How To: Increase Upsells on Your Jobs

If you’re selling jobs, sending crews to install them, billing the customer, and rolling on to the next job …. you’re probably leaving money on the table.
A lot of it.
Because here’s the deal most contractors overlook:
The customer who signs the contract rarely buys everything they want upfront.
They hold back. They get conservative. They say “not right now” to things they’ll wish they added later.
And if you never circle back on those rejected options once the job kicks off, you’re missing real opportunities to serve your customer better ….and seriously boost your profit margins.
The Sales Process Doesn’t Always Get the Full Yes
During the sales meeting, customers are cautious.
They don’t want to get “sold.”
They feel pressure, even if you’re not applying any.
They’ll say no to the lighting.
No to the upgraded pavers.
No to the extended patio.
Not because they don’t want them…but because they’re not emotionally ready to commit.
Then the crew shows up.
The work begins.
They start to see it.
Now, their brain isn’t calculating the cost … it’s dreaming about the outcome.
That’s your moment.
I Wasn’t the Salesperson … But I Closed the Sale
I was a crew leader at Tussey Landscaping. I never sat in on sales consultations.
But I closed over $300K in upsells in one year right from the jobsite.
Here’s exactly how:
Every time I started a new job, I’d open SynkedUP and look at the Job Details screen.
And I wasn’t just looking at what we were building
I looked at what they said no to.
The rejected line items. (see the screenshot below)

Then I’d go to work.
I’d build a relationship with the customer.
Let them see progress.
Let them see quality.
Let them see we care.
And sure enough, they’d start asking questions:
“Hey, do you think we should do lighting?”
“Would this look better with a retaining wall?”
“What do you think about finishing that side too?”
And I’d say something like:
“Actually, that’s something the sales guy had suggested. I think you’d love it. I can guarantee you wouldn’t regret it.”
That didn’t feel like a sales pitch. It felt like a recommendation.
And more often than not?
They’d say yes.
Why This Works So Well
There are two reasons this approach crushes:
1. You’ve already absorbed the overhead.
2. Mobilization, equipment, setup, that’s all done. So any extra work now?
That’s high-margin revenue.
The crew leader has trust.
They’re not seen as a salesperson. They’re a real person, giving real advice on site.
You’re not “selling.”
You’re helping them unlock the vision they held back on.
Want to Make This Happen in Your Business?
Here’s how to start:
Show your crew the rejected line items.
Not just what’s approved … show them what almost made it in.
Encourage conversation.
Tell your crew it’s OK to talk with customers and give suggestions.
Incentivize it.
Give a small bonus for upsells.
If your crew knows they can make $100 for adding a lighting package the customer’s already halfway sold on… they’ll start looking for it.
You don’t need to change your entire sales process.
Just equip your crew with visibility and give them permission to speak up.
You’ll serve your customer better.
You’ll make more money.
And you’ll squeeze every bit of value out of the jobsite you’re already on.
If you’d like to see how SynkedUP works to get all these important details between your salesperson to your crew, hit us up and book a call.

Weston Zimmerman
CEO and co-founder
See SynkedUP in action
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