CEO 2 CEO - Conversations with Executive Leaders of The CEO Roundtable

Ep 12. More than a Sale: When Legacy and Vision Align – Kai Milota, The Maintenance Team and Jeff Chanen, former owner – CEO 2 CEO


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This episode of CEO  2 CEO explores an incredibly unique transaction between a seller with a vision of the outcome he wanted and a buyer with a vision of how he would begin his own entrepreneurial journey. 

Host Scott Sustacek met with Jeff Chanen, the former owner of the Maintenance Team, and Kai Milota, the current owner and CEO, to discuss their long, deliberate ownership transition and build a collective vision for this transaction and the Maintenance Team's legacy. 

They share the ups and downs of navigating a business sale—from establishing trust and managing last-minute surprises to staying calm under pressure. You’ll hear firsthand accounts of the challenges and triumphs, the boundaries and concessions, the post-sale dynamics, and their long-standing friendship. 

If you’re contemplating selling your business or are fascinated by tales of successful leadership transitions, this episode is a must-listen.

Get inspired by a story where legacy and vision align.

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CEO 2 CEO - Conversations with Executive Leaders of The CEO RoundtableBy CEO-ROUNDTABLE