Follow Up With

How to get clients to send you documents (and stop chasing)

If you spend your week writing “just following up on this”, you’re not alone. Clients rarely ignore requests on purpose. They’re busy, the request is unclear, or sending it is more work than it should be. Here’s how to make sending documents the easy option.

Why clients don’t send documents

  • It feels like a big job. A vague request (“send your tax documents”) sounds like an afternoon of digging.
  • They don’t know exactly what you need. So they wait until they have time to work it out.
  • Sending is fiddly. Finding the email, attaching files, logging into a portal.
  • There’s no real deadline. So it never becomes urgent.
  • Your reminders are easy to ignore. The same “just checking in” email, again.

Make sending a ten-second task

Every step you remove gets you more documents back. A private link from the email, no login, upload or reply right there. Let clients mark things done that they handled elsewhere (“I’ve given you access”).

Tell them precisely what’s outstanding

List each item with what “right” looks like. When a client can see exactly what’s left, it’s easy to finish. When they can’t, they put it off.

Use real deadlines

Tie each request to a date that matters to them: their filing deadline, their launch, their event. “By Friday so we can file on time” works far better than “when you can”.

Let the follow-up not come from you

Chasing clients yourself is awkward, and it’s easy to stop after one reminder. Automated follow-ups are consistent and polite: a friendly check-in first, a little firmer later, and always only about what’s still missing. They stop the moment everything is in.

Answer questions fast

A request often stalls on a small question (“Is a phone photo OK?”). A quick answer keeps things moving; a slow one means another week. Follow Up With’s assistant answers questions like this from what you’ve told it about your business, and passes anything sensitive to you.

Check what arrives straight away

Finding out a week later that the statement was for the wrong month restarts the whole cycle. Check each file as it comes in, and ask again the same day if something’s off.

Questions

How do I politely chase a client for documents?

Keep it short, list only what’s still missing, give a date, and make sending one click. Automated reminders do this consistently without it feeling personal.

How many times should I follow up?

Usually three or four reminders spaced about a week apart, each a little more direct, before stepping in yourself.

What if a client says they’ll send it later?

Wait until the day they gave before reminding them again. Follow Up With’s assistant reads replies like “I’ll send it Friday” and holds the next reminder until then.

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