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AllTopicsToday > Blog > Investing & Finance > Entrepreneur’s Journey: From Founder To Exit To AI Security VC
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Investing & Finance

Entrepreneur’s Journey: From Founder To Exit To AI Security VC

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Last updated: June 25, 2026 5:14 pm
AllTopicsToday
Published: June 25, 2026
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Most of us select the protected route. We go to varsity, get jobs, and spend the following 30 years praying that our employers will not instantly resolve to layoffs someday. I do know this path effectively. As a result of I used to be on this path for 13 years earlier than I lastly determined to do my very own factor in 2009.

Domingo Guerra, a visitor on the Monetary Samurai podcast, did not wait so long as I did. He retired on the age of 27. And his story has a twist that most individuals do not count on. The largest payday of his life additionally turned out to be essentially the most depressing interval of his profession.

On this episode, I sit down with Domingo, the daddy of a pal and schoolmate, to speak about his journey from rising up in Monterrey, Mexico, learning engineering on the College of Texas, to co-founding cell safety firm Appthority together with his poker and softball pal Kevin Watkins, and promoting it to Symantec. Then one thing else occurred.

He at present runs a seed-stage fund that helps founders construct safety for the AI ​​period. Click on the embedded participant to hear right here or on Apple or Spotify.

Entrepreneur’s Journey

I need to begin interviewing extra entrepreneurs as a result of AI has quietly given us all the flexibility to change into entrepreneurs. Instruments that used to require a staff and a price range now value $20 a month and are free on weekends.

That is excellent news. The dangerous information is that the identical expertise is destroying jobs left and proper. For a lot of college students and dealing professionals, making an attempt entrepreneurship is changing into one of many few viable choices.

One other approach out of the everlasting underclass is to spend money on the very firms which can be making our expertise out of date. If you cannot beat them, not less than personal a few of them. It is a robust deal, particularly for individuals who usually are not but financially impartial, however ignoring it would not make it any much less true.

The issue is, most individuals do not know the place to start out. So by tracing how completely different entrepreneurs have really cast their very own path, we hope to present our readers and youngsters a clearer understanding of how they’ll begin changing into their very own creators. There are a lot of methods.

Rising in Mexico with the proprietor’s concepts

Domingo grew up in Monterrey, a metropolis identified for its industrial roots and entrepreneurial tradition.

A lot of California’s founders’ origin tales start in Berkeley dorms and Palo Alto garages. Domingo’s work started lengthy earlier than he set foot in California. He grew up in a spot the place beginning a enterprise wasn’t only a pipe dream. It was a standard factor individuals do.

Carrying that mindset, he went to the College of Texas at Austin, the place he studied engineering and constructed a profession in expertise. Like most founders, his path wasn’t a straight line. Very not often.

Construct Appthority with Cell Wave

Appthority was born simply as smartphones had been taking up the office. Immediately, each worker was strolling into the workplace with highly effective computer systems of their pockets, loaded with apps that nobody in IT had ever vetted. This created a complete new safety drawback, and Domingo began an organization to resolve it.

From the surface, startups look clear. Founders uncover an issue, develop a product, increase cash, and escape from the wealthy.

The fact is years of uncertainty, recruiting, fundraising, pivoting, and praying. Most startups by no means obtain profitability, not to mention an acquisition. What struck me was that Domingo and his co-founders had been keen to proceed till the funds ran out.

I by no means sat that approach as a result of sitting with this type of uncertainty is tougher than it appears. I most popular constructing Monetary Samurai on the aspect whereas nonetheless working a full-time job, and solely took the leap when there was actual traction. That leap occurred not on my first day, however two years and eight months after I began. Domingo gambled first and seemed for proof later. I wished proof earlier than I guess. Each work, however it helps to know what sort of particular person you’re earlier than you leap.

thrilling exit

In 2018, Symantec acquired Appthority.

For founders, acquisitions are validation. Years of sacrifice, late nights, and tough selections had been lastly value it. That is the second for formidable entrepreneurs to take discover. Bulletins, dinners, wire transfers.

And actual life goes on.

plot twist

That is the place Domingo’s story stops sounding like a press launch.

In 2019, Broadcom acquired Symantec’s enterprise safety enterprise for about $10.7 billion. Absolity additionally accompanied him. So though Domingo had already offered his firm as soon as, he discovered himself a part of an enormous company as a part of a second acquisition.

On paper, this was the height. He was making more cash than he had ever made in his life.

And he was depressing.

This half is essentially the most stunning a part of the dialog, so we’ll let him clarify it himself on the episode. Golden handcuffs are nonetheless handcuffs. It simply makes the rubbing a bit of higher.

I’ve lengthy claimed that there is satisfaction in being your personal boss, and the suggestions from Domingo confirms my perception. What he did subsequent is the half that I believe is essentially the most informative, the half the place the episode transitions from a startup story to one thing extra helpful to different individuals.

my largest achieve

The lesson from Domingo is to not “begin an organization.” It is extra refined than that.

There isn’t a one proper path to monetary success. Some individuals construct rockets with enterprise backing. Some individuals begin life-style companies. Some individuals climb the company ladder. Others make investments constantly for many years and quietly win.

The bottom line is to decide on the trail that truly suits the life you need, not the one that appears greatest on LinkedIn. Know thyself.

For me, freedom was extra essential than incomes essentially the most cash. So I retired in 2012 on the age of 34. For Domingo, structure was costlier than consolation, nevertheless comfy it might be. We each guess on ourselves. We each gave up sure issues to get one thing higher.

A protected path feels protected till your employer reminds you that you simply had been all the time at-will. Betting on your self feels scary till it turns into the obvious choice for you.

Take heed to the complete episode

Should you’ve ever puzzled what it really takes to start out a venture-backed firm, increase capital, promote your organization, survive an buying company group, after which have the braveness to choose your self up and begin over, this dialog is for you.

Hear on Apple Podcasts or Spotify. And if you happen to get one thing out of it, the one smartest thing you are able to do is click on subscribe and depart a fast assessment. Opinions are how new listeners discover your present, and so they take about 10 seconds.

Associated articles

Subscribe to Monetary Samurai Podcasts and Newsletters

Benefit from the present? Subscribe to The Monetary Samurai Podcast on Apple, Spotify, or wherever you hear and depart us a ranking and assessment. Opinions assist extra individuals study your present and are one of many best methods to help your present.

Additionally, if you need my greatest insights on cash, investing, entrepreneurship, and wealth constructing despatched straight to your inbox, join my free weekly Monetary Samurai e-newsletter. I have been posting since 2009, and that is nonetheless one of the simplest ways to by no means miss a publish.

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