AI Sales Reps Must Match Pluribus' All‑Knowing Expertise
"AI SDRs and AEs should be as good as Pluribus. They should know everything. Every bit of detail about your product, customers, and more." with @kylecnorton CRO @owner https://t.co/bxYBgTmGEJ
Founders Reveal Real AI Metrics, Pricing, GTM Strategies
At SaaStr AI 2026, no vanity metrics Founders are sharing real numbers: What AI features actually convert. What pricing actually works. What GTM motions actually scale. May 12-14. SF Bay Bring your Granola. Or even a notebook. https://t.co/BCPo2TiqOt
Own Your Goals, Master Basics Before Experimenting
Dear marketers: "We own goal ourselves all the time" "Nail table stakes first, then experiment" Matt Amundson on... The Transaction .
Keep SKO Momentum Alive with Guides and Accountability
You put so much time, money and effort into your sales kick-off. How long after everyone goes home does it take for the after-glow to wear off? And more important than after-glow, is everyone staying accountable to what they were...
Unlock Real Productivity: Master Copilot Within Microsoft 365
Many enterprises tell me: “Our go-to chatbot is Copilot.” And then… they barely use it. Here’s the gap I see over and over again 👇 Marketers and sales professionals have Copilot—but don’t know how to use it effectively inside the...
AI Should Teach Reasoning, Not Just Provide Answers
I joined Marc Baselga and Ben Erez on the Supra Insider podcast to talk about something I’ve been thinking a lot about: Why AI needs to help us understand how people think, not just give answers. And how SuperMe is...
Internal Battles, Not Market, Drain Founders—Lead with Gratitude
In the end It’s not the competition It’s not the lost customers It’s not the market changes It’s not the venture funding You can get past all that It’s the internal battles that wear you down The drama inside, not outside The ultimate unforced errors Go tell your...
A Few Hours Build Offers; An Afternoon Builds Ecosystems
If you have 2 to 3 hours, you can create an offer. If you have one afternoon, you can create an ecosystem.
Inbound Leads Double Wins, Cut Costs, Boost Sales
You didn't start a company and become a Founder so you could sit down all day and cold email and cold DM people. What if your ideal customers actually came to you as inbound leads? What if they consumed your content,...
Delusional Audacity Beats Realism in Entrepreneurial Success
You need delusion. You need audacity. Sanity is actually a liability. Every entrepreneur I know was told they were being unrealistic. "That won't work." "You don't have the experience." "Why would anyone pay you for that?" The "realistic" people said...
AI Agents Need Daily Training for First Two Months
"That new AI agent? You have to train it and work with it and improve it Every Single Day. At least for the first 30-60 days after deployment. And even after that, maybe every other day" with @kylecnorton CRO...
VC Deals Flat, Funding Doubles – Concentration Rises
Per latest data from @cartainc, from 2023-2025: VC Deals Up Only 3%, But Dollars Up 130% From Q1 2023 to Q4 2025, the number of deals went from 802 to 823. Basically flat. But dollars deployed? $12.8B to $29.5B. That's 2.3x. VCs...
Introducing Infinite-Memory AI for Your Business
Claude and ChatGPT have very limited memories So I decide to build one with an infinite memory To remember everything about your business, goals, plans, etc. Try it and LMK what think -> https://t.co/KDuiuVY1GI https://t.co/4uuvWjUo8J
Skip SaaStr AI, Watch Rivals Leap Ahead
Your competitors are sending their whole leadership team to SaaStr AI 2026. You can skip it. But don't be surprised when their AI roadmap is 6 months ahead of yours by June. May 12-14. SF Bay. https://t.co/4U2DOAE1gc
Ask “What Made You Cancel?” To Uncover True Reasons
My biggest takeaways from Jason Cohen : 1. “Too expensive” is never the real reason customers cancel. They already saw your pricing and decided to buy, so something else changed. When customers cite price, dig deeper—the actual reason might be...
Double Down on Winners: Increase Ownership Every Round
I'm a co-investor with a mega VC fund we don't talk about as much here but they are wildly successful in many top IPOs and top decile returns. And they have a really simple way they do follow-on checks: ✅If the company...
Lead Content Engine for AI Adoption at Pragmatico
My friends at Pragmatico are hiring a Head of Content Marketing, and it's a super interesting role. Outside of working with Randy Stocklin and Santiago (Santi) Jaramillo (which should be enough), this is a super interesting role because it's more...
Founders: Content Is Your Ultimate Business Landing Page
Every founder should be creating content and that’s a hill I’ll die on. Your content is a landing page for literally everyone. - Investors - Agencies - Partners - People you want to hire They are all going to your profile to figure out what...
AI + Human Storytelling: Faster Content That Resonates
AI can write faster, cleaner, and at scale — but it can’t feel. It doesn’t know your customers, their pain points, or what truly moves them. Storytelling is what transforms data into emotion, features into solutions, and audiences into believers....
Human SDRs Mastering AI Can Earn $250K
"The top leaders in AI+B2B are hiring tons of sales execs. Tons. But it's not enough to offset the shrinking hiring of mature tech companies. Jobs won't be growing in sales overall. But the silver lining? The Human SDR that owns the...
Fractional Execs: Diagnose, Design, Align, Not Just Execute
Most founders hire a fractional executive for the wrong reason. They want: • Faster execution • More output • Someone to “just run marketing” That’s not what a good fractional does. A real fractional leader: – Diagnoses before executing – Designs systems, not tactics – Aligns decisions across teams –...
Stop Talking, Start Building AI Solutions
There’s an AI GTM startup I really like the founders of, they’ve been asking us for 6+ months to try them. I appreciate the emails, calls, DMs, etc. And the endless offers to “get on the phone” to see a...
Scale Yourself, Target Companies' Labor Budgets, Not Courses
No, don’t sell a @clawdbot course. Figure out how to duplicate yourself many times, then do that for companies. Instead of attacking consumer learning budgets, target labor budgets. It’s the biggest line item.
AI Enables High Earnings with Lean, Efficient Teams
So I saw a LinkedIn post from a sales executive I like a lot and have known for a long time looking for his next role. The headline: “Looking to Make The Most Money For The Least Amount of Work.”...
Turn Every Meeting Into Shareable Content
You already have the content. You're just not recording it. Every meeting, every conversation, every insight—it's all content waiting to be captured. - Some content is better than no content. - Even if it’s not perfect, it still builds visibility....
Full-Team Commitment Fuels AI Startup Success
🤷♀️"AI Native" startups don't have access to better LLMs 🤷They often don't have smarter engineers 🤷♂️They don't know the space any better 🤷♀️Their sales team are often tiny and mediocre So why do they win? 100% of their team wants to do, and are willing...
Sell Value, Not Products: Ensure Worth Exceeds Cost
Sell value instead of a product or service. What value can you provide someone? If it’s greater than your cost - it’s easy to sell. If not — improve your value to match the rate you want to charge.
Scale Visitor Tracking: Simple Monitoring Until $5M ARR
The way you use website visitor data changes at each revenue stage: $0-1M ARR: Just monitor your traffic $1-5M ARR: LinkedIn and email outreach $5M+ ARR: Lead scoring and workflows I’ve seen early-stage founders trying to build complex workflows when they don’t need to...
Leverage AI for Smarter, Actionable Marketing Plans
It was great speaking with Amy Gabriel about how to build an actionable marketing plan by embracing the power of AI. It’s not about letting AI take over - it's about becoming smarter and more sophisticated in how you use...
Use Behavioral Science to Instantly Boost Marketing Engagement
Have you heard of behavioral science? But you’re not sure how best to apply it to your marketing? Here’s what you need to know to start automatically increasing engagement and response.
Buy AI Agents only From Vendors with Trusted Engineers
"If you want to buy an AI Agent, first find our who your FDE (Forward Deployed Engineer) will be. Talk to them. If you 100% believe they can help you deploy it, buy from that vendor." https://t.co/pViaS8CKNe
AI Era Triples ARR per Employee, Winners Pull Ahead
Per @a16z, the gap in ARR/employee has widened dramatically in the Age of AI $700k per FTE vs. $200k per FTE You're either pulling away here, or falling way, way behind https://t.co/6CD2h5yM6X
SaaStr AI 2026: Expect Even Bigger Funding Deals
Last year at SaaStr AI Annual, over $500M in funding conversations started in the hallways This year at SaaStr AI 2026, the deals will be even bigger Founders + investors + 3 days May 12-14. SF Bay Be in the room https://t.co/QB6XhsPio4
Focus on Feelings, Not Views, to Boost Marketing
If you want to instantly improve your marketing, stop saying: “I want people to see this.” Start saying: “I want people to feel this.” Marketing, sales, and growth are emotional. Once you get that, the copy writes itself.
Customers Ask for Features You Already Offer
One of the best reasons to talk to customers regularly is to hear their feature requests for features you already have. Yes, YOU know it exists. YOU know where it is. YOU know your product has it. YOU know how to...
AI Startups Outperform Non‑AI: Higher ARR, Faster Growth
👨🦳Non-AI startups: - Lots CSMs (vs FDEs) - AI agent is slow / not truly great, not #1 focus of company - Not gaining market share - Customers don’t want to pay 2x-10x more for AI Agent (honest truth: not great) - Still very large...
PE Shifts Away From Vanilla SaaS, Seeks AI Growth
There’s a tough topic that it’s time to be honest about in 2026: PE is no longer coming to the rescue. It was a great run. From 2012-2023 or so, almost any B2B or SaaS company that hit $20M ARR,...
AI Drives Ethical, Actionable Marketing Strategies in 2026
AI is shaking up the marketing world by changing how we think, plan, and get things done. In 2025, I incorporated AI into all my keynotes and workshops, emphasizing its critical role in crafting actionable marketing strategies and boosting sales....
People, Not Knowledge: Why B2B Execs Need Real Community
I thought we were in the "knowledge" business but I'm learning we're in the "people" business. The number one value prop of joining a professional community like Exit Five is connecting with people in your industry. To have a sounding...
CEOs Accelerate Growth Beyond Natural Business Pace
So much of your job as CEO is one way or another getting the company to grow a bit faster than it otherwise naturally would
Start with One Paying Customer, Not a $100K Dream
Forget $100K. Can you get ONE person to pay you $50? That's basically the only question that matters when you're starting out. Don't worry about funnels. Or which tool to pick. Or which platform. Just go find one person who...
AI Agents: Cost‑Effective Workers Who Never Quit
"Why did we go all-in on AI Agents?" with @kylecnorton CRO @kylecnorton "I just got tired of paying folks six-figures, letting them work from home with plenty of agency ... and still quitting. The AI Agents aren't perfect. But they...
Successful Firms Balance Brand and Demand Spending Equally
"Companies that were successful were spending equally amounts on brand versus demand". Omar Akhtar on The Transaction . PS get ready bc another guest who captures GTM data found roughly the same thing.
Build Business for Money, Purpose, and Joy Simultaneously
You don't have to choose. Make money OR help people. Grow the business OR enjoy your life. Build something meaningful OR have fun. That's the trade-off everyone accepts. And I think it's ridiculous I've watched people build businesses that crush...
Cracking B2B AI Pricing: Experts Share Proven Models
How do you price AI features in B2B? Per seat? Per outcome? Usage-based? Founders are still figuring this out in real-time. At SaaStr AI 2026, we're bringing together the ones who've cracked it. May 12-14. SF Bay https://t.co/4l6Rm5He3B
GitLab Spurs 12.8% Rally, SaaS Index Up 3.
📊 https://t.co/D1x4RaX5t7 Market Pulse - Thu, Jan 22 The https://t.co/D1x4RaX5t7 Index delivered a strong performance on January 22, 2026, with an average gain of 3.47% as 23 out of 25 stocks advanced. GitLab led the rally with a remarkable 12.82% surge,...
Growth Trumps Efficiency in AI Era IPOs
A tough truth: getting more efficient, getting profitable, might have been necessary the past few years for many. But it also got you … nowhere. The markets still reward growth far more than efficiency. You do need both now when...
Hallway Chats, Not Panels: Spryng Matches Marketers
I've attended 89 marketing conferences over the years. Almost all of them had the same problem. The best conversations happened in the hallway. At the bar. Never during the actual sessions. So I built Spryng differently. We hand-match attendees before the event. Similar...
Leadership Risk: Balancing Fast Innovation with Slow Adoption
Why does innovation move fast while adoption crawls? Because transformation forces leaders to redirect capital, talent, and attention away from what still works toward what is not yet proven. That tension defines the messy middle. This conversation with Tina Vatanka...
Honest Board Management Beats Optimistic Theater
Here are a few take-aways from the early days of scaling at Okta with their co-founder, Frederic Kerrest . 1. Managing the board: Demonstrated control over the business versus optimistic theater Early in my career, I thought my job with...
