So we’ve been proponents of customer success at SaaStr since the earliest days, since our first SaaStr posts in 2012. The magic of high NRR and a strong CS team was something we were preaching and doing deep dives on since well before it was well understood....
Dear SaaStr: How Long Should I Wait to Follow Up After A Big Customer Pitch? You shouldn’t wait at all. Follow up immediately after the initial pitch meeting. Ideally, within the same day. The best always do. If you can’t do it that quickly, make sure it’s no later...
We’ve already seen something happen in support. You can’t automate 100% of support with AI yet. At least, not reliably. But you can automate 30%-40% of support for real … with top 10% CSAT. So what does that mean for inside sales? Probably...
New!! @perplexity_ai's CBO @dmitry140 + @samdblond on AI in Sales: 🏃♀️You Must Move Much Faster 🚀 – No excuse to not be moving much faster than 12 months ago – Every question you'd ask in a meeting you can just ask an AI in advance. No...
Dear SaaStr: Our Champion Left The Company. How Do I Ensure a Shaky Deal Doesn’t Collapse? When your champion leaves, you’re essentially starting from scratch with the account. You’ve lost your internal advocate, and now you need to rebuild trust and prove value...
Top Posts You May Have Missed: #1. The Great AI Reset: It’s Time to Refound Your Start-Up. Now. #2. OpenAI to Hit $12.7 Billion in Revenue This Year. But Won’t Be Profitable Until $125 Billion in Revenue #3. The 250,000 Customer Club: How HubSpot and Monday Both...
So I’m mostly made good investing decisions. My first VC investments were Pipedrive ($1.5B cash exit to Vista), Algolia (IPO candidate), Talkdesk ($10B last round, IPO candidate), Salesloft ($2.3B cash exit to Vista). And I have a few rocketships in the next...
Dear SaaStr: We Have a Ton of VC Interest But Are Profitable. Should We Still Raise? Maybe, but don’t do it just to “raise”. In general: Yes, if your balance sheet is weak. In general, you’ll underinvest if you have less than $1 on you balance sheet for each $2 in...
So a little while ago Toast’s CRO Jonathan Vassil joined Sam Blond on SaaStr CRO Confidential on how Toast built one of the strongest but toughest rocketship in sales: a lower gross margin, lower ACV ($10k), sales-led SMB sales motion. 5 Interesting Learnings from...
So we were back on 20VC this week in our Latest in Tech deep dive with Harry Stebbings and Rory O’Driscoll of Scale: “The State of SaaS 2025: IPOs, AI, and the Coming Shakeout” The IPO Window Is Cracking Open (Finally) Chime’s $1.67B...
