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Evolving as a Chief of Staff with Holly Grant, former COO @ LTSE

On relationship building, unpaid work trials, and transitioning from Chief of Staff to COO

If you liked reading or listening to this podcast, feel free to click ❤️ or 🔄 on this post so more people can discover it on Substack 🙏

Today’s guest is Holly Grant, former COO at Long Term Stock Exchange. LTSE is an innovative business ecosystem empowering visionary companies at all stages to drive long-term profit and purpose.

In this episode, Holly and I discuss:

  • How long-term relationships were integral to her career journey

  • Why work trials are beneficial for candidates and not just employers

  • The biggest shifts she experienced going from Chief of Staff to COO

  • How our mental health and money are intertwined

Show Notes

01:11 — How Holly discovered entrepreneurship

05:01 — How she came across the Chief of Staff role at LTSE

09:55 — What the LTSE work trial was like for the Chief of Staff role

12:38 — The benefit of a work trial

13:44 — The importance of chemistry match between Principal and Chief of Staff

14:28 — What it was like as a Chief of Staff in hardcore build mode

18:44 — What Eric Ries did to set up Holly for success as his Chief of Staff

23:36 — The kind of Chief of Staff she was and how things shifted when she became COO

26:42 — Her transition to The Space Between

29:44 — What’s next for Holly

30:55 — Why we need a new phrase for “net worth”

31:56 — The series of writings that Holly is preparing to share with the world

34:44 — Holly’s advice to aspiring or current Chiefs of Staff

References

Love Money, Money Loves You by Sarah McCrum

More about Holly:

LinkedIn

More about Zaharo:

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LinkedIn

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Finally, if you liked reading this, feel free to click the ❤️ button on this post so more people can discover it on Substack 🙏

Until next time, Right Hand fam! 👋

Right Hand Talent
Chiefly
Leadership insights from current Chiefs of Staff and the founders & executives who work alongside them.