sales leadership

5 statements across 5 episodes · 1 bullish · 3 bearish · 5 people on the record · first statement Sep 19, 2019 by Brendon Cassidy · across every show →

Everything said about sales leadership, oldest first

Sep 19, 2019 positive
Insight
Cassidy advises startups to choose specialized boutique firms over large recruiters
“Pick an executive search firm that specializes in sales leadership searches, and is not going to be so big that they can't give you the attention they deserve.”
Brendon Cassidy Sep 19, 2019 ▶ 11:21 How to Hire a Great VP of Sales with SaaStr + Duo Security
Jan 25, 2022 negative
Insight
Bailey: Leaving sales reps to figure it out is lazy leadership
“Please do not depend on people figuring it out. That is our lazy way of saying, please do our job for us. Take the time to figure out what works and lay out that pathway to success for your team.”
Melissa Murray Bailey Jan 25, 2022 ▶ 30:12 Driving Peak Performance through Reimagined Management with Hootsuite CRO Melissa Murray Bailey
Oct 27, 2022 negative
Insight
Blond: Domain experience is largely irrelevant when hiring tech sales leaders
“The reality is, I think that with few exceptions, the domain experience largely becomes irrelevant over time. And Smart people learn businesses. And so actually solving for like a track record of performance into quality hire over someone with this specific ty…”
Sam Blond Oct 27, 2022 ▶ 20:25 CRO Confidential: Sales Comp, Quotas & Recruiting with Jason Lemkin and Sam Blond of Founders Fund
Jun 20, 2023 negative
Insight
Harbaugh: Do not hire sales leaders on pedigree without customer persona fit
“The mistake I made was a little bit, I think, just being blinded by this guy with a great pedigree, without really digging into whether he really cared about our customers.”
Edith Harbaugh Jun 20, 2023 ▶ 5:21 Scaling to $100M ARR: The Top 10 Mistakes to Avoid From LaunchDarkly Co-Founder Edith Harbaugh
Aug 6, 2025 neutral
Insight
Hott: Founders must remain head of sales until achieving a repeatable motion
“Founders, you are the head of sales until you have a repeatable motion. You must own it until the motion works, and then you can hire to scale. So essentially a repeatable motion means that a non-founder can sell and close.”
Maggie Hott Aug 6, 2025 ▶ 9:36 How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott
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