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Sales Leadership
May 3, 2024

First-Time Leader Mistakes: Asking for Help, One-on-Ones, and Firing People


Delve into this episode's shownotes for
expert insights, actionable strategies,
and game-changing inspiration.

10 Episode Takeaways

  • Transitioning from sales to marketing and founding a company.
  • Experiences as a VP of marketing at a venture-backed startup.
  • Managing a team of 22 people for the first time.
  • Not asking for help as a new manager during a time of turmoil.
  • Neglecting to schedule one-on-one meetings with team members.
  • Not being present when a team member was laid off, impacting the relationship.
  • Firing employees without clear performance data can have long-term consequences.
  • Unfair firing practices.
  • The importance of transparency in performance-related terminations.
  • The impact of layoffs on employees' future job prospects.

Episode Recap

The episode focuses on the topic of first-time leadership and the common mistakes that new managers often make. Kate shares her personal experience of transitioning from sales to marketing and becoming a manager of managers for the first time. She emphasizes the importance of asking for help, having regular one-on-one meetings with team members, and handling employee terminations with transparency and empathy. The key takeaway for listeners is to recognize that it's okay to seek guidance and support as a new leader and to prioritize open communication and relationship-building with team members.

The episode delves into the challenges faced by first-time leaders and provides valuable insights on how to navigate them effectively. Kate shares her own mistakes and highlights the importance of seeking help and not feeling the pressure to have all the answers. She also emphasizes the significance of regular one-on-one meetings to establish rapport and provide guidance to team members. Additionally, the episode discusses the impact of employee terminations and the need for transparency and fairness in the process. Overall, the episode offers practical advice and valuable lessons for new managers, highlighting the importance of continuous learning and growth in leadership roles.

Jump to Talking Points

  • [01:02] Kate's experience as a first-time manager and the challenges she faced.
  • [03:05] Mistake #1: Not asking for help as a new manager.
  • [04:08] Mistake #2: Neglecting to have one-on-one meetings with team members.
  • [04:40] Importance of one-on-one meetings for communication and feedback.
  • [05:14] Mistake #3: Not being present when a team member was laid off.
  • [06:19] Discussion on the difficulty of firing people and the impact it has on both the employee and future job prospects.
  • [09:03] Example of a sales rep being fired without evidence of poor performance.
  • [09:57] Importance of transparency and clear communication in performance evaluations.

Guest Bio (Who is Kate O'Neil?)

Kate O'Neil is the CEO of Teaming, a visionary leader at the forefront of shaping collaborative work ecosystems. With a rich background in leadership and technology, Kate has dedicated her career to revolutionizing team dynamics and fostering innovation. Under her guidance, Teaming has become synonymous with cutting-edge solutions that empower organizations to thrive in the modern workplace. Kate's commitment to harnessing the power of collaboration and technology has positioned her as a thought leader in the industry. Her strategic vision, coupled with a passion for creating environments where teams can flourish, distinguishes Kate O'Neil as a driving force in the evolution of how we work and achieve success in the digital age.

Find Kate At Her Website Or Connect With Her On LinkedIn!