Can You Sign A Deal Without A Pilot?
(Yes, but it depends)
How self-service is your product?
The less implementation (aka project management) needed, the easier it is to sign a contract with a pilot period.
🌐 When I was in the customer service space, we had to assign humans to post-edit customer service translations––even for pilots
(Plus sandbox testing for a native CRM integration, meh)
🎯 When I sold coaching, we had to assign the right human coaches––even for pilots
Now if you don’t have humans in the loop and no custom integrations needed––aka highly self-service––you can keep it much simpler:
You can give test access for a few days or even weeks.
(Pro tip: align on success criteria to be make outcome tangible)
Then use those outcomes and learning to immediately go for an annual subscription, and not a paid pilot period.
If the buyer is still a bit timid, offer them an opt-out period of 1 month (again, tied to outcome criteria).
✅ It is MUCH easier to convert a deal that way than negotiating twice––also for the buyer’s legal team (scarce resource usually)
❌ What I will NEVER do again:
Bundle pilot + annual subscription contract with a “gap” period of 1 month for them to reflect.
Pilot outcomes are never what you expected, and your accounting team will struggle to book the revenue.
How do you structure your deals?