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How to Train Your Sales Leaders: Key Learnings from HubSpot and BILL with Michelle Benfer

SaaStr

Having led sales teams of 500+ at BILL and 800+ at HubSpot, Michelle has unique insights into what makes great frontline managers and why investing in them is crucial for sustainable growth. What’s great about high-volume sales at that scale is the pattern recognition,” Michelle shared.

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The Future of AI in SaaS Sales with Henry Schuck, CEO of ZoomInfo and SaaStr CEO Jason Lemkin

SaaStr

On the topic of building SaaS companies, Henry kicks off the conversation with: “I think a lot of bootstrapped founders who are less capital infused have to actually be great at developing their people. “The best hack,” Jason adds, “is not recruiting one management team. It’s recruiting five or six.”

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AI, Sales + GTM in 2025/2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton

SaaStr

By the end of this quarter, team members who aren’t genuinely AI-curious should be let go. The 50/50 Team Is Coming Fast. CROs will need to manage teams that are 50% AI agents and 50% human by end of year. The performance distribution in sales teams will become dramatically wider, forcing tough talent strategy decisions.

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Dear SaaStr: How Can I Crush a VP of Sales Interview?

SaaStr

Dear SaaStr: How Can I Crush a VP of Sales Interview? To nail a VP Sales interview, you need to demonstrate that youre not just a smooth talker with a great LinkedIn profileyou need to show youre the real deal. Heres how to crush it: Actually Know the Product Before the Interview.

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Scaling From $10M to $100M ARR: The Good, The Bad, and The Ugly with Showpad Co-Founder Pieterjan Bouten (Pod 586 + Video)

SaaStr

Scalability is about capability, so businesses need to understand whether they have the capacity to grow and whether their infrastructure and team can accommodate growth. The stage of scaling from $10 million to $100 million ARR may seem like a daunting task, but it is an exciting one. Turning a vision into reality.

Scale 246
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Scaling Success: Digital Entrepreneurship and SaaS Exits

FastSpring

In this episode of Growth Stage, we interview Flippa CEO Blake Hutchison about how Flippa works, as well as insights on what you should know if you’re a digital business owner looking to sell your business. Podcast Full Interview: Audio Listen online or find it on more podcast services. And that’s substantial scale in.

Scale 121
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10 Lessons Learned Scaling to $1B Valuation with Drift’s Co-founders David Cancel and Elias Torres (Pod 626 + Video)

SaaStr

Unicorn companies often need to scale quickly to meet the demands of their rapidly growing customer base. Lesson 1: Everything is about your team. Every startup needs strong team dynamics to pull through tough times. It’s all about the team 99% of the time and 1% product and process. ” – David Cancel.

Scale 246