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Hiring a Great VP of Sales: The New, Latest Edition with Jason Lemkin (Video + Pod)

SaaStr

What are the top 10 mistakes founders are still making today when hiring their VP of Sales? SaaStr CEO and Founder, Jason Lemkin, has done numerous surveys now that confirm that a startling 70% of first hires don’t make it. In this post, we’ll delve into the common pitfalls founders encounter when hiring a VP of Sales.

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5 Growth Channels That Drove Rupa Health to $100M+ in Value: Head of Growth’s Deep Dive — With Real Numbers

SaaStr

Here are the five channels that worked for Rupa: Search Engine Optimization (SEO) Social Proof and Trust Building Educational Partnerships and Rupa University Conferences and Event Sponsorships Outbound Sales and Data Quality Lets dive into each. Find trending topics, hire experts, and create the best content available for that topic.

Scale 232
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Usage-Based Revenue Models: Successes and Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential

SaaStr

When Lindsey joined, she inherited an already built-out self-serve/PLG model for small businesses and a mid-market and enterprise sales, customer success, and post-sales team. But at the start of its expansion play, Checkr’s enterprise motion failed, and sales cycles were slow, taking up to a year for $100k & up deals.

Revenue 299
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Dear SaaStr: Should SaaS Startups Really Have CROs or COOs? Is That Too Many Management Layers?

SaaStr

But like many things my views have evolved "The Rise of CRO: The Challenges of Unchecked Growth" @davegerhardt + @jasonlk pic.twitter.com/VL3S6MAFOw — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) June 11, 2024 Three trends have fueled the rise of hiring COOs and CROs closer to $10m ARR than $50M ARR: Faster Growth.

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20 More of the Top SaaStr Surveys on Hiring, Support, Customer Demos, Turn-Over, and More!

SaaStr

Otherwise, you won’t see the different trends. Most of you are hiring twice as many sales reps as last year. This isn’t an epic insight, but I did the poll because I find so many SaaS founders underestimate how many reps you have to hire. If you want to double, you have to at least double your sales team.

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Every Top Founder Ever: “I Should Have Acted on Bad Trends Earlier”

SaaStr

Still, one of the top mistakes every top founder says is this: “I Should Have Acted on Bad Trends Earlier.” Will marketers really buy your product if sales execs do? Not Addressing Deteriorating Sales Performance Things just change in sales. Sometimes, it’s just hiring too many reps, too quickly.

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Top 10 Unexpected Learnings from Scaling Wiz From $0 to The First $100M ARR with founding CRO Colin Jones and Sam Blond

SaaStr

As Colin describes it, “I went to the CEO and asked to generate more revenue and hire more people, which is counter-intuitive to the standard approach where revenue leaders may sandbag to over deliver and crush numbers.”

Scale 191