Remove Investment Remove Metrics Remove Underperforming Technical Team
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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. “Some teams consistently sold more enterprise SKUs, others had high volume but low ACV. Shaping and maintaining company culture.

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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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SaaStr on 20VC This Week: Why 40% Cloud Adoption Marks the End of Easy Growth. And Why the AI Budget War is Just Getting Started

SaaStr

This isn’t just a statistic—it’s a fundamental shift that explains why your growth metrics don’t look like they did in 2019. When a development team switches to an AI-powered coding assistant, they’re not just adding a new tool—they’re often reducing their dependency on multiple legacy SaaS platforms.

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5 Nonobvious Learnings from Atlassian’s Path to The First $10B in ARR With Ex-CRO Cameron Deatsch

SaaStr

While competitors invested in huge sales teams, Atlassian actually restricted direct customer interaction. The “Feature Request Arbitrage” Strategy Hidden gem in their marketplace origin: They turned their biggest product weakness (feature request backlog) into their greatest strength.

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4 Things Most Founders Get Wrong About Marketing with Dave Kellogg

SaaStr

“Marketing is fluffy and unmeasurable” – Unlike sales, which has clear metrics like quota attainment, founders often believe marketing can’t be measured. A smaller number of high-quality leads that convert at higher rates is vastly superior to a flood of poor-fit prospects.

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How Zapier supports 3 million users by investing in customer outcomes

Intercom, Inc.

But obsessing over efficiency can mask what’s most important, and most rewarding, to support teams – actually helping customers. Support teams exist to solve customers’ problems, not to deflect them or find the fastest way to hit the “close” button. In her own words , “When you take care of your customers, the revenue comes.”

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Building Resolution Bot: How to apply machine learning in product development

Intercom, Inc.

ML products also require us to manage relatively large technology risks – this is an area where, unlike in most other product development, technical limitations might render the entire design impossible. It’s also easy to over- or under- invest in the technology. Balancing risks in machine learning development.