I’ve been building autonomous agents for weeks and context rot is a major problem I keep coming back to. Here’s some data and what’s been working for me.
“1 million context?” eh? The longer your agent runs, the dumber it gets
Hi! I’m Erik MacKinnon — Head of Revenue at Wynter, career entrepreneur, and an AI-native GTM operator building agentic systems that make B2B revenue engines go faster.
These days I’m in the skunkworks designing AI-native GTM systems – agentic workflows, autonomous agents, LLM-powered revenue operations – and writing about what actually works when you put this stuff into production.
Your agent forgets tasks, but not in order. And it’s a huge f’ing problem
I keep watching agents nail steps 1-4, then silently drop 5 and 6 while completing 7. These probabilistic failures are common, and a pain in the ass. Here’s what I’m doing to try to fix it.
Now… not “How?”
It’s a simple phrase, isn’t it? “Now, not how.” Yet these three words can be something special in the right hands.
Book Notes: The JOLT Effect
These are my notes for “The JOLT Effect” by Matt Dixon and Ted McKenna. This isn’t a review, it’s my notes. So… it’s long. Enjoy!
So… you think you’re on a “team,” eh?
Do you work on a team? In my experience, in B2B, many think so. They’re mistaken. It’s a costly problem in revenue organizations.