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The Craft

The best deal you walked away from

Early on I treated every opportunity as a thing to be won. If someone would take a meeting, I'd take the meeting. If they'd take a demo, I'd build the demo. Saying no felt like admitting I wasn't hungry enough.

What I learned slowly, and at some cost, is that the deal you should never have pursued is more expensive than the deal you lose cleanly. It eats the hours you don't bill, the demos you over-build, the proposals you rewrite for a budget that was never there. And it does it quietly, because chasing it always looks like work.

Qualifying out is not giving up. It's the discipline of spending your scarce, specialist time where it actually changes the outcome. Every hour poured into a deal that was never going to close is an hour stolen from one that might. That's not the account manager's problem to carry alone and it's not mine. It's ours.

The honest questions are unglamorous. Is there a real problem here or a curiosity. Is there money attached to it this cycle or next. Is the person in the room the person who decides, or a proxy who can say no but not yes. Asking them early feels rude. Asking them late, after the effort is sunk, feels worse.

The colleagues I trust most are the ones who'll look at a shiny logo and say, gently, that it isn't real yet. They're not being negative. They're protecting the pipeline that pays for all of us.

The win rate goes up when the deals you work are the deals worth working. The maths is not complicated. The restraint is.

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Written by Mandeep Singh. More at the writing index or get in touch.