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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
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You Won’t Know Most of Your 10x Hires Are That Good on Day 1

SaaStr

He made many great leadership points, but one in particular rattles around my head a lot and I think deserves its own post: You usually won’t know if you’ve made a 10x hire … when you make the hire. A good / great employee can become 10x in a new environment was part of Auren’s point. Hire the very, very people you can.

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June 30, 2025: The Date Where If Your Team Hasn’t Rolled Out Truly Great AI Into Production Yet… It’s Time to Reboot the Team

SaaStr

If your engineering team, your product team, or your leadership team hasn’t shipped meaningful AI capabilities into production by now, that have led to a material increase in revenue — you don’t have a strategy problem. This requires product leaders who viscerally understand the technology, not just the market opportunity.

AI Search 165
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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. They also work to see if the engineer desires to build a product and not just implement technology.

CTO Coach 268
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Calm’s Will Larson on how to build a technical leadership career

Intercom, Inc.

That question has been on Will Larson ‘s mind for a long time. For those who don’t know him, Will has over 10 years of experience in the likes of Yahoo, Digg, Uber, and Stripe, and he’s currently the CTO of Calm , the mindfulness app that helps millions of people to lower their stress levels and sleep better. How do we fix it?”

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Top 10 GTM Mistakes Founders Make Again … and Again with SaaStr’s Jason Lemkin 

SaaStr

They hire a VP of Sales who doesn’t want to sell or learn the product. You also don’t want to hire a VP of Sales who won’t carry a bag. If you joined a startup at $2M and wanted to get to $6M with reps doing $400k, that VP of Sales would need to hire ten reps. 90% of the time, sales falls when a founder steps out of it.

CTO Hire 204
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Fractional CTO Services Explained

Valerian Tech

The role of a Fractional Chief Technology Officer (CTO) is to provide technical expertise and leadership to a company on a part-time or temporary basis. Technology vision and strategy: A fractional CTO is responsible for developing and implementing a long-term technology vision and strategy for the company.