Cache Ventures

We build, advise, and invest in awesome companies.

Co-Founder & CEO

Emailable

We guarantee your campaigns are emailable.

Chairman & CEO

Scale your business with our nearshore talent solutions.

Co-Founder

LeadOwl

Communicate, convert, and retain more leads with less effort.

Executive Chairman

myurls

Share more with your social media followers in a single link.

Bicoastal Ventures

Private investment firm managing discretionary funds for the companies principals.

Managing Partner

360 Family Office

Advisor

Windpact

Advisor & Investor

Gold Frame

Gold Frame is a premium customizable photo booth company providing high-end activations for private events, marketing campaigns, festivals, and everything in between.

Bookkeeper360

Full-Service Accounting, Advisory and Back Office solutions for growing companies.

CEO @ Cache Ventures. We own Emailable, Sur, LeadOwl, and more.

Sean is a passionate Entrepreneur, Investor, and Software Architect that has more than 20 years experience designing, developing and deploying numerous web and mobile projects. Sean’s expertise ranges from software development, strategy, operations, and finance.

Previously, he founded a software consulting agency, where he provided strategy to a wide variety of brands and businesses such as Ford, FedEx, Mattel, Samsung, Simon, Twitter, Zynga and many more.

Since then, Sean has led the creation of numerous SaaS platforms including Exit Monitor which was acquired by Kaleidoscope Global in 2016.

Most recently, Sean is primarily focused on growing Cache Ventures, where he builds, advises, and invests in awesome internet companies.

“Mom, how did we get so rich?”

“Your father said ‘I have a hard stop at 5 pm’ on thousands of important Zoom meetings”



It’s crazy how high the bar has gotten for me to do evening work.

Dinner meetings.

Late Zooms.

“Quick” fires that turn into 2 hour slogs.

I used to say yes to everything.
Now?

If you still think “working nights” makes you a serious professional…

you’re not ambitious enough.

My ambition isn’t to work more hours.

It’s to build companies that give me the freedom to say no.

Missing my kids’ bedtime isn’t a badge of honor.

It’s a sign I failed to design my business correctly.

Fight me on this.

Sean Heilweil

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The harsh truth: most don’t actually work at work.



Let’s face the reality:

People sit in meetings that should have been emails.

They spend endless hours updating dashboards rather than driving revenue.

They label “brainstorming” as work while just a few individuals carry the load.

And, among all this noise, you’ll find the quiet achievers.

Those who:
→ Hit quota.
→ Ship product.
→ Grow the business.

But here's the kicker:

They don’t get the loud recognition because noise often drowns out results in most organizations.

Let’s turn that logic upside down.

If you want to be irreplaceable, stop striving to look busy.

Focus on delivering results that are so undeniable, that no one cares about the “process.”

Here’s a thought:
Numbers speak louder than the noise.

Make your contributions matter.

This isn't about chasing after visibility.

It’s about proving your value through tangible outcomes.

In a world filled with distractions, prioritizing meaningful work can set you apart and elevate your impact.

Your results are your voice, even when others are shouting.

How do you ensure your contributions shine through the noise?

The #1 mistake founders make when hiring?



They hire for today’s problems instead of tomorrow’s scale.

I’ve seen it over and over:

A founder hires the cheapest dev they can find.

Or they bring in a “generalist” because it feels safer.

Six months later,
the company’s on fire because the talent can’t keep up.

The truth?

A+ talent isn’t an expense, 

it’s the highest-ROI investment you’ll ever make.

The people you hire today become your competitive advantage tomorrow.

They either compound your growth… 

or cap it.

Because if you want a billion-dollar outcome, you can’t build it with $50k thinking.

Your company is only as good as the worst person you hire.

Think about that.




👉 Curious how we’re helping founders upgrade their hiring playbook? 

Let’s chat.

Do you think working all weekend makes you ambitious?



Here’s a brutal truth: it doesn't.

It shows you're struggling with time management.

Real achievers are not chained to their desks.

They focus on building systems and hiring smarter.

They know how to leverage their time to gain true success.

Too many people today confuse motion for progress.

Just because you are busy doesn't mean you are effective.

So why are you working yourself to exhaustion when a Saturday off can do wonders?

Take that time to recharge.

Go touch some grass and let your brain reset.

No energy drink can cover up a lack of strategy.

Burnout is not a badge of honor.

It’s a sign of poor management.

Instead, let’s talk about leverage.

Learn to delegate and prioritize.

Focus on impact, not just effort.

You’ll find that less can truly be more when done right.

If you truly want to excel, ask yourself:

Are your actions moving you toward your goals?

Or are you just busy being busy?

Remember: 

Your well-being is your greatest asset.

Treat it that way.

Stop glorifying burnout.

And start embracing smart work.

What’s your strategy for better time management?

Hot take: If you don’t build a personal brand, you’re building a business with an expiration date.



Many founders pour their energy into product development and growth.

But here’s the reality: without a strong personal brand, this success can be fleeting.

It’s all too easy to get lost in the noise of a crowded marketplace.

Are you overlooking your personal brand?

→ A strong personal brand adds depth to your product.

→ It builds trust with your audience, turning one-time customers into loyal advocates.

→ It distinguishes you in a sea of competition, making your voice heard above the rest.

→ It opens doors for partnerships and opportunities you never even knew existed.

But many skilled entrepreneurs neglect this crucial aspect.

They mistakenly believe that the product is everything.

I learned the hard way that even the best product can fail without a personal touch.

Take a moment to think about your brand.

Is it authentic?

Is it consistent?

Are you connecting on a level that resonates?

Remember, the world wants to connect with people, not just products.

Invest in yourself and your narrative.

The story you tell shapes the way your audience perceives you.

Your brand is your legacy; don’t let it fade into obscurity.

It’s time to elevate it.

What are you doing today to strengthen your personal brand?

Most founders fail not because of bad ideas.



They fail because they refuse to delegate.

Let’s be honest.

When it comes to hiring, the typical thought process is, “I’ll just hustle harder.”

In terms of marketing, it’s often, “I’ll figure it out on my own.”

And in finance? “I’ll learn Excel this weekend.”

Here’s the reality:

You’re not a Swiss Army knife.

You’re a blade.

Everything else needs to be built around you.

The successful founders scaling to $100M+ have one thing in common:

They’ve fired themselves from every single role except for vision and decision-making.

Here’s the truth:

Stop trying to play every instrument in the orchestra.

Instead, grab the baton and conduct.

You don’t have time to be the marketer, the accountant, and the tech support.

Instead, focus on leading your team.

You need to empower others to fulfill the roles that will drive your business forward.

Ask yourself this:

What’s the first role you should fire yourself from?

Most people get this dead wrong...



Opportunity often hides in plain sight.

You just have to be brave enough to be visible.

I learned this the hard way.

Early in my career, I was terrified of sharing my thoughts.

What if people laughed?

What if I stumbled in public?

I kept replaying these questions.

But here’s the truth:

The cost of success is embarrassment.

Every time I hesitated to share, I held back from seizing my potential.

The moment I decided to put myself out there, everything changed.

Sure, I had some cringe worthy moments.

But I also attracted opportunities that fueled my growth.

My biggest takeaway?

Those who dare to be seen often find doors opening.

Being visible means you’ve started the conversation.

You’ve sparked interest.

You can build connections and showcase what you bring to the table.

Don't let fear hold you back.

Everyone starts somewhere.

Every post you write, every idea you share, moves you closer to your goals.

So, stop worrying about looking silly.

The real cringe is staying silent while the world is waiting to hear from you.

Start sharing your voice today!

What’s one topic you’ve been too shy to discuss?

Most people will waste today.



Scrolling feeds.

Answering “urgent” emails that don’t matter.

Sitting in meetings that could’ve been Slack messages.

Then they’ll complain that they’re “busy.”

Here’s the truth:

Business isn’t about being busy.

It’s about compounding.

One strategic hire.

One customer email.

One piece of content that lands.

One deal that gets signed.

Those are the moves that move everything.

Most people burn 80% of their week on noise.

The winners?

They double down on the 20% that compounds forever.

So before you waste another Monday:

Ask yourself → 

what am I doing today that my future self will actually thank me for?

Because the people who win aren’t the ones with the fullest calendar.

They’re the ones ruthless enough to ignore the noise and execute the needle movers.

What’s your one compounding move today?

Ever received a reality check from a founder?



I did last night.

The email laid it out simply:

Unless the valuation hits a billion or more, a full acquisition isn’t happening.

Here’s the harsh truth:

We’ve reached peak startup delusion.

→ Every founder believes their venture is a unicorn.
→ Meanwhile, ARR? Flat.
→ Churn? It resembles a ski slope.
→ CAC payback? Infinity.

But why settle for a realistic $100 million when you can fantasize as a billion-dollar entity?

This isn't entrepreneurship.

It’s cosplay.

When companies rely solely on fundraising to stay afloat, they’re not unicorns.

They are donkeys with a glossy WeWork label.

Why are we indulging this illusion?

Don’t let the fantasy blind you to reality.

The market doesn’t care about your dreams; it cares about your numbers.

If your business can’t stand on its own without constant cash infusions, it’s time for serious introspection.

Real entrepreneurs make tough choices.

They build resilient businesses, not elaborate costumes.

So here’s a challenge for all founders:

Dig deep and reflect on your fundamentals.

Is your business truly sustainable?

Or are you simply LARPing as something you’re not?

Let’s hear your thoughts.

What’s your take on the current startup landscape?

Most founders don’t have a sales problem.



They have a stupidity problem.

You’ll blow $20K/month on SDRs, $50K/month on ads, and brag about your shiny new sequences… 

but your email list is full of fakes, bots, and dead addresses.

Then you cry about CAC like the universe is conspiring against you.

Newsflash:

Garbage data = garbage results.

Nobody cares about your 17-step drip if it lands in spam.

And no, “sending more” won’t fix it.

The founders who “can’t figure out sales” are usually just too lazy to verify their damn data.

Stop pretending you have a pipeline problem.

You have a discipline problem.

Clean data isn’t optional. 

It’s the entry fee.

The toughest challenge in building a company isn't the product.



It's the people.

→ Hiring them.
→ Leading them.
→ Retaining them.

Anyone can create code.

Anyone can secure funding.

Anyone can announce a launch.

But assembling a team that scales with your vision?

That's where many founders stumble.

Talent isn't solely driven by a paycheck.

They seek clarity, growth, and a belief in the mission.

If you can't instill that vision, rest assured, someone else will.

The founders who thrive aren't just talented technologists.

They excel as recruiters.

They understand that people align with purpose before perks.

Here's the reality:

Your team will forge your path forward.

They won't simply follow orders; they’ll innovate and drive change.
Invest in their aspirations.

Foster an environment where they can thrive and exceed expectations.

The secret to long term success isn't just finding talent.

It’s about nurturing it and making every individual feel integral to the mission.

So next time you think about building your dream team, consider this:

Are you just hiring skills?

Or are you cultivating a community united by a shared vision?

It's time to prioritize your people.

That’s where the real magic happens.

What’s one strategy you use to engage your team?

The child who is not embraced by the village will burn it down to feel its warmth.



This statement resonates deeply in our professional lives.

When individuals feel neglected or undervalued in a team, their frustration can lead to destructive actions.

→ They disengage.
→ They disrupt.
→ They withdraw.

The consequences are often severe.

In a world where talent is crucial, the cost of ignoring someone's needs is high.

Imagine working tirelessly only to feel invisible.

What happens next?

Instead of fostering growth, we create an environment ripe for resentment.

Here are three pivotal steps organizations can take to prevent this:

1. Actively listen.
→ Engage with your team regularly.
→ Understand their thoughts and feelings.

2. Foster inclusion.
→ Create initiatives that celebrate diversity.
→ Encourage collaboration across all levels.

3. Show appreciation.
→ Recognize effort publicly.
→ Reward contributions, no matter how small.

Remember, a supportive culture is like a protective shield.

It keeps potential hardships at bay and nurtures growth.

So, let’s embrace our colleagues now.

Let’s build a village that thrives on support and unity instead of fear and isolation.

Because when we don’t embrace, we risk losing everything we’ve created.

What steps do you take to embrace your team?

You don’t “control” your company. You survive it.




Every founder walks in thinking they’re the captain of the ship.

But the truth is:

One big customer churn can sink your quarter.


One key hire leaving can derail your roadmap.

One market shift can turn your whole strategy obsolete overnight.

You’re not in control.

You’re in constant reaction mode.

That’s why the best founders don’t obsess over building “perfect” plans.

They obsess over resilience.

Because resilience is what lets you:

Swallow your pride after a public failure.


Rip up the roadmap when the market punches you in the mouth.

Rebuild your confidence after staring at a near-zero bank account.

The reality is: 

your startup isn’t some perfect machine you tune.

It’s a raging fire you learn how to live inside without burning to death.

And if you can do that long enough?

You’ll outlast the “brilliant operators” who thought they were in control.

Survival is the real edge.

Not genius.

Not pedigree.

Not funding.

Just refusing to get knocked out.

Are we addicted to inflated numbers on LinkedIn?



Let's face it.

Most people shy away from sharing their real numbers.

But when they do,

it's often smoke and mirrors.

Here are some of the biggest grifts I see:

“I made $100,000 last month.”

Translation: 
You collected $100k in revenue.

You actually kept maybe $10k. 

Congrats on being a broke 6 figure founder.

“We helped clients generate $100 million.”

Translation:

You had one client who was already at $99.9M before you came into the picture.

You just slapped your name on their scoreboard.

“We grew 50% last year.”

Translation:

50% of what? $10k grew to $15k? Cool.

Your side hustle bought you an extra Starbucks.

Here's the reality:

Revenue without profit is like bragging about calories consumed without considering the real muscle built.

Growth percentages without actual numbers? 

Just clever wordplay.

And “client wins” without context? 

Merely participation trophies.

Let's stop flexing fake numbers on here. 

Sure, the algorithm might reward it today.

But remember:

the market always exposes the truth tomorrow.

Be transparent, be real, and build trust.

What's your take on this trend?

Lots of people on LinkedIn want to die on hills lately.



Cold email is dead.

Cold email is alive.

Office is better.

Remote is better.

AI will take all our jobs.

AI will create all our jobs.

Everyone is sprinting up these little philosophy hills

planting flags

and screaming into the void like it’s the Battle of LinkedIn Gettysburg.

Meanwhile… 

the hills I’d actually die on are way more controversial:

Pineapple not only belongs on pizza, it improves it.

Cold plunges don’t make you a better founder, they just make you annoying.

“Work-life balance” is a lie...

what you really want is “work-life integration” 

(and yes, I will die on that one).

Nobody actually likes networking events; 

we just like the open bar.

90% of “community building” is a fancy word for running a group chat with rules nobody follows.

Here’s the thing:

The real hill worth dying on isn’t whether you cold call or run Facebook ads.

It’s whether you can actually build something people want, 

keep customers happy, 

and not lose your mind in the process.

But that’s not nearly as fun as fighting strangers in the comments, 

so…

Which hill are you dying on today?

If you hate Mondays, you’ll hate startups.



Because startups aren’t built on Fridays at happy hour.

They’re built on Mondays when everyone else is dragging their feet.

Most people see Monday as punishment.

Founders see it as compounding.

That 7am call?

It’s not just a meeting.

It’s a potential customer.

That investor update?

It’s not paperwork.

It’s building trust that compounds into your next round.

That post you publish? It’s not content.

It’s a distribution asset that works for you while you sleep.

The truth is:

Business isn’t decided in “big moments.”

It’s decided in the boring, relentless Mondays nobody celebrates.

Everyone wants the touchdown.

Few are willing to grind the first downs.

So while LinkedIn is full of people complaining “ugh, it’s Monday”…

I’m grateful.

Because the people who actually win are the ones who treat Monday like it’s life or death.

Question is:

Are you running the play?

Or watching from the sidelines?

Most founders don’t fail because of bad ideas.



They fail because they can’t sit still long enough to finish one.

Everyone loves starting.

New product.

New funnel.

New hire.

New “AI pivot.”

But you know what’s boring?

Sticking with something when it’s not sexy anymore.

Execution isn’t glamorous.

It’s not a TED Talk.

It’s not a “look at me” Forbes 30U30.

It’s the quiet grind of showing up when the dopamine is gone.

The winners aren’t smarter.

They’re not even always first.

They just finish the race while everyone else is still chasing shiny objects.

So here’s the hard truth:

If you can’t stomach repetition, you can’t stomach success.

What do you think, are most failures about bad ideas, or about lack of discipline?

The biggest lie in venture capital: 



“We’re value add investors.”

Translation: 

They’ll text you once a quarter asking “how’s ARR trending?” 

and maybe drop a podcast link they recorded about “founder grit.”

Let’s be clear on what real value add looks like:

→ Introduce me to 10 paying customers.
→ Help me recruit a VP of Sales who can scale a team.
→ Get me in front of potential acquirers or late stage capital.

Roll up your sleeves and solve an actual problem, not just tell me I have one.

If you can’t do those things, you’re not value add.

You’re just expensive money with a podcast.

The truth founders don’t want to admit: 

90% of VCs don’t move the needle.

The check helps, the brand maybe helps, but the “value add” narrative? 

Pure marketing.

And here’s the kicker → the investors who actually are value add? 

They don’t say it. They prove it. 


They’re in the trenches with you at 11pm when a deal is falling apart.

They’re pulling strings to get you into rooms you can’t enter alone.

They don’t need a Medium post to justify their existence.

So the next time a VC tells you they’re “value add,” ask them:

“Cool. Show me. How many customers, candidates, or acquirers can you put in front of me in the next 30 days?”

That answer tells you everything.

Hot take: Most founders don’t have a sales problem.



They have a math problem.

Let me explain.

Many believe that hiring just a few more sales development representatives will double their pipeline.

Or that raising several million dollars will magically lead to growth.

Here’s the hard truth:

You don’t fix broken unit economics by adding more bodies or throwing cash at the issue.

You fix them by confronting the uncomfortable questions:

→ Is your customer acquisition cost (CAC) truly sustainable?

→ Are you subsidizing growth with VC money instead of earning it?

→ Does your lifetime value (LTV) justify spending aggressively?

→ Do you genuinely have product-market fit, or are you just good at demos?

Founders scaling to $100 million and beyond aren’t just "trying harder."

They win by doing the math that others typically avoid.

So, stop hiring your way out of bad math.

Instead, start making choices that compound your success.

Let’s shift the focus from hiring to understanding your numbers.

The real growth lies in the details.

Are you ready to take a deep dive into your metrics?

For those brave enough to face the numbers, growth becomes inevitable.

Stop overcomplicating growth.



Here’s the truth many SaaS founders ignore:

You don’t need a 50-page GTM playbook.

You don’t need a massive SDR team.

You don’t need VC money burning a hole in your pocket.

What you actually need is much simpler:

→ A product that solves one painful problem.

→ A repeatable way to reach those who experience that pain.

→ The discipline to double down when things are working and to cut your losses quickly when they aren't.

That’s it.

The truth is, 

the difference between a $1 million ARR startup 

and a $100 million ARR company 

isn't about having a so called magic playbook.

It's about ruthless focus and execution.

Cut through the noise.

Stick to your strengths.

Focus on building something valuable and 

getting it into the hands of those who need it.

When you simplify your approach, everything else becomes clearer.

Remember: 

sometimes, less truly is more.

Are you overthinking your growth strategy?

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