Alexander got fired from two sales jobs. Then he built a career on saying so.

Alexander DeMoulin walked in ready to talk ICPs and pick-list values. He left having disclosed getting fired from two sales jobs in a row, moving into his mom’s unfinished basement in Portland, and eventually giving a conference talk called “Are You Trash?” that’s part of why this series exists.

Then things got specific. His company, Fin (you knew it as Intercom), was acquired by Salesforce three weeks before we hit record, and he still showed up to talk swag disasters with us instead of doing something more dignified with his time. We covered the branded leotard that missed the assignment, the Slack channels with better names than your CRM fields, and why he thinks vibe-coding your own martech stack is mostly just job security for people like him.

Also in this one: a work-event identity crisis involving three different names, an accidental ancestry.com rabbit hole that connects all three of us to the same corner of Pennsylvania, and the actual verdict on whether Alexander is trash.

One thing we’re not explaining here: what “Thirstina Aguilera” has to do with lead scoring. You’ll have to listen.

Listen wherever you get your podcasts.