After the First Million

Do you have what it takes to start all over again?

In this episode, we’re joined by Steven Plappert, the resilient entrepreneur behind Forecastr and former co-founder of FantasyHub. Steven opens up about the emotional rollercoaster of launching startups, the invaluable lessons learned from his humiliating public failure, and the role relationships played in his ability to bounce back and find success.

Join us as we explore his journey, the power of building a strong community, and the importance of maintaining balance and boundaries amid the chaos of entrepreneurship. 

Key Takeaways:
  • People and Relationships are the Foundation of Success: Building a business isn't just about the numbers—it's about the people. Cultivating strong relationships with co-founders, team members, and investors is crucial to your success. 
  • Resilience in the Face of Failure: Entrepreneurs often face setbacks, but it's how you rise from these challenges that define your journey. Steven's story of bouncing back from the public failure of Fantasy Hub to founding Forecastr underscores the importance of resilience.
  • Balance and Boundaries Fuel Leadership: Scaling a business requires intense focus, but establishing balance is essential to sustain that momentum. Steven's approach to recharging—like hiking and mountaineering—is a reminder for how crucial activities outside of work are.
Timestamps: 
00:00 Third-generation entrepreneur and family legacy
05:24 Shared experience of failed startups
09:06 Legal sports betting and financial trouble
12:37 Death threats and business failure
15:50 Starting Forecastr in the mountains
23:40 Forecastr's success
34:32 Co-founder relationship: highs, lows, pros, cons
37:18 Challenges of starting a tech company
44:35 Prioritizing personal relationship

What is After the First Million?

This is your destination for feeling empowered in building your business.

These are the real, raw stories of entrepreneurs and business owners who have built their businesses through the messy middle of $1-20 Million, hosted by serial entrepreneur Matt Tait.

Matt knows what it’s like to scale past the first million, and on this show he’ll be bringing on other serial entrepreneurs and business owners who have been there, done that (or, are currently in it) to share what’s worked, what hasn’t, and what’s next.