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Announcing a Deal I’ve Wanted to Talk About for a Year

Both Sides of the Table

He had an idea for a startup that would help consumers better book service jobs and would take on Service Magic, which he believed had a business model that could be disrupted. I acted as the occasional mentor, advisor and coach to Ethan. When Ethan was considering leaving Google we talked about it.

CTO Coach 359
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People Management: Startup Teams Should Dip but not Skip

Both Sides of the Table

You’ll get sales information from your VP of Sales, marketing information from your VP Marketing, tech information from your CTO and so on. By going on sales calls you pick up directly the feedback of what customers want and also what they’re telling you about competition. Skipping is insidious.

Startup 308
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Be Careful About Being a Meddling Startup CEO

Both Sides of the Table

In practice it can be a fine line between sparring partner / coach and stepping over the line to brute-force persuasion. So he would allocate say – 20% to sales, 15% to marketing, 20% to eng priorities, 10% to customer support, 10% to ops, 20% to ‘platinum customers’ and maybe 5% directly to me as the CEO.

Startup 150
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8 Tips To Get the Most Out of Your Investors and Board

Both Sides of the Table

In this period (less than 2 years) he has brought on incredibly talented senior execs is sales, marketing, product management, client services, finance, vp engineering and more. So if all I need to do is make some customer calls, interview potential employees or help with his fund-raising decks – hallelujah. And improve.

Tips 365
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What Makes an Entrepreneur? Four Letters: JFDI

Both Sides of the Table

You’re sales person is getting blocked by the CTO who says she shouldn’t go above him but the CTO isn’t approving the deal. Yes, I know it’s my job as the CEO to be the coach for people and that’s fine. Should she take a chance and potentially ruffle feathers? I was a bull in a china shop.