Fit Interviews
We ask vendors the questions buyers can't.
Hosted by Dheeraj Pandey. In each Fit Interview, a software provider's leader answers our critical questions on the record: who they fit, who they don't, and what happens when things go wrong. So you can see where, and for whom, each tool really fits.
Episodes
Upcoming interviews
The first Fit Interviews across GTM, HR and Finance are being lined up.
Who does your CRM really fit? A GTM vendor on the record
Hosted by Dheeraj Pandey · video + written transcript.
Payroll accuracy across states: an HRMS vendor answers
Hosted by Dheeraj Pandey · video + written transcript.
AI finance agents and audit trails: a finance vendor answers
Hosted by Dheeraj Pandey · video + written transcript.
The format
Ten questions every vendor answers
No scripted demos. Every interview covers these questions, plus follow-ups specific to the product and its buyers.
- Which companies is your product the best fit for, by industry, size and footprint?
- Which companies should NOT buy your product? Where do you lose, and why?
- What are the top three reasons customers leave in their first year?
- How long does onboarding really take for a company like ours, and what does it cost?
- Who on your leadership team has done the job your buyers do?
- How do you collect public reviews? Do you ask every customer, or only happy ones?
- Can a buyer speak to a daily user who has been live for 12+ months, without you on the call?
- What does leaving cost a customer: data export, notice period, fees?
- What is NOT on your roadmap that buyers often ask for?
- What would you put in writing as success milestones for onboarding?
For software providers
Apply for a Fit Interview
If your product fits a clear set of buyers and you're willing to say who it doesn't fit, we'd like to talk. Interviews are editorially independent.