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EP 25Jun 15, 2026· 7 min

I Switched Sides

What an SE leader sees in their first month as Head of Sales.

A presales leader who built a thirty-person SE team just took a job as Head of Sales. In his first month he discovered the parts of the funnel he had never seen as an SE leader — and the parts of his old frustrations that suddenly made sense from the AE chair.

What Nate and Ava discuss

  • The parts of the funnel SE leaders never see — top-of-funnel prospecting and procurement grind
  • Why "AEs don't qualify properly" looks different when you're carrying their workload
  • How shadowing without structural change is just a nice bonding exercise

The move

You don't need to switch roles to switch perspectives. This quarter, arrange for one of your SEs — or yourself — to shadow an AE for a full week. And when you come back, don't just share what you learned. Propose one concrete change to how the two teams plan, share information, and own outcomes together.


🔗 Resources & Links: paths.to/presales

📅 Book a Discovery Call: calendly.com/serockstars-tim/discovery-call

Your hosts

Nate HargroveThe Seasoned Pragmatist

Ava VasquezThe Modern Builder

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