Hi, I’m Sean Shahkarami, I’m glad you’re here and I don’t believe in coincidences, so whether you know it or not there’s a bigger reason you’re reading this right now.

Over my life, I've realized most people don’t lose sleep over money itself.

They lose sleep over the questions money represents.

Questions like:

• What happens if life throws a curveball and I can’t work?
• How do I retire comfortably and with peace of mind?
• What happens to me, and the people I love, when I’m gone?

I help people answer those questions before they become emergencies.

My background is intentionally interdisciplinary.

I’m a CPA, a Robbins-Madanes certified coach, and I bring over 13 years of experience spanning:
	•	Corporate M&A
	•	Healthcare and mental health finance & operations
	•	Ministry and leadership development

That combination allows me to work with clients holistically and relationally, not transactionally.

My process is built across five integrated pillars:
	1.	Financial
	2.	Spiritual
	3.	Mental
	4.	Physical
	5.	Communal

Because real peace of mind doesn’t live in spreadsheets alone — it lives at the intersection of clarity, alignment, and action.

The people I work best with come from many backgrounds, but they tend to share common traits:

• Values- and faith-driven
• High integrity
• Builders — families, businesses, careers, or all three
• Long-term thinkers with a track record of follow-through
• Vision-oriented and impact-minded
• Open to guidance, coaching, and honest feedback
• Willing to take meaningful action rather than stay stuck in analysis

In other words, they’re not looking for quick fixes.
They’re ready to make aligned decisions.

If that sounds like you, or someone you care about, I’d be happy to connect and walk you through how I work.

The easiest way to start is simple:
Send me a direct message here on LinkedIn.

Sean Shahkarami

Re-introducing myself for all the new connections!

Hi, I’m Sean Shahkarami.

Over the years, I’ve realized that most people don’t struggle with money because they lack intelligence or work ethic.

They struggle because money sits at the intersection of risk, identity, responsibility, and legacy—and those questions rarely get addressed holistically.

Questions like:
• What happens if life throws a curveball and I can’t work?
• How do I build long-term peace of mind, not just short-term returns?
• What happens to the people I love when I’m gone?

I’m a CPA & coach, and I help values-driven builders make aligned decisions across money, life, and legacy.

My background spans corporate M&A, healthcare and mental health, leadership development, and ministry. That range shaped how I work today, integrated, relational, and holistic.

The people I work best with aren’t chasing quick fixes.
They’re long-term thinkers.
They value integrity.
They’re open to guidance.
And when they decide, they take action.

This isn’t for everyone—and that’s intentional.

If this resonates with you, or if you’re in a season where clarity matters more than complexity, I’m glad you’re here.

Sean K. Shahkarami, CPA, CFF, MAc

CPA & Certified RMT Business Coach | Helping Values-Driven Builders Make Aligned Decisions Across Money, Life & Legacy

Before you ask God for more…
pause.

More health.
More money.
More impact.
More clarity.

What if the question isn’t “Why hasn’t God increased this yet?”
but “Am I stewarding what I already have?”

This article is an invitation to examine posture before provision,
defense before offense,
and stewardship before overflow.

If you’re starting the year with hope and hesitation, this may be for you.

👉 Link in comments

Translating Vision into Winning Strategies for Growth, Impact, and Legacy

Why do so many financial decisions feel heavier than they should?

It’s rarely because of a lack of intelligence or effort.

Most financial decisions sit at the intersection of risk, identity, responsibility, and legacy—and when those layers aren’t addressed together, even capable people feel stuck or reactive.

In my latest LinkedIn newsletter, I explore:
• Why avoidance is often psychological, not informational
• Why only a small percentage of people are truly ready to act at any given time
• The difference between reactive decision-making and aligned building
• Why peace of mind is built through clarity, not complexity

I wrote this for values-driven builders who care about making decisions that align money, life, and legacy—without pressure or quick fixes.

👉 Read the article here today!

If it resonates, feel free to share your thoughts or reach out.

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Why do so many of us delay the life God is inviting us into?

Not because we don’t love God.
Not because we lack faith.

Often, it’s because the next step feels heavier than the place we’re standing.

Fear dresses itself up as wisdom.

Waiting sounds spiritual.
Comfort feels safer than obedience.

I wrote today’s piece for The Overflowing Life as a quiet reflection on avoidance, readiness, and alignment—and how God’s invitation is rarely rushed, but always forward.

If you’re in a season of discernment…

If you feel like you’re standing at the edge of a step you already know you’re meant to take…

This one is for you.

 Link to article in the comments!

Freedom comes when you give up the moral high ground.

Rejection isn’t fun.
But it isn’t evil either.

It’s just part of life.
Part of business.
Part of sales.

The problem starts when we moralize it.

We turn “no” into judgment.
We turn outcomes into identity.
We turn disappointment into blame.

And suddenly we’re stuck—
not because of rejection,
but because of the meaning we attached to it.

Let it go.

Bless and release.
Move forward.

That’s freedom.


Where are you still holding onto the moral high ground—and paying for it with your peace?

Over the last two weeks, I’ve been asked to contribute to four different GoFundMe campaigns.

Each one came from a heartbreaking place—unexpected illness, sudden accidents, or the loss of a loved one.

And this isn’t just an “average family” issue. Even public figures aren’t immune.

Here’s the uncomfortable truth most people don’t want to say out loud:

GoFundMe is not a financial plan.

Crowdfunding can help in a moment—but it was never meant to replace responsibility, preparation, or protection.

When we take ownership of protecting ourselves and our families, we aren’t just helping us.
We’re reducing the burden on others.
We’re strengthening the whole community.

That’s why I believe planning isn’t selfish.
It’s an act of responsibility—for the greater good.

If this resonates, reach out.
And if you know someone who needs to hear this, share it with them.

Daniel is one of the smartest people I know. And although I have left the “AI game”…. He’s right.

Why can't software solve retail customer problems in 2026?  Because it's not meant to.

-------

Customer problems in 2026, from first principles:

1.) Producers (of goods, services, and content) have access to plentiful personal data, plus complex tools.  Think Facebook, Google, Series B startups, etc.
2.) Producers use their advantage to create complexity.  Complexity gives the upper hand to sellers.  Make something harder to understand, and you can make a higher profit from selling it.
3.) Producers can manufacture complexity faster than consumers can understand that complexity.
4.) In an effort to gain some reprieve, consumers __pay__ for simplicity and to escape complexity.

----

Pre-AI, we paid extra for better products.  Post-AI, we will pay extra for __simpler__ products.

Producers figured this out.  We pay money to avoid ads, to skip lines, to have ice cream delivered.  These are sellers of simplicity.  AI, however, stretches these principles to extremes.

Broadly, this pattern is everywhere.

1.) In 2025, it is much more difficult to order food at a kiosk than it used to be in the 90s.  In the 90s, you simply said to a cashier, "I'll have the #2 combo with a Coke."  Now, you must click many buttons yourself and probably consider your "points balance" with each retailer.

2.) Consider that nearly every store now puts consumers through a "checkout corral" tempting consumers with lots of cheap products before payment.  It's not just candy bars in the checkout line anymore.  It's now sometimes 50+ feet or more of clearance products and high-margin junk.

-------

This is end-state of capitalism in a post-AI society.  AI becomes a tool for arbitrage, a tool for constant attention-getting, for rent-seeking, for regulatory capture, and for the monetization of simplicity.

Complexity is introduced by producers because it benefits them.  Complexity cannot be easily reduced by consumers, not without payment.  Wild.

-------

More examples of assymetry:

Profit margin in gambling is UP, not down.  How is this possible?  Shouldn't AI spread information faster, and thus reduce the information advantage that a broker has?

AI increased the availability of information, but due to information assymetry, the benefit of additional information accretes mostly to gambling companies, not gamblers.

-------

The end of all of this?

People end up renting their lives from corporations.  Ownership isn't a thing anymore.  It becomes too complex to own anything.  There are too many risks, too much red tape, too much to think about.  You end up renting your life just to keep your head above water, because renting comes with the promise of simplicity in a world that is engineered for high complexity.

-------

What does this suggest to me?  To me, it suggests that companies selling  general-purpose AI agents that reduce consumer complexity will win major market share and consumer trust in 2026 and beyond.

Most people know what they should do long-term. Save more. Prepare earlier. Make decisions today that protect tomorrow. And yet… Many of us struggle t

Open article: Why Long-Term Planning Feels So Hard (and Why It’s Not Your Fault) by Sean K. Shahkarami, CPA, CFF, MAc • 3 min read

Why Long-Term Planning Feels So Hard (and Why It’s Not Your Fault)

Authorized IBC Practitioner | Teaching families and businesses to control their banking function

"Whole life insurance is always a bad deal."

I hear this regularly from business owners who listen to popular financial media. And I understand why it sounds convincing.

The comparison usually goes like this: buy cheap term insurance, invest the premium difference in mutual funds, and you'll come out ahead.

Here's what that comparison leaves out:

→ Term insurance expires. After 20-30 years, you have no coverage. If your health has changed, you may not qualify for new coverage at any price.

→ The "invest the difference" strategy assumes perfect discipline over decades. Most people don't execute it. Life gets in the way.

→ It completely ignores the banking function. A properly designed dividend-paying whole life policy from a mutual company creates a personal banking system. You can finance business equipment, vehicles, real estate — and recapture the interest you'd otherwise pay to a commercial bank.

As a business owner, the question worth asking isn't "whole life vs. term."

It's: do I want to control the banking function in my business and personal life, or continue outsourcing it?

— This is educational only and not meant to serve as financial advice.

**Edit: Gotta run — helping clients capitalize their first whole life policy. Will catch up on comments later.**

I started Taylor Welch’s newest book tonight, “The Currency of Heaven”

And was stunned…he uses the same publisher as me, huge shout out to Cris Cawley at Game Changer Publishing.

Such an awesome, amazing, God-connected world we live in!

1 out of 4 people set financial related new year resolutions.

I actually find that statistic low.


I think more people would set and achieve their financial goals with better education and partnership.

Because the truth is financial goals are long term in nature and you’re not just fighting inflation, interest, and economic pressure…

You’re fighting biology. Our brains are designed to keep us alive, to survive. Not thrive.

My DMs are always open if you want to learn not just the math but the psychology of financial prosperity.

The good news of Jesus can be made complex, or joyfully simple:

God is FOR YOU!

Out of the 6 books I’ve read this year, Tony Robbins  was quoted and/or referenced in 5 of them.

So cool!

A traditional CPA looks at historical numbers.

When it comes to taxes, it's important for compliance and timely filing.

A CPA who works in planning is looking ahead.

When it comes to tax strategy, it's important because the goal is to remain compliant, efficient, and avoiding unnecessary taxes in the future.

Both are important, and both are different.

Remember, failure to plan is planning to fail.

It’s tax season. My family filed yesterday.

And it has little to do with being a “tax expert”

And way more to do with:

1. Having a plan
2. Implementing the plan 
3. Staying organized and sticking to the plan throughout the year

Remember failing to plan is planning to fail.

Happy to help you develop your plan.

🎙️Try Life On Podcast Host 💵 Managing Partner, Quattro Capital 🌏 98 countries | Investor | Freedom Coach 📚 Used 9-5 jobs + passive income to beat the system

A little about me...

I'm an investor, entrepreneur, restaurant owner and explorer of 99 countries. I host the Try Life On Podcast, and coach professional 1:1 on wealth and freedom, helping you build lifestyle you don’t need vacation from.

In 2021 I retired from the 9-5 world after 25 years as Senior Executive at Accenture, a global consulting firm. Was also a Federal Agent through my US Air Force military service. I retired after 22 years as Lt. Colonel. And I became a midnight police officer later in life for the Montgomery County Police Department as a means to give back to local community. Yes, all at the same time.

Along with partners, founded Quattro Capital, a private equity firm. I’ve acquired roughly $250M in real estate with investor partners. I started buying real estate in my 20s as a means to capture time freedom to live more. 

I have strong passion for living life leveraging freedom principles (time, financial, location, purpose & relationships) and started Try Life On Media to help others do the same. The Try Life On podcast and speaking engagements are my joy. 

I love to say I used real estate, passive income, lifestyle design principles combined with leveraging my three 9-5 professional careers to beat the rat race and build lifestyle I don't need vacation from. I’ve completed that mission and now my passion is to help others do same.

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