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Dear SaaStr: Why did Jason M. Lemkin Change his Point of View on The Value of a COO for Earlier Stage Startups?

SaaStr

I try to work with (and invest in) CEOs that are better than me. I felt part of your core job as CEO was to assemble a management team, not complain about how you couldn’t get it all done. I felt part of your core job as CEO was to assemble a management team, not complain about how you couldn’t get it all done.

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What Order Should You Hire Your Management Team In?

SaaStr

IME, rough order to make hires in: VPM: $0.2m Enough to invest, but not enough to go crazy with. He asked which to hire first. If you have a few nickels in the bank, and you somehow find a great VP a half stage or even full stage early, just hire her. Hiring is so hard as it is. Make the hire now.

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The Top 10 Reasons to Attend 2025 SaaStr Annual, May 13-15 in SF Bay!!

SaaStr

The Best Speakers In The World With hundreds of sessions from proven SaaS leaders who have scaled companies to significant revenue milestones, SaaStr Annual offers practical, actionable insights you won’t find elsewhere. In addition, this year Mayfield is sponsoring our VC AI Pitch Stage and will invest from $500k-$5m in the winner!

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“What Do You Mean They Quit?!” Don’t Give Your Engineers a Reason to Leave with Notion’s Head of Engineering: Michael Manapat, Change.org’s CTO: Elaine Zhou, and Plato’s CEO: Quang Hoang (Video)

SaaStr

Co-founder and CEO of Plato, Quong Hoang, the #1 mentoring platform for engineering leaders , helped moderate a discussion between CTO of Change.org, Elaine Zhou, and Head of Engineering at Notion, Michael Manapat, on this subject. On a purely human level, most employees like to settle down if they find a place that feels like home.

CTO Coach 268
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10 Learnings From Jeff Lawson (CEO Twilio) + Byron Deeter (Bessemer Ventures): “Adapt, Plan, Deliver”

SaaStr

He joined StubHub as CTO, but didn’t get nearly as much equity as the other CTO — because he “wasn’t committed enough.” ” They had that conversation enough times to just build the first Twilio API. But at that time, fundraising was really tough. They wanted to invest in apps, not APIs.

CTO Hire 355
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The SaaS Org Chart Live with David Sacks (Podcast #491 and Video)

SaaStr

You’ll need to hire aggressively to get to the next level and continue that rapid growth. But what roles should you hire for, and what will your org chart look like at each stage? You can find the full slide deck from David’s presentation on Slideshare. David Sacks: SaaS Background and Investments. billion in 2012.

CTO Hire 278
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Leadership Learnings: 5 Things I Wish I Could Have Told My 2013 Self With Advisor and Former CTO of Heap Dan Robinson (Pod 663 + Video)

SaaStr

Dan Robinson, current Advisor and former CTO at Heap , shares five essential learnings from nearly a decade of building a SaaS business. What Your Job Is (And What It Isn’t) Your Job is to Make the Company Win A CTO may imagine their primary job is to provide technical expertise, lead engineers, and help build the product.

CTO Coach 242