In the debut episode of Turpentine Finance, host Sasha Orloff sits down with Casey Woo, Founder of Operator's Guild, GP at Fog Ventures, and WeWork's former Global Head of Strategic Finance. They unpack the value of being a business-first CFO, the lessons learned from working in pressure-cooker settings like WeWork, how CEOs can evaluate CFOs (and vice versa), and frameworks for being a career 'specialist generalist'. 
This show is a part of the Turpentine podcast network. Learn more: www.turpentine.co
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SPONSORS:
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This show is produced by Turpentine: a network of podcasts, newsletters, and more, covering technology, business, and culture — all from the perspective of industry insiders and experts. We’re launching new shows every week, and we’re looking for industry-leading sponsors — if you think that might be you and your company, email us at erik@turpentine.co.
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LINKS:
Operator's Guild: https://operators-guild.com/
Fog Ventures: https://www.fog.ventures/
Casey's Linkedin: https://www.linkedin.com/in/caseywoo
Casey's contact: hello@operators-guild.com
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X/Twitter
@sashaorloff (Sasha)
@caseyswoo (Casey)
@FogVentures (Fog)
@turpentinemedia
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TIMESTAMPS
What is life like as a banker?
Story following numbers or numbers following story
How banking prepared Casey for working in a startup's finance team
Deciding that working in a startup is a right fit
Advice for bankers transitioning to operating roles 
Hiring a CFO
First things to accomplish when stepping into a role
Interview question to see if a founder takes finance seriously
Advice for CFOs to change the dynamic that finance has in the company
Casey's time at WeWork as CFO for Western US and Canada
Casey's experience being Global Head of Strategic Finance at WeWork
Advice for founders in dealing with different growth or recessive cycles
Probabilities
Time spent on fundraising vs supporting the founder as a CFO
Operator's Guild and Generalists
How can operators thrive in a transition role
The number one piece of advice Casey would give to CFOs