Engineering Leaders Favor Targeted Live Training over Centralized Learning
Engineering leaders are taking training back into their own hands. Great chat with Kelby & Dave of TryTami on the shift away from centralized learning, the rise of targeted live sessions, and why software teams of 20–200 are the most underserved. YT: https://t.co/QOQelZUnUN https://t.co/Ke1BbUiYOg
SaaS AE Job Expectations Are Outdated in Today's Market
Most SaaS AE interviews today, they're still looking for: - $300k OTE - Work from home - No travel - 100% in-bound - Side hustles fine - Strong SE support on product - Sell their way - Limited need to...
Benchmark AI Adoption: Survey Resilient B2C Marketers 2026
Sorting through the signal vs. noise of AI marketing? Want to get to the ground truth of real implementation and impact, benchmarked with your peers? I am collaborating with MoEngage on a new research project — Adapt or Die: The...
Ask if Your Startup Can Become a Legal Monopoly
A big question I ask myself if someone is thinking of raising a lot of venture money: "Can this idea eventually become a (legal) monopoly?" People don't like to talk about it because it sounds bad, but the truth is the...
Stop Treating Customers Like Morons: Real Attribution Insights
Why are you asking about marketing attribution? To measure marketing's impact? Is it about getting credit? Is it about proving what was sales sourced vs. marketing sourced? Is it to make a point to the CFO? Pranav Piyush was VP...
Fizzy Now Free to Self‑host with Streamlined Guide
Fizzy is fully free to self-host, and now we have much better instructions for how to do just that. Next step will be a more Campfire-like process where the entire self-hosting process is productized, but even as-is, it doesn't take...
Launch Your Book Globally Using SaaS‑Style Steps
My book made it worldwide - now sold in +10 countries! Here are 8 steps how I launched my book like a SaaS product.. https://t.co/YAKMTo8fmq
Turn Customers Into Your Top Marketers, Sales, and PMs
Your startups customers can become your best marketers, best sales people, and best product managers if you listen to them.
Generalist Founders Consistently Outshine Specialist Marketers
It's interesting how I meet so many generalists (typically founders and business owners) who outperform specialists in multiple different fields. A good example is marketers. A lot of founders who had to learn to sell their own products (the hard way) end...
AI May Inflate B2B TAM, But Beware the Trap
🚀Is AI really expanding TAM in B2B? 🔄 Or will we end up again in a ... TAM Trap? The latest 20VC with @HarryStebbings @rodriscoll + me https://t.co/GZ0atD0MKB
Key SaaS Metrics to Secure a $15M Series A
Looking to raise a Series A in 2026? 💰 My latest SaaS Metrics School covers the essential metrics to prepare for a Series A raise. Apple: https://lnkd.in/g5JGxkHi Spotify: https://lnkd.in/gtfQaf4r Chart below from my tracking of tech Series A rounds at...
Founders Leaving $100M AI Startups Sparks Concern
There seems to be an accelerating trends of founders quitting successful start-ups in the Age of AI … to found new start-ups. I see it all over my feed, and it happened twice in my portfolio in past 18 months....
Build Scaffolding Wisely, Discard Once Model Handles It
Having a good sense of model trajectory is definitely an important skill for anyone doing AI product management or engineering. You have to have a good understanding of (1) what things are worth building scaffolding for to mitigate model gaps, (2)...
From Hotel Rooms to HubSpot: Turning Crisis Into Growth
Always fun to be speaking back on the MIT campus. Fun fact: In the early days of HubSpot, the shared office we were working in had a fire in the building. We had to evacuate for days. So, Brian Halligan...
Scaling Software in 2026 Starts with a Real GTM Blueprint
If you’re looking to scale your software business in 2026… You’re likely working to build out your Go-To-Market plan. When I first set out to scale my last company ToutApp. I thought I knew what goes into a GTM Plan.
5-Step GTM Blueprint
If you’re looking to scale your software business in 2026… You’re likely working to build out your Go-To-Market plan. When I first set out to scale my last company ToutApp. I thought I knew what goes into a GTM Plan....
Bootstrapped B2B SEO Tool Generates $199K Profit
A banger portfolio listing drop on @acquiredotcom B2B content + SEO automation tools. > $252K TTM revenue > $199K TTM profit > 5,000+ customers > Bootstrapped + lean Full listing: https://t.co/3BF9S0E0dv https://t.co/bttCqZrs4E
Find Your Next B2B AI Exec with SaaStr Connect
Want help finding that next VP, your CRO, your head of demand gen? Our next SaaStr AI tool, SaaStr Connect will do just that Connect with best CEOs in SaaStr community with best execs in B2B + AI Sign up for waitlist in...
Engineers Prefer Bite‑Size Live Sessions Over Long Courses
Engineers don’t want 3-day classes anymore. They want short, live, targeted sessions—aligned to real problems and today’s fast-changing stack. YT: https://t.co/QOQelZUnUN #SaaS #AI https://t.co/xNnGaTnpxE
Slack + Platform: Salesforce’s Fastest‑Growing, Potentially Greatest B2B Deal
Slack + Platform growing +19% at $8.8B in annualized revenue at Salesforce! Could Slack quietly be one of the greatest B2B acquisitions of all time? Maybe At a minimum, right now Platform + Slack are the fastest growting segment at Salesforce. The new AI...
Customers Crave Vendors Who Handle Everything, Not Just Brag
There are so many products I would buy if the vendor just said "I'll do all the work for you" Instead, they all just want to tell me why they are 10x better But not really help me: - buy...
Document Your ICP to Drive Focused Growth
Every SaaS founder thinks they know their ICP. But very few actually take the time to sit down and document it. Mikael Dia shared this page from my book, The Product-Led Playbook, where he mapped out his ICP and clarified...
AI Empowers Experts, Not Replaces Them
At least based on the path we’re on right now, AI will be best harnessed by people who understand the domain they’re working in (or problem they’re trying to solve). And thus, AI will ultimately augment how we work vs....
Growth Swells Teams, Dilutes Focus at Every Scale
$0-$1m ARR: tiny team does it all themselves $1m-$10m ARR: assemble world-class team $10m-$50m ARR: somehow, it now takes 2x as many people to do anything as it used to $50m-$250m ARR: not sure what most of the company does
AI Becomes Commodity as B2B Giants Shift Strategies
📰 Top AI+B2B News - Sat, Dec 6 https://t.co/MWFHfEuzpm Top Stories: 1. Wealthfront wants just $255 million net from IPO 2. Microsoft (MSFT) to Hike Prices for Commercial Office 3. Salesforce CEO calls AI a 'commodity feature' Top SaaStr Articles: 1. 4 Reasons to Send Investor...
Adaptability, Not Fortresses, Is Today's Competitive Edge
Numerous leaders tend to view competitive advantage as a stronghold—safeguarded and impervious to external forces. Yet, in the fast-paced environment we live in today, that viewpoint could very well turn into your most significant weakness. It's time to reconsider the...
Clunky Early Demos Drive Rapid AI Product Iteration
Early demos are clunky—but they bring the best feedback. Great chat with Kelby Zorgdrager & Dave Murphy (TryTami) on rapid AI-driven product iteration, fast engineering loops, and shipping features in days. YT: https://t.co/QOQelZUnUN #SaaS #TryTami https://t.co/xrm6MFM5DZ
Leverage Trusted Logos, Repeat Their Names, Drive ROI
We landed one of the absolute darlings of the ecom very early at Retention(.)com. Everyone knew them. Every brand respected them. Every ecom founder wanted to be them. We said the brand’s name no less than 100,000 times over the next...
VCs Overload Winners, Driving Sky‑High Valuations
Larger VC funds want to cram more and more capital into their winners. More than ever. It’s not that complicated but two core reasons: #1. Fewer and fewer winners, so everyone wants to throw money at whatever truly breaks out...
Curiosity Fuels Top B2B Marketers – Free Leadership Toolkit
How to level up as a B2B Marketing Leader (something we created) I've spent the last 10 years around a group of incredible marketers; in my career as VP of Marketing and then CMO, through hosting my podcast, and now...
Today's Top 10 SaaS Cloud Multiples Revealed
This week in enterprise software: Top 10 #SaaS #Cloud multiples as of today's market close https://t.co/2XF2dRfFgW
Top 10 SaaS Cloud Multiples This Week
This week in enterprise software: Top 10 #SaaS #Cloud multiples as of today's market close
Future Billion‑Dollar Startups Need Only Three People and AI
The next billion-dollar companies will be built with 3 people and an AI stack.
Tech Finally Catches up, Turning Decades-Old Vision Into Reality
I’ve been carrying the same product in my head since 2003. Every few years I’d take another run at it, only to watch it collapse under the limits of whatever tech existed at the time. It always worked in one...
Adoption Needs Culture, Incentives, Not Just Tools
LinkedIn CPO: "I see a lot of companies roll out their agents and just expect people to adopt them. It doesn't work this way. It's not enough to give them the tools. You have to build the incentive programs, the...
Free CAC Payback Template for All SaaS GTM Strategies
Free Template Fridays 📊 CAC Payback Period is a top operator and investor metrics. Download the template at the link below. Grab it here: https://lnkd.in/gRyQ6Sqh Whether you are SLG or PLG. Targeting SMB or Enterprise. SaaS or AI. When you...
LinkedIn Deploys Trust Agent to Preempt Product Threats
LinkedIn built an "trust agent" that reviews team PRDs and identifies potential attack vectors, before they start building
Scaling Learning, Not Headcount, Drives Sales Success
Most sales teams don’t have a pipeline problem. They have a learning problem. The symptoms are the same everywhere: Higher costs. Flat quota attainment. Exhausted reps wondering why “work harder” is somehow still a strategy today. Meanwhile, the top-performing teams...
Besimple AI Secures $3M Seed to Power Audio Data Layer
Congrats to @besimple_ai on their $3M seed! They're building the data layer for AI, starting with audio. Besimple licenses and processes diverse conversational audio so teams can ship better voice models, faster. https://t.co/PGihh57d8S https://t.co/r4m6g3h45i
AI Turns Marketing Focus From Production To Judgment
Marketing will never be the same again. Evidence of the shift is already visible. Teams are experimenting with AI in scattered ways, but the scale of what is coming is much larger. Creativity once expanded at the pace of human production. Today...
Software Valuations Spike with Growth: High‑growth 15.1×
This week on Clouded Judgement: Monopoly Money - Median software multiple: 4.8x - High Growth software median: 15.1x - Mid Growth software median: 6.0x - Low Growth software median: 3.8x - 10Y: 4.1% Article in next post 👇 https://t.co/ovyzvnhQGE
Fizzy Hits 11,000 Users, Community Fuels Growth
About to pass 11,000 accounts so far on Fizzy! Love seeing the enthusiasm around this product, especially when I get emails like these below. Really proud of the work we did on this one. And it's just the beginning. Love...
Bridging the AI Engineering Gap Between Seniors and Juniors
Senior engineers fear AI tools. Junior engineers lack the foundation to use them well. Great convo with Kelby Zorgdrager & Dave Murphy of TryTami on how teams can bridge the AI engineering gap. YT: https://t.co/QOQelZUnUN #SaaS #TryTami https://t.co/J68P7U7lIq
Automate VIP Customer Journey in Seconds, Not Hours
Here’s a workflow that I love: Customer buys a specific product 6x or more → automatically triggers a Slack notification to the team → creates a personalized task in project management → schedules a follow-up email for 30 days later...
Three Founders Scale to 200+ Customers Using AI
"3 founders alone can't scale a real business" - that's what they said in Jan 2025 when we set out to build the first autonomous business. To all the haters: We're still standing, moth****ers! 11 months later: 200+ customers, 5M+...
B2B SaaS Wins With Story, Not Features
Every tool has every feature. Winning on more/better features is a transient advantage at best. So what do you do when you're very similar to other players in the market? In B2B SaaS, you're competing on your story. On whether...
Agentic AI Unlocks Trapped Value, Demands Immediate Investment
Customers everywhere are signaling the same message. Their needs have outgrown the systems designed to serve them. Wait times increase. Outcomes suffer. Growth stalls. That is trapped value. Agentic AI provides a release. The question is whether leaders will invest...
AI Ran Our $6.6M Business Solo, Boosting Growth
In April, we switched all customer interactions to AI. Then a few months later, AI ran our entire $6.6M ARR business alone for 7 days. 0 humans around. Sales: 176 conversations initiated with a 96.6% accuracy. Only 6 wrong answers...
Stable Platform Shifts Focus to New VC-Scale Prototype
A little personal news, @groupthinkAI is stable and will continue to operate and slowly grow its paying customer base — but I’ve decided to start exploring other VC-outcome scale ideas… can’t wait to share my first prototype
