, Data Breach, 3rd Party Incidents
Fraud Exercises: ATOs, Attack on Payment systems, Business Email Compromise, PII Breach
Physical Security Exercise: Active Assailant, Civil Unrest, Bomb Threats
Crisis Exercises: Disaster Recovery, Business Continuity, Operational Resilience, Fire Incidents, Natural Disasters, Utilities Disruption

Welcome to yr cyber flight simulator. 

I promise I won’t make u cry. 

The Cyber Range has been a faithful workhorse of Rogers Cybersecure Catalyst, Toronto Metropolitan University. 

Incident response professionals, IT teams, municipal leaders, law enforcement officers, veterans, and foreign partners have gone through their paces at the range. 

Has yr team seen what a cyber incident looks like?

Have they been in the hot seat, trying to make sense of what’s happening and needing to coordinate and prioritise actions?

Have they been given the rigor of training to sharpen their instinct, rehearsal their articulation, and coordinate competitions priorities?

This is your cyber flight simulator. 

Step in and see what happens when the rubber hits the road. 

Or are you going to take the risk and wait for a real incident to find out?

Good luck. 
Godspeed. 


P.S 
Please follow Rogers Cybersecure Catalyst, Toronto Metropolitan University. 

We have been delivering exciting programs to individuals and organizations for years and have shaped Canadian’s Cyber Ecosystem. 

It’s going to be an eventful year. 

Follow + try to keep up w the Catalyst.

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I once received AAR feedback from an executive that changed how I view these "mundane" reports.

After-action reports are very important to the success of an exercise program. Without it, there is no chance of leadership buy-in, and soon the program will fizzle out.

These are typical uses/benefits of an AAR.

• capture lessons learned
• provide recap of proceedings
• serve as evidence for risk/auditors
• feeds into enterprise-wide action item register

On this occasion, I drafted the AAR for a fraud-related exercise. It involved many operational teams including executive involvement. The AAR was signed and sent.

One feedback from an executive stood out.

"It had alot of detail, but I don't know if it was a success".

That struck me. We just missed an opportunity.

An opportunity to highlight:
• the alignment with the overall security program
• the collaboration involved to run the exercise
• the advancement in teamwork 
• the reduction of risk

Include a clear story and highlight the win in your AAR.

Don't take these exercises and artefacts for granted.
Each event builds confidence, familiarity, and resilience.
Don't let it go unnoticed; give it its due credit.

P.S Have you seen AARs put to good use?

Most cyber CEOs think LinkedIn is about “posting more.”

It’s about posting with a positioning equation:
Authority + Trust + Leads

Don't start without a clear content strategy.

Here’s the simple way to build your content calendar.

𝗔𝘂𝘁𝗵𝗼𝗿𝗶𝘁𝘆
1. Build authority so you become the obvious expert.
Authority is when your audience says,
“This person knows the space.”

Teach one niche concept per post (one takeaway).

Share your lived experienced not conceptual ones.

Break down “why this fails” in real environments.

Add proof when possible:
Lessons, patterns, results, before/after.
Authority posts go deep in your niche.
More “results, insights, wisdom.” Less "frameworks"

𝗧𝗿𝘂𝘀𝘁
2. Build trust so people believe in what you stand for.
Trust is when your audience says,
“I’d take a meeting with them.”
It comes from clarity and consistency, not hype.

Show how you think, how you communicate risk, and how you make tradeoffs under constraints. Use stories, principles, and honest calls on what you will and won’t do. When people understand how you deal with situations, they start to trust your delivery.

𝗟𝗲𝗮𝗱𝘀
3. Generate leads without sounding salesy.

Direct: a clear CTA after you have earned it.

Indirect: a walkthrough of what it is like working w you.

Remove friction:
scope, timeline, roles involved, what success looks like.

Make it obvious you solve this specific problem for this specific buyer. Lead posts can be direct or indirect, and “walk-through” posts remove buying friction fast.

If you want a repeatable content calendar, stop brainstorming topics.

P.S Do you start writing without a plan?

Thanks Timothy Martens for prompt inspiration.

And Gerald Auger, Ph.D. + Mike Miller
for the reminder to include an image =)

How was your first full week at work?

This will happen if you don't intervene.

The Rule of the First 5 Days is a stock market indicator that states that if the market performs positively in the first 5 trading days of the year, there is a high probability that the markets will end the year positively.

Historical probabilities are between 69 - 84%.

Some of the reasons are:
Early Positioning
Investor Sentiment
Self-Fulfilling Prophecy


Bringing it back to how was your first week back at work?

Busy?
Stressed?
Juggling priorities?

Chances are if you don't make any changes, this will be how your year pans out.


If you had a great week, keep at it!

If not, time to review:
- the triggers
- the pain points
- the larger picture
- the longer term goals

Good luck for week 2!

P.S Dow has best 5-day start to year since 2006!

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bootcamp

Sign up here:
https://catalystcorporatetraining.classe365.com/form/view/AutoBootCamp?_gl=1*9rfqtg*_ga*MTQ4NTczNDM0MC4xNjk4MjQxODM1*_ga_YYXBQS6S5Q*MTcwNzgzMzEyNi4xODEuMS4xNzA3ODMzMTYwLjI2LjAuMA

Time is flying by. Jan is almost over. 

This is 1 thing I miss from 10 years ago. 


My lucious hair that would give me a chance at K-pop auditions. 

Just kidding. I stand no chance. 



What do u miss from 10 years ago?




Thanks sir Chris Chia for taking this pic and sending it again to me recently!

Leader, Coach, Facilitator

If your cyber exercise doesn't make you sweat,

why do you call it an exercise?

Too many teams are taking a stroll during tabletop exercises. They don't prepare in advance, they talk in circles, and frankly take it too lightly.

I have seen teams prepare extensively for exercises.

They relook their process and hold internal preparation meetings to validate if it still makes sense. They ask tough questions internally and the leaders confirm if their assumptions about alternatives, recovery times, capabilities, and priorities are still accurate.

The best teams go in well-prepared and respond confidently. This is not just for show. This is an opportunity where leadership teams have recognized the importance of readiness and set aside protected time to be intentional about preparation. 

This only happens if the exercise program is well-socialized.
When the experience and outputs are understood.
And the leadership is serious about training.

Otherwise, what's the point?
Check a box? It's 2026, do better.

Your next Cyber TTX will be miles better with this small tweak. 

Don’t rush the start of the exercise. 

I know you have been planning it for months. Your adrenaline is pumping and you assume the participants are chomping at the bit to begin. 

But don’t neglect the pre ex brief. 

Here’s why it matters. 

1. Not everyone is familiar w exercises

Some have never participated in one. 
Others can’t remember what it’s like. 
1 or 2 even have weird assumptions. 

2. Remind everyone of the Why

The stakeholders are not equally invested in the exercise or outcome. Half are wondering why they are there. 

3. A good start is important

Some exercises that start poorly can result in minutes of waffling, rabbit holes or just straight up disengagement. 

4. Questions forces a buy-in

Facilitate a short quiz or discussion. 
This makes participants feel involved and helps them warm up as well. 

5. Simple introductions helps

You will be surprised how often teams don’t know each other or what role they play in an incident. 
Take time to do a roundtable intro. 

6. Sponsor emphasis 

Allow the exercise sponsor to speak. 
This reiterates the investment, focus, and important of the exercise. 

7. Calms your nerves

Address concerns before an exercise can help mitigate against difficult scenarios such as wrong expectations and challenging stakeholders. 
There will also be disruption but touching on some issues early helps. 

The next time you plan yr exercise. 
Spend abit more time on the start. 
It will be worth it. 

P.S any other exercise faux pax?

What most Cyber CEOs post on LinkedIn 
 
- repost their company's post 
- post about the latest hack 
- random AI blog 
 
What should Cyber CEOs post on LinkedIn 
 
- customer success stories 
- lessons learned about your business 
- strong opinion about industry issues 
 
You are the leader. 
 
Lead by example. 
 
Here are more post ideas. 

Subject Matter Expertise
- insights
- pain-points
- transformation
- trends + opinion
- counter-trends
- mistakes you have seen others made

Trust
- client success stories
- decision-making dilemmas
- framework for decision-making 
- social proof
- results

Character
- guiding principles
- values
- client examples
- stories of resilience
- leadership

Authenticity
- challenges that excite you
- lessons learned
- challenges that you overcame
- best advice that you received

Majority of my bosses in Cybersecurity have been female.

Yet female only make up 21% of the cyber workforce.

I interviewed Sarah to get her insights on Women in Cyber.

Sarah is a certified coach, facilitator, and founder of the Human Skills Leadership Lab, a unique and customizable program that helps professionals develop the human skills (or ‘soft skills’) required for effective leadership in the modern workplace. 


𝗪𝗼𝗺𝗲𝗻 𝗶𝗻 𝗖𝘆𝗯𝗲𝗿 𝗟𝗲𝗮𝗱𝗲𝗿𝘀𝗵𝗶𝗽 𝗣𝗿𝗼𝗴𝗿𝗮𝗺

1. When you think about women leading in cybersecurity, what have you noticed most often in how they lead, communicate, or navigate their roles?

They’re brilliant and discerning. They carry a full plate - navigating complex decisions and significant risk - and still, they lead with calm authority, thoughtfulness and integrity. They think deeply about their teams, their organizations, their families, and the broader systems. They’re the kind of leaders the world needs more of.


2. As you look ahead to the Women in Cyber Leadership Program in Malaysia with the Catalyst, what aspects of the program are you most curious or energized about?
   
After 4 years collaborating with the Catalyst to support cyber leaders from across Canada, I’m incredibly excited to connect with cyber leaders from 7 countries across ASEAN. It will be thrilling to be part of the conversation as these women come together to learn from and with each other.

 

If you enjoyed this interview series, please follow Sarah Lang (MA, PCC, CPCC). She is a human skills expert, a Leadership in Communication Skills Coach, and has trained leaders from leading corporations and brands.

P.S. How are companies promoting diversity?

Soft Skills Expert • Certified Leadership & Public Speaking Coach & Facilitator • Program Design and Instruction @ U Toronto, KPMG, ESRI, Rogers • I help leaders transform confidence into connection and influence.

I trained Principle Warfare Officers. 

We assessed them on 3 attributes. 

The Principle Warfare Officer (PWO) was responsible for fighting the ship. 

This included the deployment of weapons, manoeuvres, and in many cases the control of multiple ships and aircraft to fulfil a mission. 

These are the 3 attributes. 

Knowledge 
- know the procedures 
- know the asset capabilities
- know the adversary’s capabilities 
- know the ever changing situation 

Command and control
- clarity of situation  
- clarity of instruction 
- clarity of orchestration

Creativity 
- demonstrates intuition 
- demonstrates flexibility 
- demonstrates adaptability 


In cybersecurity operations,

We assess
.
.
.
.
.

Hope you get my point. 

Happy training.

Most cyber CEOs aren’t afraid to post.
They’re afraid to be misunderstood.

And 19 other myths of writing on LinkedIn. 

 1. “I’ll get DMs from random people and waste time.”
 2. “If I post about a niche topic, it’ll limit my market.”
 3. “I should wait until my messaging is perfect.”
 4. “I’ll get fact-checked and embarrassed.”
 5. “I’ll be judged by peers in the industry.”
 6. “Clients will think I’m wasting time.”
 7. “I’m not a ‘social media' person.’”
 8. “I need a hot take every time.”
 9. “I’ll look like I’m bragging.”
10. “My team will cringe.”
11. “I need perfect writing.”
12. “People will think I’m selling.”
13. “I’ll attract trolls or get dragged.”
14. “I’ll upset a partner/vendor/client.”
15. “My competitors will copy my ideas.
16. “I’m not ‘big enough’ to have opinions.”
17. “If I post, I’m giving away the secret sauce.”
18. “Need to sound super technical to be credible.”
19. “If engagement is low, it means I’m bad at this.” 

P.S which is your fav? Mine is #8  🔥

I reviewed the LinkedIn headlines of 23 Cyber CEOs.

Not 1 mentioned these important aspects.

LinkedIn headlines are your first impression.
More precisely, the first 57 characters matter.

They are seen:
• on your profile
• during connection requests
• on the main feed via your posts
• in the comments with every response


I help [buyer] achieve [outcome] without [pain].

None of the CEOs mentioned buyer, outcome, or pain.

How would you write your headline?



[9]
CEO at [Company]
CEO at [Company]
CEO at [Company]
Founder/CEO at [Company]
Founder and CEO of [Company]
Founder and CEO at [Company]
Co-Founder & CEO at [Company]
Co-Founder & CEO at [Company]
CEO & Co-founder at [Company] - We are hiring!

[7]
CEO at [Company]| Autonomous SOC
CEO @ [Company]- Enterprise Hyper-Automation
Co-founder & CEO at [Company]| AI for Security Operations
Co-founder and CEO @ [Company] | Security Operations, at scale
Co-Founder/CEO at [Company]| Outpace attackers with agentic AI SOC Analysts
CEO @ [Company]| Executive | Entrepreneur | Revolutionizing the SOC with AI
Founder, CEO @ [Company] Autonomous SecOps & Investigation Platform with Hyperautomation.


[7]
Hiring misfits to solve security!
Tech Entrepreneur, investor and board member.
CEO at [Company] and Author of [Book] available now!
Building Your AI Knowledge Engine for Security Operations. Hiring!
Building great teams to execute on very difficult engineering problems
Tech Founder & Executive. Defender. Nation-state Hacker. Medal of Honor Recipient. Public speaker.
Empowering businesses: ChatGPT training, strategizing AI implementation, and offering tailored LLM and AI solutions for process automation.

AI tools are being used in yr org. 
Have your IR plans kept up?
Here are 4 changes to make. 

Implementing AI tools have left security team scrambling over the last couple of years to ensure it is securely deployed and monitored. 

Your incident response plans may have be neglected in the process. 

Consider these updates. 

1. Include AI related incidents 

- sensitive data exposure
- supply chain vulnerabilities 
- unauthorised model changes 

Don’t assume your plan is a catchall. 
AI asset owners don’t fully understand the security risks. 

2. Validate asset + contact list

- AI asset owners 
- data architects r crucial
- most of these folks r probably new

These AI gurus have been heads down focused on speed on implementation. They probably can’t spell cyber if u meet them for the first time on an incident call. 

3. AI specific containment

- understand the impacts 
- ask if traditional options will work

It’s going to get more complex as AI tools integrate across enterprise. It may soon become so entrenched that disabling it is a non option. 

4. Logs and investigation 

- review if current threshold is valid
- check on logs before/after go-live

You will learn to love “black boxes” and need to navigate round them. 


P.S what other areas to add?

2.

Incident response plans only play a small part in cyber resilience. 

“Do you have an IR plan?”

Is probably one of the most common question that consultants and experts use to gauge a company’s resilience. 

Many teams are happy to tick yes. 

But having a plan is merely the start. 

Here’s why:
- high turnover of staff
- fast pace of tech change
- lots of assumptions remain  
- plans get outdated due to new tech 
- teams don’t use the playbooks/plans
- primary teams hardly get trained
- secondary teams ignored 
- random cyber exercises 
- no training plan

There is barely any focus on training. 

7 men squads in the military get more training time and resources than multi-million dollar cyber defence teams protecting our financial ecosystem. 

Will having a plan alone save you?

And how long are you going to assumed your team is ready?

P.S the world is still a vulnerable place

Human skills training will unlock your career potential.

These are your advantages against AI... for now.

I interviewed Sarah to get her insights on human skills.

Sarah is a certified coach, facilitator, and founder of the Human Skills Leadership Lab, a unique and customizable program that helps professionals develop the human skills (or ‘soft skills’) required for effective leadership in the modern workplace. 


𝗛𝘂𝗺𝗮𝗻 𝗦𝗸𝗶𝗹𝗹𝘀 𝗧𝗿𝗮𝗶𝗻𝗶𝗻𝗴

1. What are some of the key human skills that will unlock an individual’s potential in the workplace?
   
First: self-awareness, because awareness always precedes change. From there, the skills of emotional intelligence, listening and clear communication. These will help you improve your relationships and increase your influence and impact.


2. Were there pivotal moments from your own experience or from those that you coached that reaffirm that Human Skills Training is a vital part of career development?

I’m reminded of this everyday, given how easy it is to outsource one’s thinking, ideas, and voice to AI. We’re constantly pitched the benefits of efficiency, when really it’s our unique essence as a human that makes us compelling. Human skills will always be vital to professional and personal development.  


If you enjoyed this interview series, please follow Sarah Lang (MA, PCC, CPCC). She is a human skills expert, a Leadership in Communication Skills Coach, and has trained leaders from leading corporations and brands.

P.S. Are you worried about AI impacting yr career?

5 LinkedIn posts that should be part of your pre-RSAC marketing plan. 

If your Head of Marketing is not bugging you to start posting on LinkedIn before RSAC, ask them why?

Even better if they tell u what to post. 

Here’s 5 posts that I will write. 

“Heading to RSAC next week. Here’s the one question I’m asking every CISO I meet.”

“One year ago, [Client Type] was struggling with [Specific Problem]. Here’s what changed.”

“Everyone’s talking about [Trending Topic] at RSA. Here’s what they’re missing.”

“We’re bringing [Specific Thing] to RSA. Here’s why we built it.”

“I have 8 meeting slots open during RSA. Here’s who I wld love to talk to.”

_____________

Here’s 3 reasons why you shld post. 


REASON 1: 
Conferences are chaotic. 

This gives you a chance to cut through the noise.  

REASON 2: 
Post-Conference follow-up success is built upon pre-conference interaction.  

Unless you are a magician and can engage random folks on the floor. 

REASON 3: 
Yr competitors are already doing so. 

Silence = Falling Behind

You don’t want to waste all that $$$$

———————

No time to write?
Overwhelmed by the preparation?
Rather spend time on client demos?

Let’s work together and take that off your plate.

LinkedIn posts can be complicated.  

I simplify it by 3-2-1 method. 

3 types of posts 
- authority 
- leads 
- trust

Cycle this through the week. 

2 content pillars
- cybersecurity exercises
- LinkedIn copywriting 

Alternate pillars per day. 

1 target audience per post

Focus on 1 reader. 


What’s your 3-2-1?
⬇️

People judge within 7 seconds of opening yr mouth.

That's why I still get nervous before every presentation.

I interviewed Sarah Lang to get her insights on public speaking and establishing leadership presence.

Sarah is a certified coach, facilitator, and founder of the Human Skills Leadership Lab, a unique and customizable program that helps professionals develop the human skills (or ‘soft skills’) required for effective leadership in the modern workplace. 


𝗔𝗰𝘁𝗶𝗼𝗻𝗮𝗯𝗹𝗲 𝘁𝗶𝗽𝘀 𝗳𝗼𝗿 𝗹𝗲𝗮𝗱𝗲𝗿𝘀𝗵𝗶𝗽 𝗽𝗿𝗲𝘀𝗲𝗻𝗰𝗲

1. How would you explain what leadership presence is for those looking to grow in their career?
   
Leadership presence is your ability to stay grounded and intentional in all moments - including when you’re under pressure. In a society driven by distraction and dopamine hits, leaders who embody this type of presence, steadiness and self-trust stand out.  


2. What are some ways to practice being more grounded and present?

• Spend time on analogue hobbies that anchor you to the physical world - art, books, gardening, cooking, etc.
• Practice mono-tasking on purpose.
• Try slowing down your communication - listening, speaking, pausing, saying less.
• Regulate your nervous system with breathwork, yoga or grounding activities.
• Carve out daily moments to pause and transition between meetings and events


3. Presenting to an audience is a real fear for many professionals. Do you have a couple of tips that you usually teach?
   
First, get crystal-clear on what you’re trying to say and why it matters to your audience. Then, practice your vocal and non-verbal delivery to make sure you sound like you care about what you’re saying! I also teach simple ways to work with nerves rather than fight them so speakers can stay connected to themselves and their audience.
 

If you enjoyed this interview series, please follow Sarah Lang (MA, PCC, CPCC). She is a human skills expert, a Leadership in Communication Skills Coach, and has trained leaders from leading corporations and brands.

P.S. What's the best advice u received on public speaking?

Most Cyber CEOs post randomly and wonder why LinkedIn isn't working.
They write when inspiration strikes.
They share whatever feels right in the moment.
They post about the latest breach one day, their product the next, then go silent for weeks.

The result? Confusion. Zero traction. Wasted effort.

Here's what you should be doing instead:
Plan your content around 3 post types.

1. Authority posts
This is where you demonstrate expertise.
Share insights from client engagements. Dive deep into problems you're solving. Break down complex security concepts.

Examples:
"5 issues all enterprises face with AI governance"
"How we helped Company X reduce risk by 40%"
"The biggest misconception about Zero Trust"

These posts establish you as the expert in your niche.

2. Trust posts
This is where you build relationships.
Share your founder journey. Talk about team culture. Reveal the challenges you've overcome.

Examples:
"Why we started this company in 2019"
"The toughest decision I made as CEO"
"What our clients don't see behind the scenes"

These posts show the human behind the solution.

3. Lead posts
This is where you attract prospects.
Address pain points directly. Show transformation. Make your solution crystal clear.

Examples:
"Overwhelmed with compliance requirements?"
"How we saved a client 2000 hours per year"
"Is your board asking about AI risks?"

These posts turn readers into conversations.

Now here's the system:

Mon: Authority post
Wed: Trust post
Fri: Lead post

Repeat this for 6 months minimum.
Map out topics under each category. 
Populate your calendar. 

Never start from a blank page again.

Most cyber CEOs will read this and do nothing.

They'll keep posting randomly.
They'll keep getting zero results.
Don't be most CEOs.

Plan your content. Execute consistently. 
P.S. What type of post do you struggle with most?

Worried about the removal of your role?
Don't be a deer in headlights.
Do this immediately.

2025/2026 is the new 2020.

The trigger is different.
Lockdown vs AI.
The outcome is becoming the same.

And we shouldn't really be surprised...
If you are, stop living under a rock.

What did you think would happen?

Just look around the wider workforce, companies, tasks, processes, meetings, discussions, emails.....

Bots will be much better at most of that.

Thanks Sherlock, so is that the end for the human worker?

Maybe.... but not yet.

So, until we start serving robotic overloads, let's prepare and control what we can.

These are 5 things I'll immediately do to mitigate job risk.

1. Get better at your work

Thanks, Captain Obvious.
You are welcome, but I made Major.

The people who are most worried are probably the ones with the most areas to improve...so if there was a time to buck up, its now.

Say yes more than no.
Spend that extra hour.
Put in that additional effort.
Put yr hand up for that project.
Capture your achievements.
Socialize the wins w teams.
Help other teams win.


2. Restart your network

Your Rolodex is creaky, I know, but it is time to revisit.

It will be awkward at the start, but keep at it.
Better now than when you "need" a job.

Pro Tip: Be genuinely interested in them

Your older connections are easier to rekindle than establishing new ones. 


3. Build your profile

Refresh and improve your LinkedIn profile + professional portfolio.

It's 2026, we go to your profile and website if we want to get a good sense of who you are.

How are you showing up?
• old dated profile pic
• high school quality about section
• boring as f experience description

Or are you invisible?
Makes sense if you are James Bond.


4. Grow your network

Do some research. 

Who are your peers?
Who is in your dream role?
Which are the interesting companies?

Some of the folks who reported to you may now be execs.

Don't wait till your need a network to build one.

The earlier you start the better.

What are you waiting for? The HR Call?



5. Think like an owner

This is the future of the worker.
Gone are the days of 40 year old career.
My mom celebrates 45 years at 1 company soon!

If you think like an owner, you stop waiting for permission.

You start taking action, owning the risks, and keep going.

What is one thing you think will change when there is this mindset shift from employee to "owner worker"?

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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