The second question is where the answer is
"Too expensive" isn't a reason — it's an unfinished sentence. WhyLeft reads every reply and asks the one follow-up that finishes it.
The real interface, with sample data from a fictional company. Click through it.
Contextual, not templated
The follow-up is written from what this specific person said. It isn't a branch in a flowchart you had to build, and it isn't the same question everyone gets.
It asks what you would have asked
Too expensive compared to what? When did it stop feeling worth it? Which report did you actually need? The questions a founder asks reading a reply at 11pm.
Still capped at two emails
One follow-up by email, and that's the limit. If a customer wants to keep talking, the conversation can move to a private chat link instead.
What a follow-up actually changes
Take a real shape of answer: "it got too expensive for what we were using it for." Filed as-is, that lands in a bucket labelled price, and the obvious conclusion is that you should charge less.
More detail
Ask one more question — was there a moment it stopped feeling worth it? — and you might get: "when we hit the seat limit. Going from 3 to 5 people doubled the bill and we only needed one of them in there daily."
That's not a price problem. That's a packaging problem, and the fix is a per-seat tier rather than a discount. Same customer, same initial answer, completely different roadmap decision. The difference is entirely in the second question.
It got too expensive for what we were using it for.
That's fair — was there a moment it stopped feeling worth it, or did it build up over time?
Written from what they actually said
When we hit the seat limit, honestly. Going from 3 to 5 people doubled the bill and we only needed one of them in there daily.
The adaptive interview
Email is capped at two messages, which is the right limit for someone who has just left. But some customers want to keep talking, and for them the interview can continue on a private hosted link.
More detail
There, the AI can follow the thread properly — asking several questions, going deeper where the answer is interesting, and stopping when it has what it needs rather than when it hits a message limit.
The reason behind the reason
Six customers say "missing features." Without follow-ups, that's one tag and no decision. With them, you find that four meant the same missing integration and two meant something entirely different — and you now know which of those two roadmap items is worth four customers instead of six.
Questions about this
Which AI models does WhyLeft use?
Anthropic's Claude. Fast, cheap models handle classification and tagging; stronger models write the follow-up questions and the cross-interview analysis. Model choice is configured per workflow rather than hardcoded, so it improves as the models do.
What if the AI gets a churn reason wrong?
You can see and change every tag. Tags are a starting point for finding patterns, not a verdict — and the original text of every conversation is always right there next to the tag, so you're never reading a summary of a summary.
AI output in WhyLeft is treated as a suggestion throughout. Insights and recommendations come with the quotes they're derived from so you can check the reasoning yourself.
What's the hosted chat interview?
If a customer would rather have a back-and-forth than an email thread, the interview can continue on a private link. It's the same conversation, just in a chat interface, and it lets the AI ask more than one follow-up where email is capped at two messages total.
Does my customers' personal data go to the AI?
No. Automated AI processing — tagging, follow-up generation, insights, recommendations — receives the reply text and non-identifying metadata only: plan, price, dates, churn tags. Never a name, never an email address.
The one exception is deliberate and founder-controlled: when you personally ask Wylo Copilot a question about a specific customer, it can retrieve that customer's identity — inside your own authenticated workspace only, through the same authorization boundary as your dashboard.
Related
Your next cancellation is coming.
It can be another number on a chart, or the reason you build the right thing next quarter.
No credit card. Cancel in one click — we'd rather you tell us why.