Sales

How I Closed a B2B Client After 7 Months of "Soft" Follow-Ups

The art of becoming hard to ignore (without being annoying)

How I Closed a B2B Client After 7 Months of "Soft" Follow-Ups
Alexandre Bocquet
May 22, 2026
How I Closed a B2B Client After 7 Months of "Soft" Follow-Ups

Heads up: Some of the links below are affiliate links, which means I may earn a small commission if you choose to use them — at no extra cost to you. I only recommend tools I personally use and trust.

7 months.

That's how long it took to close my newest B2B client.

The contract hit my inbox last Friday. Payment cleared 20 minutes later!

Stripe notifications = best notifications

But here's what most freelancers forget about sales:

Most clients won’t close in 30 days.

They'll close in 3 months. Maybe 7. Maybe 12.

If you don't have a real follow-up game, you're leaving 80% of your revenue on the table.

So today I'm walking you through the actual case study. Screenshot by screenshot. Email by email.

So you can see what "non-pushy persistence" actually looks like in the wild.

The myth most freelancers believe

“If a prospect doesn't reply after 2 follow-ups, the deal is dead.”

This is dead wrong.

Your prospects have:

  • Internal priorities you don't see
  • Hiring cycles
  • Budget freezes
  • Other vendors in front of you
  • Personal stuff (kids, moves, vacations, illnesses)

None of which has anything to do with you or your offer.

If you treat "no reply" as a rejection, you're throwing away most of the pipeline before it ever has a chance to close.

The freelancers making $10K, $20K, $50K/month don't have better cold outreach.

They have better follow-up.

That's the whole game.

The case study

The client I closed runs a telecom company built for digital nomads. A perfect fit for my $3,500/month ad creative offer.

Here's the timeline:

October 6, 2025: First real conversation. I sent some creative ideas. Their founder said "love it, will discuss with the growth team."

Then silence for 4 weeks.

This is where most freelancers send a "just checking in" email and call it a day.

I did something different.

November 4, 2025: First follow up. Lead with value, not pressure.

Two value-adds in one email:

  1. A free pilot offer. "Renewed interest in testing all those creatives for free."
  2. Proof I'm already moving the needle for them indirectly. My blog article was starting to rank on Google for keywords related to their product. I told them, and offered to make edits if anything needed updating.

No "checking in." No "any updates?" No "hopping on a quick call."

Just: here's value, here's more value, no pressure.

November 12, 2025: His reply 8 days later?

"Haven't forgotten. Working on some exciting things internally. Have a couple of priorities first."

Translation: not now, but I see you.

A lot of freelancers read this as a soft no and stop emailing.

I read it as exactly what it is: not now, but yes someday.

Marked the calendar for 8 weeks out. Kept working.

January 13, 2026: Second follow up.

By January, my SEO article was ranking #1 for a bunch of search terms related to their product.

That's a measurable thing. So I led with it.

Look at the structure of my email:

  • Specific result. "We're now ranking #1 for a lot of the review terms [related to their product]."
  • Soft positioning. "Hopefully this helps convert some people in their decision making."
  • Zero pressure. "Whenever you're ready, just say the word."

His reply the same day:

"Love this (and generally your vibes!)"

When a prospect comments on your vibes... you've left the "vendor" category and entered the "person I want to work with eventually" category.

That's the goal.

Still not buying. But the temperature is rising.

April 27, 2026: They reach out to ME

After January, I didn't send another follow-up.

I let it breathe.

Then on April 27th, this hit my inbox unprompted:

"Hope you're well :) We've been expanding... wanted to see if you're open for a 15 minute chat."

He found me.

Because I'd been showing up for 7 months with nothing but value.

When the timing was finally right on his end, I was top of mind.

May 16, 2026: The close

Three weeks after that chat, this landed:

Signed contract. Proof of payment. New client.

7 months from first conversation to closed deal.

Become hard to ignore

The lesson here is if you really want to work with a specific client...

You have to make yourself impossible to forget.

Not by being pushy.

Not by sending 17 follow-ups in a row.

By showing up every few weeks with something they actually find useful.

Until they can't open their email without thinking of you.

That's the whole strategy.

Most freelancers send 2 emails, get no reply, and move on to the next "easier" prospect.

The freelancers who hit $10K+ months pick the prospects they actually want to work with...

And they become hard to ignore.

For 3 months. 6 months. 12 months. As long as it takes.

The 5 value-adds I rotate through

When I'm following up with a warm prospect, I pick one of these and send it. Then I wait 4 to 8 weeks and pick a different one.

  1. An article they should read. Yours, theirs, or someone else's. As long as it's relevant to their business.
  2. A free pilot offer. Small. Time-bound. "Happy to test a few creatives for free so you can see if it works before committing." This is the one that worked for Popcorn.
  3. A measurable result you've gotten elsewhere. A ranking. A CAC drop. A case study from a similar brand. Something concrete.
  4. An idea for their account. Something specific you'd test if you were them. Not a generic "have you tried Reels?" An actual, brand-specific recommendation.
  5. A tagged Loom. 5 minutes max. Walking through their site, their ads, or their landing page. One specific recommendation. Loom Pro lets you see when they open it, which is useful intel.

Pick one. Send it. Move on.

That's the cadence. That's the whole game.

Your Action Step:

Pull up your prospect list right now.

Find one warm prospect you haven't touched in over a month.

Pick one of the 5 value-adds above. Send it this weekend. No ask. No "quick call." Just value.

If they reply, great.

If they don't, mark the calendar for 6 to 8 weeks from now and do it again with a different value-add.

The deals that take 7 months to close are usually the best ones. Bigger budgets. Real commitment. Less price haggling on the back end.

You just have to stay in the inbox long enough for the timing to be right on their side.

That's it. Really.

--

Want more freelance marketing tips that actually work?

Subscribe to my newsletter and get actionable freelance marketing strategies delivered to your inbox weekly.

Contents