Practical Founders Podcast

#6: Self-funded 3rd venture to a big exit in 18 months - Steve Gelley


Listen Later

Steve Gelley created two successful businesses and learned important lessons before he and a cofounder self-funded a third startup that was acquired in only 18 months for a big prize.

Steve started his entrepreneurial journey by buying, improving, and then selling CPA accounting services firms in the Eastern U.S. Then he grew his first VC-funded tech startup, Xendoo, to innovate in the small business accounting services space.

He exited Xendoo and worked with a partner to fund and create a new startup called wemlo to automate the manual process of processing mortgage loans for mortgage brokers. Only 18 months from starting, including four strategic pivots, Steve and his cofounder, David Rogove, sold wemlo to a strategic buyer owned by RE/MAX.

Steve says, "Nobody tells you that founders end up spending so much time on funding and the optics of the dog and pony show that no one's running the business. It's actually counterproductive."

In this episode, Steve explains:

  • Why he sold his interest in his first startup when the company achieved its first VC funding
  • How he and his cofounder built a market-leading solution for a massive industry with a small team
  • What the true opportunity cost of raising VC funding is for founders growing vertical software companies
  • The simple math that showed him raising big funding would not be better for the founders
  • What it takes to design revolutionary software with automated processes that revolutions
  • Why he says "timing is the luck factor in a business," especially when you exit a business
  • Why money from investors won't solve all your problems and often make things worse

Check out all our episodes and articles at https://practicalfounders.com.

...more
View all episodesView all episodes
Download on the App Store

Practical Founders PodcastBy Greg Head

  • 5
  • 5
  • 5
  • 5
  • 5

5

26 ratings


More shows like Practical Founders Podcast

View all
This Week in Startups by Jason Calacanis

This Week in Startups

1,273 Listeners

Startups For the Rest of Us by Rob Walling

Startups For the Rest of Us

696 Listeners

a16z Podcast by Andreessen Horowitz

a16z Podcast

1,032 Listeners

The SaaS Podcast - SaaS, Startups, Growth Hacking & Entrepreneurship by Omer Khan

The SaaS Podcast - SaaS, Startups, Growth Hacking & Entrepreneurship

181 Listeners

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

519 Listeners

The Knowledge Project with Shane Parrish by Shane Parrish

The Knowledge Project with Shane Parrish

2,643 Listeners

Built to Sell Radio by John Warrillow

Built to Sell Radio

208 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

175 Listeners

Founders by David Senra

Founders

1,906 Listeners

My First Million by Hubspot Media

My First Million

2,620 Listeners

All-In with Chamath, Jason, Sacks & Friedberg by All-In Podcast, LLC

All-In with Chamath, Jason, Sacks & Friedberg

9,155 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

201 Listeners

Joys of Compounding by Colossus | Investing & Business Podcasts

Joys of Compounding

97 Listeners

Moneywise by Hampton

Moneywise

645 Listeners

BG2Pod with Brad Gerstner and Bill Gurley by BG2Pod

BG2Pod with Brad Gerstner and Bill Gurley

461 Listeners