I had a client go completely silent on me after a promising demo. Weeks passed. Then, out of the blue, they email my boss complaining I never addressed their concerns (which were never actually communicated). Any tips to pre-empt this type of situation?

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Always have your rep send a follow up email stating what was covered in the meeting and next steps. We record our meetings for situations like this. Clients can opt out but majority don’t. You should also never do a demo without a rep on the call. That is an SE no no.

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Why?

Towards the end of the demo, try to get the customer to commit to a follow-up meeting or to otherwise agree on next steps. After the demo, reach out proactively (or have your AE do it), thank them for their time, summarize the discussion, and ask if they have any additional requirements or concerns.

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Also, if you’re unsure — ask you manager what you could have done differently and if they have any suggestions on what you should do next

Don't ask them if they have any concerns.
Ask them if as far as they are concerned it is a technical fit.
If they have to answer affirmatively they will be more careful to think about any possible issues before doing so.
Also they will be on the hook if they answered yes.

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