Evolving as a Chief of Staff with Holly Grant, former COO @ LTSE. Zaharo Tsekouras February 9, 2026 Welcome to the chiefly podcast! 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 its mental health and money are intertwined Check out the episode here! 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 Resonancesearch 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. More about Holly:

The Long-Term Stock Exchange, a startup backed by one of Sam Walton’s heirs, has hired Lisa Young as general counsel, hiring her away from Lending Tree, where she’s been GC for two and a half years.

NEW YORK, June 9, 2023 /PRNewswire/ -- LTSE Group, Inc. today announced the hire of two key executives to join its management team, both of whom joined the company June 5.Bill Harts is the new Chief Executive Officer (CEO) of the Long-Term Stock Exchange. Harts is a financial services leader with expertise in market structure. He is also a start-up founder and private equity investor who brings more than thirty five years of expertise in both regulatory frameworks and financial services technology. Harts has held senior management positions at NASDAQ as well as at Bank of America, Citigroup, and Modern Markets Initiative."We are thrilled to have Bill join us," said Maliz Beams, CEO of LTSE Group, Inc. "His reputation in the financial services industry, and his established expertise in market structure and applied technology, is unparalleled."Harts added, "I have followed LTSE's progress over time with great interest, and am a firm believer in its purpose and its value to companies and stakeholders