Ep 85 In the Hot Seat: The Conversations That Actually Grow Your Business

Ep 85 In the Hot Seat: The Conversations That Actually Grow Your Business

From The Road Less Traveled by Tiffany Rosenbaum

May 5, 2026 · 23 min

About this episode

The episode discusses the importance of hard conversations in business and how they contribute to growth and accountability.

In the hot seat with Executive Assistant Anne—where the hard conversations actually happen. No fluff, no bias—just real accountability, clear decisions, and taking action that moves the needle. Success isn't about feelings… it's about what you do next. Entrepreneurs and business owners always think they can do it better—I did too. Early on, I tried correcting everything and everyone. Reality check: as long as policies, procedures, and laws are followed, you've got to let your team bring their personality. That's how you build a dynamic team that actually scales . In the beginning, survival mode is real. Your KPIs? Messy. Raw. It felt like running a corn maze blindfolded—no clue what the numbers meant, just trying to stay alive. I didn't even know what key performance indicators were . Finally went to a mentor and said, "I'm lost—I need to know if I'm moving forward or falling behind." Starting from zero as an entrepreneur in property management, here's the truth: Know your cost to acquire a client (and yes, that might mean knocking doors yourself). Track your delinquency rate like your business depends on it—because it does. Understand days on market —vacancy is costing you and…

People in this episode

Host: Tiffany Rosenbaum

Guest: Anne

Topics covered

  • business growth
  • hard conversations
  • accountability
  • team dynamics
  • entrepreneurship

Keywords

  • business
  • entrepreneurship
  • KPIs
  • team building
  • accountability

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