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AI Outbound
+6
May 18, 2026
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4 min read
Early-stage it's instinct. Later it's theater.
+5
May 1, 2026
Not every pushback is something to overcome. Some objections are the deal telling you the truth — and chasing them costs you more than losing them.
Apr 20, 2026
6 min read
Every founder closes the first deals. The dangerous part is thinking that's how it's supposed to work.
Apr 17, 2026
When your messaging isn't clear, your SDR doesn't go off-script on purpose. They go off-script because they have no choice.
Apr 13, 2026
5 min read
Your best-fit buyer isn't a job title. It's a job title at a specific moment — and most outreach never finds it.
Apr 10, 2026
Low reply rates aren't a sequencing problem. They're a thinking problem. And adding more steps won't fix bad assumptions.
Mar 30, 2026
Most founders drop their price when deals stall. The ones who win figure out whether the number is actually the problem first.
Mar 27, 2026
9 min read
Building a product has never been easier. That's exactly why go-to-market has never been harder.
Mar 23, 2026
Outbound isn’t just a channel. It’s a discovery engine.
+8
Mar 20, 2026
Most deals don't die at the top. They die in the internal conversation you weren't in.
Founder-led sales
+1
Mar 16, 2026
When your product fails its customers, the instinct is to apologize with discounts. Alterra tried something smarter.
+7
Mar 13, 2026
3 min read
The job isn’t “post more.” It’s create signal—and turn it into conversations.
Mar 9, 2026
Horizontal is fine. Horizontal messaging is fatal.
Mar 6, 2026
If you sound like everyone else, you’ll compete like everyone else. Change the angle.
Mar 2, 2026
First-order pain is annoying. Second-order pain is expensive.
Feb 23, 2026
A longer sequence isn’t a strategy. It’s just more delivery of the same wrong message.
Sales Automation
+4
Feb 20, 2026
What someone who has gone $0-1mm ARR multiple times worries about
Feb 13, 2026
If you’re still guessing ICP and messaging, “sales mode” just makes you wrong faster.
Feb 9, 2026
Nice sounds optional. Specific sounds like a decision.
Feb 6, 2026
If it reads like a press release, it won’t close deals.
Feb 2, 2026
Stop pitching features. Pitch the next conversation your buyer actually wants to have.
Jan 30, 2026
and Reward the Weirdly Helpful...
Jan 26, 2026
Don't treat conferences like participation trophies.
Jan 23, 2026
Most outbound doesn’t fail on the offer. It fails on the ask.
Jan 19, 2026
The fastest “growth channel” is shrinking time-to-first-value.