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Dear SaaStr: What Makes a Bad CTO?

SaaStr

Dear SaaStr: What Makes a Bad CTO? While there is no legal definition for CTO or bright line between CTO and VPE, I’d suggest a start-up CTO really only has to do a few things — which are very hard: Assemble a small team (3–9) of very good engineers. That often were never anticipated and aren’t part of the job spec.

CTO Hire 289
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80 Founders Share The Moment They Knew … When They Really Had Something

SaaStr

I recently asked on Twitter when folks knew their startup had something … great. What was the moment when you knew your startup was really doing something great? ” — Jason Riedel, founder/CTO of Aspireship. “When on New Year’s Eve, customers kept sending us signed contracts.”

CTO Hire 346
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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? David’s first foray into SaaS was in 1999 when he joined a startup that would become PayPal, starting as the product leader and later as the COO.

CTO Hire 281
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Top SaaStr Content for the Week: Point Nine Managing Partner, Shippo CEO, Front CEO, Gusto CEO

SaaStr

The Ultimate Guide for Hiring a Great VP of Sales. Top Podcasts This Week: SaaStr 568: Mind the Gap: Balancing Growth and Efficiency in Tougher Times with Point Nine Managing Partner Christoph Janz. SaaStr 567: Classic Episode: eCommerce API Startup to Unicorn With Shippo Co-Founder and CEO Laura Behrens Wu.

CTO Hire 256
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The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin

SaaStr

Startups come in all shapes and sizes on various stages of a timeline, yet it’s not surprising how many have the same questions and concerns about how to scale from x to y to z, the right time to hire and fire, and how to keep a team motivated during hard times. Q: How Do You Get Sustainable Output In A Startup?

CTO Hire 241
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30+ Tough Learnings from Losing a Top Customer

SaaStr

Indeed this was also my #1 mistake and the #1 I see from so many startups learning to go upmarket. “For large enterprise customers, your stakeholder map is almost always too small” — Alex Farmer, VP CS, Cognite Data. . Another top mistake SMB folks make trying to sell enterprise. A good one. Are we sure?

CTO Hire 323
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What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024

SaaStr

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. There are no Cloud magicians, and you can’t hire a PLG magician. Let’s jump right into the questions.

Scale 281