ServiceTitan Just Shut Off Podium’s Integration for ~1,000 Shared Customers. Why? Agents Turned a 9-Year Partner Into a Direct Competitor.
When a 9 year partnership … breaks down in the Agent Era. Podium co-founder and CEO Eric Rea posted last week that ServiceTitan gave roughly 1,000 shared customers about 30 days’ notice that the Podium integration was being switched off, in the middle of peak...
Dear SaaStr: How Do You Build a Real Exit Strategy?
Dear SaaStr: How Do You Build a Real Exit Strategy? First, bear in mind acquisitions are relatively rare. The vast majority of startups will never get one strong acquisition offer. Still, it’s not random. I’ve been through it twice as a founder and about...
Vertical B2B Leader Owner Acclerated After $100M ARR With Agents. The Key Insight: Every Time a Customer Logs In, Owner Has Failed.
Everyone agrees you have to build with AI now. That argument is over. The unsettled questions are what a product built on agents is supposed to measure, and what stops a foundation model from doing to you next quarter what you just did to your own category. Adam Guild...
Top 10 Mistakes I See New CROs and VP Sales Make The First Week on the Job
"The top mistakes CROs make when they pick their next role: #1. Needing to be too passionate about the space#2. Don't do enough diligence on fit for their skills#3. Don't listen to enough calls before they start" pic.twitter.com/XaVCGouUnJ —...
Dear SaaStr: Can A Great Sales Rep Sell Any Product?
Dear SaaStr: Can A Great Sales Rep Sell Any B2B Product? No. Not really in software. At least not well. Although many think they can. Too many. The very, very best in SaaS that are truly curious can often sell almost any product well. But this is a narrow group of...
5 Interesting Learnings from Atlassian at $6.6 Billion in ARR: 28% Growth, 44% RPO Growth, and a 35% One-Day Stock Pop
Atlassian closed its fiscal year on June 30 and reported on August 6. Going in, it was one of the most doubted names in enterprise software. The bear case was simple: AI agents write the code, AI agents file the tickets, and the tools that track the work get squeezed...
9 Tips To Closing More Bigger Deals
If you already have a few bigger deals under your belt, but most are smaller … and you want to build on that and close more “bigger” / enterprise deals … a few higher-level suggestions: Hire a Very Good CRO / VP of Sales that has sold at your “high...
Dear SaaStr: One of Our Most Respected Team Members Quit and Folks Are Leaving. What Do I Do?
Dear SaaStr: One of Our Most Respected Team Members Quit and Folks Are Leaving. What Do I Do? Promote someone great that everyone respects into a leadership role. Right now. This is really the only answer I’ve seen to this situation. We’ve all been in it at least to...
Rippling Ran 2,100 Scored Agent Runs Per Model on Real Payroll Data. The Cheapest Model Tied the Most Expensive One.
Rippling Tested 15 AI Models on Real Payroll Data. The Cheapest One Tied the Most Expensive One … If Speed Doesn’t Matter Rippling’s President and CPO Matt MacInnis published something most B2B companies have and almost none share: a real test of AI...
On Your Next Big Deal? Double Your Pricing.
"Want to go upmarket? Then double your pricing on your next deal. Not on your existing customers. They bet on you. But if your biggest customer is $10k today, try charing $20k to the next one. You'll learn. Fast." pic.twitter.com/bVTHLO5pkM — Jason...
Dear SaaStr: I Was Fired Without Cause. Should I Tell My Story Publicly?
Dear SaaStr: I Was Fired Without Cause. Should I Tell My Story Publicly? I get it. In a sense, it happened to me — once. But I’ve learned a few things: No one cares. They really don’t. It can make you look a bit petty or weak (fair or not). No one wants to work with,...
We Churned Notion After 7 Years. Our AI Agent Took Its Last Job.
We canceled Notion last week after 7 years. I didn’t know until Amelia mentioned it in passing on The Agents podcast. Seven years, zero support tickets, zero feature requests, zero escalations. We loved it enough that one of our teammates got invited to present...
Dear SaaStr: How Can I Become a Better VP of Sales?
Dear SaaStr: How Can I Become a Better VP of Sales? The hard truth: most VPs of Sales fail not because they can’t sell, but because they don’t understand what the job actually is. It’s not managing a team. It’s not building process decks....
Jason’s Takes on This Week’s 20VC x SaaStr: The Agents Never Suggested Canva, The Meme You Can’t Outrun, and Why I Only Underwrite Founders Now
My cut on what Canva’s drop to 20% growth means if you’re running a pre-AI product, hiring against Anthropic, and holding a VC/investment mark you set in 2021. Canva cutting 2026 growth from 30% to 20% was the convo this week. We churned Canva at SaaStr....
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