SalesOps

Your proposal isn't the problem

The proposal window is tiny. Use Salesforce automation systems to send proposals faster, auto-update stages/close dates, and trigger smart follow-up so deals don’t stall after the call.
Jordan Nelson
Jordan Nelson
February 10, 2026

Read Time: 3 Minutes

The proposal window is tiny.

If someone asks for it on Friday:

They’re fired up

Budget is approved

They want the problem gone

If you wait until Monday…

That urgency is gone.

That is why the “after the call” system matters more than the call itself.

So here’s the system I like to build in Salesforce.

It removes admin work.

Speeds up follow up.

And makes it easier to close deals.

👇


Step 1: Keep everything inside Salesforce

If your rep has to leave Salesforce to build and send a proposal, you lose speed.

Here is what happens in most tech companies:

  1. They open a separate proposal tool
  2. Copy in client details
  3. Send it
  4. Download a PDF
  5. Attach it back to the deal
  6. Then manually track opens and signatures

That’s busy work.

And busy work kills momentum.

This is better:

  1. One button in Salesforce
  2. Generate proposal
  3. Send

Half the amount of steps.

And to make it even better:

  • You track status right on the deal in Salesforce
  • Your rep stays focused on selling
  • The system handles the rest


Step 2: Auto move the deal stage

The second a proposal is sent…

The Opportunity should update automatically.

  • Proposal Sent
  • Contract Sent
  • Waiting on Client

Or whatever wording you want to use.

This matters because leadership needs to see the pipeline clearly.

But it also matters for one reason most teams miss:

You can’t improve what you do not track.

If you don’t know how long deals sit in “Proposal Sent”…

You can’t fix the problem.

So the system should also stamp:

“Stage Entry Date”

Now you can answer:

  • Are we slow to follow up
  • Is the proposal confusing
  • Do deals die in this stage more than others


Step 3: Auto set the close date

Most reps will forget this.

Not because they’re lazy.

Because they’re selling.

So when the proposal goes out

Auto set an expected close date.

Start with a simple rule like:

Proposal Sent + 7 days

You can always adjust it later.

The point is forecasting becomes less emotional and more accurate.


Step 4: Create follow up tasks automatically

This is where deals get won.

After the proposal is sent

The rep shouldn’t have to guess what to do next.

The system should create tasks like:

  • Follow up in 2 days
  • Send value email
  • Schedule review call with stakeholders

Keep the amount of tasks limited.

Nobody needs 25 steps.

Just the steps that protect momentum.

Because if the process only works when one person remembers everything, it is not a process… it’s a person.


Step 5: Follow up based on behavior

Two leads can get the same proposal and need different follow up.

So add one decision point:

Did they open it

If not opened:

→ Send a reminder

If opened but not signed:

→ Send value

Not pressure.

A useful comparison

A clear recap of pain points

A short FAQ

A simple next step

Value gets responses.

Pressure gets ignored.

That’s the system.

Not fancy.

Just tried and true automation.

Because the best sales teams do not rely on Greg’s magic.

They take what works in Greg’s head…

And turn it into a workflow the whole company can run.

2 Ways I Can Help You:

FREE walkthrough here on YouTube so you can do this yourself.

If you’d rather not spend the time building it, my team can implement it for you here.

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