The Skyp Newsletter
Insights, tips, and strategies for modern AI-powered outreach and sales automation
Insights, tips, and strategies for modern AI-powered outreach and sales automation
AI-powered go-to-market insights, cold email strategies, and outreach tactics for B2B sales teams
Join 3,500+ GTM leaders at Google, Anthropic, Deloitte, a16z, and more
Read by GTM teams at
What readers say
“This might be the best, most outrageously useful newsletter yet. We're using it to update our outreach.”
“You write the best newsletter in the game.”
“Super helpful insights! I'll be reworking our messaging right now.”
“I really enjoyed this! No marketing febreeze!”
“You write the best emails.”
“Super helpful insights! Thanks for sharing Alex.”
Every new tool adds coordination overhead. Almost nobody puts a number on it until the stack is unmanageable. Every tool in the GTM stack got approved...
ReadReps sandbag, managers pad, the board discounts anyway. Everyone's rational and the number still lies. A rep sandbags a deal to guarantee they beat quota...
ReadPartnerships fall into a no-man's-land between sales and marketing, and that's exactly why most orgs underinvest in them.
ReadThe tactics that worked at a different ICP, price point, and buying committee don't fail loudly. They just quietly stop converting.
ReadPod-based vs. functional structure quietly decides whether experiments ship or die in handoffs. An experiment gets proposed in a growth meeting: test a...
ReadThe GTM motion that got you here is almost never the one that gets you there. Most growth leaders wait too long to redesign it.
ReadEvery board wants to move upmarket. Few appreciate that it requires a fundamentally different sales motion, a longer cycle, and a product that wasn't built for enterprise buyers.
Read70% of the B2B purchase decision happens before a prospect ever speaks to a rep. Most growth teams are still investing like the decision happens in the demo.
Read