Sat.Jul 12, 2025

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Dear SaaStr: My Customer Hasn’t Paid. When is it Worth it to Hire a Collections Agency?

SaaStr

Dear SaaStr: My Customer Hasn’t Paid. When is it Worth it to Hire a Collections Agency to Get The Money? Never. I know it’s frustrating, but if you’ve turned off the app and they still won’t pay, it’s just time to move on. It’s almost never worth it to hire a collections agency in SaaS. Here’s why: It destroys the relationship.

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You Don't Need A Strategy, Just A Handful Of Important Sounding Words Posted on July, 2025

Partners in Excellence

Sometimes on Saturday mornings, as I go through my feeds, my mind starts wandering to strange places. Today, my feeds are filled with acronyms. “The secret to sales success is captured by, [Insert your favorite methodology acronyms…]” Or “Use this process to develop the best AI prompts [again a set or acronyms that we can’t easily remember].” In reading these, I’ve come to recognize what I call, “Strategic Word Salad.” Start with a word, then

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How Anthropic Rocketed to $4B ARR — And Why Your B2B Playbook May Already Be Obsolete

SaaStr

When Anthropic hit a reported $4 billion in annual revenue at the end of 1H’25, it marked more than just another AI milestone. It validated a completely new category of B2B growth that’s operating by fundamentally different rules than anything we’ve seen before. Let’s break down the numbers that should make every SaaS founder rethink their growth assumptions: The Growth Trajectory That Breaks Every SaaS Model Anthropic’s Revenue Timeline: 2022: $10M (founding year revenue

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The Early Days: 5 Things Vanta Got Right, And 5 It Got Wrong, Getting to First $10m ARR

SaaStr

5 Things Vanta Got Right and 5 They Got Wrong getting to the first $10m ARR When Christina Cacioppo co-founded Vanta in 2017, security compliance was an afterthought for most startups. Fast forward to 2025, and Vanta is valued at $2.45 billion with over 8,000 customers worldwide, having fundamentally transformed how companies think about trust and compliance.

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Smart Tools & Strong Teams: A People-First Approach to AI in Sales

Speaker: Matt Sunshine, CEO at The Center for Sales Strategy

AI isn’t replacing salespeople—it’s empowering them. The most forward-thinking sales organizations are using AI to enhance human performance rather than eliminate it. From coaching and messaging to prospecting and pipeline accountability, artificial intelligence is giving managers and SDRs the new tools they need to work smarter, sell better, and close more.

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Vibe Coding is the Future. But “Roll Your Own?” That’s More Complicated.

SaaStr

I spent the other deep in vibe coding on Replit for the first time — and I built a prototype in just a few hours that was pretty, pretty cool. Getting into commercial-grade, enterprise-grade shape is different, though. But to start it’s amazing: You can build an “app” just by, well imagining it in a prompt Replit QA’s it itself (super cool), at least partially with some help from you and … then you push it to production — all in one seamless flow.