Second First

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Navigating entrepreneurs that don't fit the stereotypes, reading recommendations, and the importance of a new leader's onboarding.

In this quarter's Q&A episode of The Right-Hand Roadmap, we dive into the complexities that COOs and Seconds-In-Command often face when leading alongside non-traditional entrepreneurs. Not every CEO fits the visionary, fast-paced stereotype. We explore how to navigate these dynamics while still implementing the tools and strategies from Second First.

Megan also shares three business books for any second-in-command looking to level up. These reads offer practical, no-nonsense advice on strategy, leadership, and client retention.

Finally, we tackle a common leadership challenge—what to do when you've hired someone who isn’t performing as expected. With strategies on how to reset expectations and establish a clear onboarding plan, this episode is a must-listen for any COO navigating similar leadership or strategic hurdles.

You'll hear all about:

  • 00:44 – How to submit a question for future episodes

  • 01:40 – Question 1: What to do when your CEO is not a typical visionary?

  • 02:40 – How some entrepreneurs are content with maintaining a lifestyle business

  • 03:18 – The seven types of second-in-command roles, including “the other half”

  • 04:03 – CEOs as technical experts who prefer not to lead marketing and sales

  • 04:26 – Applying CEO-level strategies as a second-in-command

  • 05:00 – Question 2: Three must-read business books

  • 05:59 – Megan shares her thoughts on long business books and recommends 3 titles

  • 08:02 – Question 3: How to handle a leadership misfire after hiring someone new

  • 08:37 – Importance of creating a detailed 90-day onboarding plan

  • 09:36 – Pitfalls of hiring new leaders without a plan

  • 09:59 – How to hit the reset button and realign a new leader with a 60-day plan

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