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In this episode of The Art and Science of Complex Sales Podcast, were joined by Matt Long , co-author of Winning Faster and co-founder of Strategic Sales Optimization. Together with host Paul Fuller, Matt shares the lessons from his 25-year journey through enterprise software sales and why structure, not improvisation, is what unlocks consistent success in complex deals.
Dear SaaStr: What are the most common mistakes first-time founders make when building enterprise sales teams? The most common mistakes first-time founders make when building enterprise sales teams are surprisingly consistent. Ive seen them over and over, and Ive made a few of them myself. Heres the breakdown: Hiring a VP of Sales Too Early : This is a classic.
In the 80’s/90’s, one of the most important initiatives organizations had was something called, “Voice Of The Customer.” These initiatives were very powerful and impacted the whole organization. It was a very powerful discovery methodology to unlock customer insight, opinions, views. VOC, as it was known at the time, impacted everyone in the organization.
Top Posts: #1. The Bar Today for a Series B #2. The AI Wake-Up Call with Jason Lemkin: Why You Need to Move Faster or Get Left Behind #3. The 2026 Sales Team: 50% Humans, 50% AIs. All 1 Team. #4. 5 Interesting Learnings from UiPath at $1.7 Billion in ARR #5. The Great AI Reset: Its Time to Refound Your Start-Up. Now. Top Vids + Pods: #1. SaaS + AI: Its Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin #2.
Speaker: Brendan Sweeney, VP of Global Sales at Allego
In a world where buyers are more informed and objections are more nuanced, confidence isn't optional—it’s a competitive advantage. In high-stakes conversations, knowing how to handle pushback can make or break the deal. Join industry expert Brendan Sweeney for a behind-the-scenes look at how teams are transforming sales coaching with real-time feedback, objection-handling role plays, and pre-call preparation that actually sticks.
So Mary Meeker has been doing extremely well researched, deep analyses of internet trends since the earliest days the web took off. First at Morgan Stanley, then at Kleiner Perkins, and since then, at her own growth VC fund, Bond Capital. The latest one is all AI with a big enterprise / B2B slant and is very good but dense. 300+ pages. So weve summarized it for B2B founders below!
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