In this episode, Mikhail Alfon reconnects with Tyler Allgaier, the President and CEO of Pitted Companies. Tyler shares the journey of growing Pitted from a college project to a suite of companies including Pitted Labs, Pitted Logistics, and Pitted Ventures. The discussion delves into the challenges of business leadership, the impact of rapid growth on mental health, and strategies for managing personal well-being while scaling a company.

Key Topics Discussed:

• Introduction and Pitted Companies Overview
  • Tyler's journey from college to leading Pitted Companies
  • Expansion from Pitted Labs to Pitted Logistics and Pitted Ventures
• Growth and Leadership Evolution
  • Transition from hands-on work to managing leaders
  • Challenges of shifting to a leadership role and managing a larger team
• Building and Maintaining Company Culture
  • Importance of in-office work for camaraderie and culture
  • Focus on creating a supportive and engaging work environment
• Handling Rapid Growth and Employee Well-being
  • Managing the expansion from less than 10 to 45 employees in three years
  • Strategies for ensuring employee satisfaction and retention
• Mental Health and Personal Challenges
  • Tyler’s personal experiences with mental health as a founder
  • The importance of empathy and support within the company
  • Balancing personal life and professional responsibilities
• Decision-Making and Delegation
  • Delegating technical tasks and focusing on strategic decisions
  • Importance of making quick, independent decisions as a bootstrapped company
• Future Plans for Pitted Companies
  • Vision for continued growth and maintaining a people-focused culture
  • Tyler’s goals for Pitted and the ongoing commitment to employee well-being

Notable Quotes:

• "Leadership is about guiding your team through growth while ensuring everyone feels valued and supported."
• "Mental health should be a priority, not an afterthought, especially in a fast-growing company."
• "Stress doesn't come from hard work. Stress comes from avoiding what we know we need to face." - Jeff Bezos

Connect with Tyler: [email protected] / https://www.linkedin.com/in/tylerallgaier Connect with Mikhail: instagram.com/miqk