SMB deal.
Late stage.
Verbal yes on the call.
Day 3 — nothing.
Day 7 — nothing.
Day 12 — “Sorry, been busy.”
SMB deals don’t stall because of procurement. They stall because momentum
dropped the second the call ended.
And most reps use email at the worst possible time… in the weakest possible
way.
The mistake: Passive follow-up
What most reps send: “Hey — just checking in on the proposal. Let me know if
you have any questions.”
- I have no leverage.
- I have no urgency.
- I have no control.
In SMB, you don’t have 8 stakeholders to navigate.
You have one decision-maker with 100 distractions.
Your job isn’t to “check in.”
It’s to re-create urgency in their inbox.
Rule #1: Re-anchor the pain
Late-stage SMB emails should never be about the document.
They should be about the consequence.
Instead of: “Wanted to see if you reviewed the proposal.”
Send: “When we spoke, you mentioned reps are losing ~5 hours a week manually
doing X. If we don’t fix that before next month, does that push your hiring
plan back?”
Now we’re back to impact.
You’re reminding them why they said yes in the first place.
Rule #2: Shrink the decision
SMB buyers stall when the decision feels heavy.
Instead of asking for “signature,” ask for direction.
“Based on what we discussed, are we:
A) Moving forward for March
B) Adjusting scope
C) Parking this for later this year?”
This works because it forces a micro-decision.
No one wants to ghost when the options are clear.
Rule #3: Use the breakup strategically
If it’s gone quiet after multiple touches, I’ll send this:
“I haven’t heard back, which usually means priorities shifted. Totally fine.
Should I close this out on my side for now?”
That email does two things:
- Removes pressure
- Creates loss aversion
You’d be shocked how many replies come back with:
“No, no, still interested.”
Silence isn’t always rejection.
Your job is to make avoidance uncomfortable.
My late-stage SMB cadence
After sending a proposal:
Day 1: Recap email tying back to pain + clear start date.
Day 3–4: Re-anchor impact (not document).
Day 7: Directional email (A/B/C options).
Day 10+: Clean, confident close-out message.
No fluff.
No “just bubbling this up.”
No chasing.
Every email has a purpose:
- Recreate urgency
- Simplify the decision
- Or force clarity
Here’s the mindset shift:
In SMB, deals don’t die from complexity.
They die from distraction.
If your late-stage emails don’t restore urgency and direction, the deal drifts
into “later.”
And “later” in SMB usually means never.
Control the inbox.
Control the deal.
Want me helping you and your team within your sales efforts? Let’s talk.
Alan "Modern Seller" Ruchtein.
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