• Latest
  • Trending
  • All
  • News
  • Lifestyle
An entrepreneur sold his design agency to Salesforce after having a psychotic break in his early 30s. He recounts his experience in the toxic world of tech startups — and how he made it through. thumbnail

An entrepreneur sold his design agency to Salesforce after having a psychotic break in his early 30s. He recounts his experience in the toxic world of tech startups — and how he made it through.

October 5, 2020
DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now thumbnail

DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now

February 12, 2026
Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History thumbnail

Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History

February 10, 2026
The fiction at the heart of America’s political divide thumbnail

The fiction at the heart of America’s political divide

February 10, 2026
These Patriots deserve the most blame for Super Bowl LX collapse thumbnail

These Patriots deserve the most blame for Super Bowl LX collapse

February 9, 2026
WATCH: Kyle Williams Helps Take Care of ‘Streaker’ at Super Bowl 60 thumbnail

WATCH: Kyle Williams Helps Take Care of ‘Streaker’ at Super Bowl 60

February 8, 2026
Shot, Harassed & Threatened: U.S. Citizens Describe Surviving Violent Attacks by Immigration Agents thumbnail

Shot, Harassed & Threatened: U.S. Citizens Describe Surviving Violent Attacks by Immigration Agents

February 7, 2026
Termites are swarming Florida even faster than predicted thumbnail

Termites are swarming Florida even faster than predicted

February 7, 2026
Florida Lawyer Bets $1M on Big Game, Pledges Winnings to Cancer Research thumbnail

Florida Lawyer Bets $1M on Big Game, Pledges Winnings to Cancer Research

February 6, 2026
How to stream the 2026 Super Bowl for free: Patriots vs. Seahawks time, where to watch and more thumbnail

How to stream the 2026 Super Bowl for free: Patriots vs. Seahawks time, where to watch and more

February 5, 2026
From ‘1984’ to 2026: The complete history of Apple at the Super Bowl thumbnail

From ‘1984’ to 2026: The complete history of Apple at the Super Bowl

February 5, 2026
Super Bowl LX: Seahawks-Patriots marks latest rematch in big game thumbnail

Super Bowl LX: Seahawks-Patriots marks latest rematch in big game

February 5, 2026
Clintons agree to testify in House Epstein investigation ahead of contempt of Congress vote thumbnail

Clintons agree to testify in House Epstein investigation ahead of contempt of Congress vote

February 4, 2026
  • About
  • Advertise
  • Privacy & Policy
  • Contact
  • Donate
Saturday, February 14, 2026
66 °f
Wellfleet
58 ° Tue
63 ° Wed
68 ° Thu
61 ° Fri
  • Login
  • Register
FREE Cape Cod News
DONATE
  • FREE Cape Cod News
  • Cape Cod News
  • News
    • News
    • Massachusetts
    • Breaking News
    • Cape Cod Weather
    • Storm Watch
    • Environment
  • Politics
    • democrats
    • republicans
  • Business
    • business
    • cryptocurrency
    • economy
    • money
    • Real Estate
    • Tech
  • World
  • Entertainment
  • Lifestyle
  • Photos
    • Orleans
    • Eastham
    • Wellfleet
    • Truro
    • Provincetown
    • Brewster
    • Chatham
  • Videos
No Result
View All Result
Free Cape Cod News
No Result
View All Result
  • FREE Cape Cod News
  • Cape Cod News
  • News
  • Politics
  • Business
  • World
  • Entertainment
  • Lifestyle
  • Photos
  • Videos
Home News Tech

An entrepreneur sold his design agency to Salesforce after having a psychotic break in his early 30s. He recounts his experience in the toxic world of tech startups — and how he made it through.

FREE Cape Cod News by FREE Cape Cod News
October 5, 2020
in Tech, World
Reading Time: 6 mins read
Donate
0
An entrepreneur sold his design agency to Salesforce after having a psychotic break in his early 30s. He recounts his experience in the toxic world of tech startups — and how he made it through. thumbnail
638
SHARES
1.4k
VIEWS
Share on TwitterShare on Facebook

  • John Roa, a 36-year-old entrepreneur and the author of “A Practical Way to Get Rich … And Die Trying,” spoke with Business Insider about selling his design consultancy, Akta, to Salesforce after having a psychotic break in his early 30s.
  • Roa spoke openly about entrepreneurship’s toxicity, imposter syndrome, and advice for emerging entrepreneurs who are struggling.
  • From his earliest days as an entrepreneur to recovering from substance abuse, he discloses even more details about his personal journey in his newest book.
  • He said he wants others to know they’re not alone.

Six years ago, John Roa was on top of the world.

Akta, his design-innovation consultancy, was gaining momentum as one of the 5,000 fastest-growing private companies in the US and competing with renowned design agencies. Starbucks, United Airlines, NASA, and other high-profile clients were piling in. Business was good.

But Roa was not. In 2014, four years into leading the company, he experienced his first psychotic break, he said. His only memory was waking up three days after arriving at the hospital, when the doctors told him he had dissociative amnesia.

“I don’t recall any of it,” Roa, 36, told Business Insider. “I didn’t know my own name. I didn’t know what city I was in. It was basically my brain just giving up.”

That’s when he knew he needed to make a change. After a nine-month managed auction, Roa sold Akta to Salesforce for eight figures.

“It was a pretty obvious wake-up call,” he said. “I’m probably not going to survive this if I don’t make a big change.”

Tech startups’ culture problem

Roa is one of several young entrepreneurs who have described feeling crushed by the pressure of innovation. In a 2015 survey by Dr. Michael Freeman, a researcher at the University of California San Francisco, of more than 200 entrepreneurs, nearly one-half reported experiencing some form of a mental-health condition in their lifetime.

“I felt like the first and only person to experience that, but I now realize it’s all of us,” Roa said. “It’s crazy how much of a problem this is, even though no one ever talks about it.”

Many early-stage startups struggle to prioritize employees’ well-being and mental health with growth and profits. Roa said he’d found through talking with other entrepreneurs that younger entrepreneurs are more likely to perpetuate a workplace where employees feel overwhelmed than older, more experienced leaders.

“It’s perfectly backward to what you’d assume,” he said. “A lot of the worst tendencies of toxic workplace culture are younger leaders. It’s more ego. It’s power.”

Roa went on to write a book, “A Practical Way to Get Rich … And Die Trying,” as a cautionary tale to others about the realities of success. His goal is to facilitate and normalize conversations about mental health in a hub of creative geniuses.

“I wanted to put an account out there instead of just the same, frankly, bulls— that we get from every other business memoir, which makes it seem so graceful and cool,” he said.

A born entrepreneur

Roa wasn’t a stellar student growing up. He says in his book that his uninterest in school was displaced by his fondness for something else: computers.

At 11, he began programming and learning everything about computers. He founded his first computer-repair company at 14 years old.

“I really enjoyed being able to use something I had a big passion for,” Roa said. “I traded away a lot of my youth, a lot of my education for that pursuit.”

Growing up with immigrant parents and three siblings outside of Detroit, Roa credited much of his drive to an inherent curiosity. When asked where he got it from, he said, “it’s just, for whatever reason, how I’m built.”

Following in the footsteps of the greats

With no business owners or entrepreneurs in his family, Roa had limited examples to follow. Instead, he looked to major tech moguls — the Bill Gateses, Richard Bransons, and Steve Jobses of the world — for entrepreneurial wisdom.

“I idolized these superhero founders in the same way one would a deity — flawless, magic, powerful,” he said.

But it wasn’t until Jobs’ personal issues emerged after his death and Branson spoke openly about his mental health that Roa realized his perception was not necessarily reality.

“When I was coming up, even when I was in my 20s, they still maintained that invincibility, superhero kind of persona,” he said.

Looking back, Roa said, “even the people I held as idols, I was holding them as idols for the wrong reasons.”

Battling imposter syndrome

Roa thought that, as prominent entrepreneurs so deftly hid their vulnerabilities, he had to do the same — and he did.

His drive for innovation was nonstop for 10 years. He moved to Los Angeles and started a video-game-marketing company. In Chicago, he founded an advertising-technology company. Debt soon piled up from traveling, failed startups, and massive student loans. By 26, he owed almost $200,000.

“I was all over the place just trying to get something going,” he said.

Somewhere in that flurry of founding companies he landed on a business jackpot: providing cutting-edge design expertise.

He said the idea stemmed from an admittedly superficial knowledge of user-experience design, a concept he said only a few companies were aware of. As businesses regularly sought his advice, Roa realized he could sell these consultations as a service.

Akta quickly became a smashing success. But behind the scenes, Roa said, he was “struggling a lot.”

“I had very little qualifications to start,” he said. “I’m not a designer — I’m a technologist. I felt like I was going to get caught in a lie, and it really started to mess with me.”

That feeling soon spiraled into bouts of depression, anxiety, and panic. He said he turned to substance abuse, drugs, partying — “all the stuff to distract your mind from what you were doing every day.”

“You get home, and you’re laying in bed trying to unwind for the day, and you realize you just took on a million-dollar project,” Roa said. “And you’re like, what does that even mean? What if we can’t do it? What if we can sell it but not execute it?”

Confronting his mental health

For many entrepreneurs, it’s a dream to land an eight-figure Salesforce deal.

But for Roa, achieving his goal meant he finally had to confront his precarious mental state, he said.

“All the mental-health stuff you’ve been pushing away, it now doesn’t have the busyness to block it away,” he said. “It all comes to the forefront.”

The road to recovery

He said he spent the next six months with a doctor to recover mentally and physically. (In his book, he writes he “tried all sorts of treatments,” including psychotherapy, acupuncture, and tai chi.) He used his earnings to escape to Europe, splitting his time between Greece and London.

“It was a way to reset everything in my life and figure out what everything means again,” he said.

In that time, he’s reflected on a desire to provide insight for up-and-coming entrepreneurs who are struggling.

His advice? “Find ways to understand that the struggles you’re having are not because you’re bad at your job,” he said. “This is the game, and there are healthy means of support.”

When leaders harness their vulnerability and honesty, it can encourage others to do the same.

“What I’m not recommending — or advocating — is that we air our faults to everyone,” he said. “But I am proposing to not feel the need to act like a superhero.”

It’s not enough to just create initiatives for employees, Roa said — you have to actively “participate in them.”

Though Roa’s used this time to focus on angel investments, luxury real-estate investments, and philanthropy, he said he was ready to jump back into business.

“It’s really fun to think again about what’s going to be next for me and to not have that pressure of ‘you have to make money or you can’t pay rent,'” he said. “It’s a very lucky way to approach what you want to do next.”

Read More

Tags: businessentrepreneurtechworld

FREE Digital Newspaper Subscription!
Sign up for your free digital subscription. The FREE Cape Cod News

Unsubscribe
FREE Cape Cod News

FREE Cape Cod News

Free Cape Cod News is what's happening in the Cape Cod, U.S and World & what people are talking about right now. Local newspaper. Stay in the know. Subscribe to get notified about our latest news.

Related Posts

One year in, Big Tech has out-maneuvered MAGA populists thumbnail
News

One year in, Big Tech has out-maneuvered MAGA populists

by FREE Cape Cod News
January 22, 2026
Do tech executives in US Army present conflict of interest? thumbnail
News

Do tech executives in US Army present conflict of interest?

by FREE Cape Cod News
July 10, 2025
Cheering support and instant condemnation: US lawmakers respond to attack on Iran thumbnail
News

Cheering support and instant condemnation: US lawmakers respond to attack on Iran

by FREE Cape Cod News
June 23, 2025
N. Ireland: Fears Trump tariffs could impact peace agreement thumbnail
World

N. Ireland: Fears Trump tariffs could impact peace agreement

by FREE Cape Cod News
April 25, 2025
Load More
Please login to join discussion

Follow Us on Twitter

FREE Cape Cod News - Your source for local Cape Cod news, latest breaking U.S. and World news. Every day, all day. Subscribe for your favorite categories.

  • Trending
  • Comments
  • Latest
Provincetown

What is the Best Month to Go to Cape Cod? Discovering the Ideal Season for Your Trip

June 10, 2023
CG 36500 Coast Guard Life Boat

CG 36500: A Symbol of Resilience and Heroism at Rock Harbor in Orleans

June 7, 2023
Cyclone vs. Hurricane: Differences Between These Major Storms thumbnail

Cyclone vs. Hurricane: Differences Between These Major Storms

October 10, 2023
DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now thumbnail

DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now

0
Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History thumbnail

Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History

0
These Patriots deserve the most blame for Super Bowl LX collapse thumbnail

These Patriots deserve the most blame for Super Bowl LX collapse

0
DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now thumbnail

DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now

February 12, 2026
Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History thumbnail

Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History

February 10, 2026
The fiction at the heart of America’s political divide thumbnail

The fiction at the heart of America’s political divide

February 10, 2026

FREE Cape Cod News On Twitter

Today’s News

  • DC grand jury declines to indict Sens. Kelly, Slotkin for seditious conspiracy: MS Now February 12, 2026
  • Super Bowl LX Slips 2% In Viewership On NBC & Peacock; Bad Bunny’s Halftime Show Is Most-Watched In Spanish-Language History February 10, 2026
  • The fiction at the heart of America’s political divide February 10, 2026
  • These Patriots deserve the most blame for Super Bowl LX collapse February 9, 2026
  • WATCH: Kyle Williams Helps Take Care of ‘Streaker’ at Super Bowl 60 February 8, 2026
FREE Cape Cod News

Copyright © 2024 Free Cape Cod News

Navigate Site

  • About
  • Advertise
  • Privacy & Policy
  • Contact
  • Donate

Follow Us

Welcome Back!

Login to your account below

Forgotten Password? Sign Up

Create New Account!

Fill the forms below to register

All fields are required. Log In

Retrieve your password

Please enter your username or email address to reset your password.

Log In

Add New Playlist

No Result
View All Result
  • FREE Cape Cod News
  • Cape Cod News
  • News
    • News
    • Massachusetts
    • Breaking News
    • Cape Cod Weather
    • Storm Watch
    • Environment
  • Politics
    • democrats
    • republicans
  • Business
    • business
    • cryptocurrency
    • economy
    • money
    • Real Estate
    • Tech
  • World
  • Entertainment
  • Lifestyle
  • Photos
    • Orleans
    • Eastham
    • Wellfleet
    • Truro
    • Provincetown
    • Brewster
    • Chatham
  • Videos
  • Login
  • Sign Up

Copyright © 2024 Free Cape Cod News