EPISODE · Jan 18, 2026 · 39 MIN
Ep 5 – SKO or Expensive Field Trip?
from In the Loop with Holly & Angi
Sales Kickoff season is here, and Angi and Holly have thoughts. In this episode, they break down what actually makes an SKO useful and what turns it into a glorified team vacation with better lighting. From comp plans and pipeline math to role-playing trauma, ICP clarity, and why trust matters more than touch counts, this one is packed with honest takes and real operator advice. They cover how to equip sales teams with tools instead of pep talks, why role-playing belongs in theater not SKOs, how pipeline math gets misunderstood, and what leaders can do to build trust instead of micromanagement. If your SKO doesn't change how your team sells, it wasn't an SKO. It was just a meeting with snacks. Expect straight talk, practical advice, and the occasional hair flip. If you're building, selling, or scaling in fintech and beyond, this is the GTM podcast you'll actually want to listen to. Sell it. Keep it. Grow it.
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Ep 5 – SKO or Expensive Field Trip?
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