Curated conversations
To foster meaningful conversations, we curate conversations from an ecosystem of leaders, entrepreneurs, and visionaries.
The Eric Ries Show, a podcast produced by Founder and Chair of LTSE Services, Eric Ries, reflects our mission.
The show features thought-provoking conversations with world-class technologists, thought leaders, executives, and others who are working to create a new ecosystem of organizations committed to growth with purpose.
From the Eric Ries Show:
The playbook for building a business to $1M/month with 3 employees, hiring great leaders, and rejecting Silicon Valley’s rules | Jess Mah (Rahway)
In this episode of The Eric Ries Show, I'm joined by Jess Mah, an extraordinary entrepreneur who launched her first six-figure business in middle school and went on to co-found more than 10 companies collectively valued at over $1 billion.
Jess rose to public acclaim and earned a spot on Forbes' 30 Under 30 while privately facing the reality that her startup, inDinero, was far from profitable. That moment of failure became her turning point. Without VC funding, Jess had to rethink everything: her approach to building companies, her work methods, and her true priorities. What emerged was a more sustainable approach to entrepreneurship that prioritizes long-term thinking, authenticity, and mental health.
In our conversation, we explore:
• The hidden upside of failure and how it transformed Jess's career
• Why inDinero's failure to attract VC money was ultimately a blessing in disguise
• How AI is lowering barriers to starting a business with less capital and fewer workers
• Why authenticity beats performative positivity
• How Jess manages her mental health and her iterative learning approach inspired by 'kodawari'
• The “independent director problem” and how investor-beholden directors can undermine long-term strategy
• Why funding private companies is a frequently overlooked way to create global impact
• Jess’s 90-day trial method for evaluating executive talent
• Jess’s work supporting other female founders
• And much more!
—
Brought to you by:
• Vanta – Automate compliance, manage risk, and prove trust—continuously. Save $1,000 today.
• Explo – Explo helps teams deploy customer dashboard portals. Get Started.
—
Where to find Jess Mah:
• LinkedIn: https://www.linkedin.com/in/jessicamah/
• Website: https://jessicamah.com/
—
Where to find Eric:
• Newsletter: https://ericries.carrd.co/
• Podcast: https://ericriesshow.com/
• YouTube: https://www.youtube.com/@theericriesshow
—
In This Episode We Cover:
(00:00) Intro
(02:30) Why happiness eludes so many high achievers
(10:15) Why Jess considers herself lucky that inDinero was not a rapid growth company
(14:20) How Jess discovered that habits like meditation and exercise drive success
(17:10) Silicon Valley Bank: why short-term thinking and exploitation are bad business strategies
(24:00) Why it’s so hard to break out of the default culture of rapid growth
(28:30) Why Jess walked away from the Silicon Valley playbook
(33:11) Where Jess’s strength comes from
(40:25) Why true accountability doesn’t require a combative board
(44:43) What good governance looks like—and why it’s different for every company
(50:10) Jess’s long-term approach to goal planning, both in life and work
(51:34) Jess’s barbell approach: balancing cool businesses with world-changing tech
(58:15) Jess’s approach to hiring and spotting well-matched talent
(1:04:20) Strategies Jess uses to manage her emotions and learn from failure
(1:10:54) Lightning round
—
Referenced:
- Bill Murray quote on being rich and famous: https://www.brainyquote.com/quotes/bill_murray_411631
- Mitch Kapor on LinkedIn: https://www.linkedin.com/in/mitchkapor/
- Lotus 1-2-3: https://en.wikipedia.org/wiki/Lotus_1-2-3
- 20-Year-Old Founder Jessica Mah Gets $1 Million Put Into Banking Startup InDinero: https://techcrunch.com/2010/09/01/jessica-mahindinero/
- Y Combinator: https://www.ycombinator.com/
- Jim Rohn quote: https://www.goodreads.com/quotes/1798-you-are-the-average-of-the-five-people-you-spend
- Collapse of Silicon Valley Bank: https://en.wikipedia.org/wiki/Collapse_of_Silicon_Valley_Bank
- Warren Buffett’s Investment Strategy: https://www.investopedia.com/articles/01/071801.asp
- Red pill and blue pill: https://en.wikipedia.org/wiki/Red_pill_and_blue_pill
- Stop lying on stage: https://www.startuplessonslearned.com/2010/10/stop-lying-on-stage.html
- Mahway: https://mahway.com/
- What is Kodawari?: https://exploringkodawari.blog/what-is-kodawari/
- Go: https://en.wikipedia.org/wiki/Go_(game)
- The old man lost his horse: https://en.wikipedia.org/wiki/The_old_man_lost_his_horse
- Jess’s LinkedIn post about her conference for female founders: https://www.linkedin.com/posts/jessicamah_hey-everyone-im-excited-to-share-that-activity-7269779930735886337-WRad/
- Replit: https://replit.com/
- Lovable: https://lovable.dev/
—
Production and marketing by https://penname.co/.
Eric may be an investor in the companies discussed.
In this episode of The Eric Ries Show, I'm joined by Jess Mah, an extraordinary entrepreneur who launched her first six-figure business in middle school and went on to co-found more than 10 companies collectively valued at over $1 billion.
Jess rose to public acclaim and earned a spot on Forbes' 30 Under 30 while privately facing the reality that her startup, inDinero, was far from profitable. That moment of failure became her turning point. Without VC funding, Jess had to rethink everything: her approach to building companies, her work methods, and her true priorities. What emerged was a more sustainable approach to entrepreneurship that prioritizes long-term thinking, authenticity, and mental health.
In our conversation, we explore:
• The hidden upside of failure and how it transformed Jess's career
• Why inDinero's failure to attract VC money was ultimately a blessing in disguise
• How AI is lowering barriers to starting a business with less capital and fewer workers
• Why authenticity beats performative positivity
• How Jess manages her mental health and her iterative learning approach inspired by 'kodawari'
• The “independent director problem” and how investor-beholden directors can undermine long-term strategy
• Why funding private companies is a frequently overlooked way to create global impact
• Jess’s 90-day trial method for evaluating executive talent
• Jess’s work supporting other female founders
• And much more!
—
Brought to you by:
• Vanta – Automate compliance, manage risk, and prove trust—continuously. Save $1,000 today.
• Explo – Explo helps teams deploy customer dashboard portals. Get Started.
—
Where to find Jess Mah:
• LinkedIn: https://www.linkedin.com/in/jessicamah/
• Website: https://jessicamah.com/
—
Where to find Eric:
• Newsletter: https://ericries.carrd.co/
• Podcast: https://ericriesshow.com/
• YouTube: https://www.youtube.com/@theericriesshow
—
In This Episode We Cover:
(00:00) Intro
(02:30) Why happiness eludes so many high achievers
(10:15) Why Jess considers herself lucky that inDinero was not a rapid growth company
(14:20) How Jess discovered that habits like meditation and exercise drive success
(17:10) Silicon Valley Bank: why short-term thinking and exploitation are bad business strategies
(24:00) Why it’s so hard to break out of the default culture of rapid growth
(28:30) Why Jess walked away from the Silicon Valley playbook
(33:11) Where Jess’s strength comes from
(40:25) Why true accountability doesn’t require a combative board
(44:43) What good governance looks like—and why it’s different for every company
(50:10) Jess’s long-term approach to goal planning, both in life and work
(51:34) Jess’s barbell approach: balancing cool businesses with world-changing tech
(58:15) Jess’s approach to hiring and spotting well-matched talent
(1:04:20) Strategies Jess uses to manage her emotions and learn from failure
(1:10:54) Lightning round
—
Referenced:
- Bill Murray quote on being rich and famous: https://www.brainyquote.com/quotes/bill_murray_411631
- Mitch Kapor on LinkedIn: https://www.linkedin.com/in/mitchkapor/
- Lotus 1-2-3: https://en.wikipedia.org/wiki/Lotus_1-2-3
- 20-Year-Old Founder Jessica Mah Gets $1 Million Put Into Banking Startup InDinero: https://techcrunch.com/2010/09/01/jessica-mahindinero/
- Y Combinator: https://www.ycombinator.com/
- Jim Rohn quote: https://www.goodreads.com/quotes/1798-you-are-the-average-of-the-five-people-you-spend
- Collapse of Silicon Valley Bank: https://en.wikipedia.org/wiki/Collapse_of_Silicon_Valley_Bank
- Warren Buffett’s Investment Strategy: https://www.investopedia.com/articles/01/071801.asp
- Red pill and blue pill: https://en.wikipedia.org/wiki/Red_pill_and_blue_pill
- Stop lying on stage: https://www.startuplessonslearned.com/2010/10/stop-lying-on-stage.html
- Mahway: https://mahway.com/
- What is Kodawari?: https://exploringkodawari.blog/what-is-kodawari/
- Go: https://en.wikipedia.org/wiki/Go_(game)
- The old man lost his horse: https://en.wikipedia.org/wiki/The_old_man_lost_his_horse
- Jess’s LinkedIn post about her conference for female founders: https://www.linkedin.com/posts/jessicamah_hey-everyone-im-excited-to-share-that-activity-7269779930735886337-WRad/
- Replit: https://replit.com/
- Lovable: https://lovable.dev/
—
Production and marketing by https://penname.co/.
Eric may be an investor in the companies discussed.
Disclaimer
The information is provided for informational and educational purposes only, and nothing contained herein should be construed as investment advice, either on behalf of a particular security or an overall investment strategy. Information about the company is provided by the company, or comes from the companies’ public filings and is not independently verified by LTSE. Neither LTSE nor any of its affiliates makes any recommendation to buy or sell any security or any representation about the financial condition of any company. Statements regarding LTSE-listed companies are not guarantees of future performance. Actual results may differ materially from those expressed or implied. Past performance is not indicative of future results. Investors should undertake their own due diligence and carefully evaluate companies before investing. Advice from a securities professional is strongly advised.