Why Bigger Roofing Projects Aren’t Always the Answer

There’s a belief that runs deep in this industry:

"If I can just land that next big job, everything will get easier."

We’ve all felt it.

The backlog gets thin.

Margins tighten.

And the hunt begins:

• Another school

• Another warehouse

• Another hard-bid RFP

But here’s the hard truth most contractors eventually run into:

Bigger jobs don’t always mean better business.

What Bigger Bids Really Create

I’ve worked with dozens of commercial roofing companies across the country - from $2M small businesses to $40M+ platforms.

And here’s what I’ve seen time and time again:

• Big bids tie up the team for weeks or months

• Margins shrink under pressure

• Payment terms slow cashflow

• And they wake up realizing… they’re still on the treadmill

Even when they win, they’re building someone else’s schedule - not their own future.

The Contractors Who Scale Think Differently

The ones who break through don’t rely on big bids.

They build systems that generate stable, recurring revenue through service.

They use:

✅ Monthly preventative maintenance agreements

✅ Onsite upsells that close same-day

✅ Clean tech-to-estimator handoffs

✅ Proposals that sell value - not parts

Service becomes the engine, not the afterthought.

And the irony?

The companies that invest in service don’t just build more predictable revenue…

They win more big jobs too, because they’ve earned trust first.

If This Sounds Like the Next Chapter You’re Trying to Build…

I wrote something for you.

It’s called The Hard-Bid Hoax.

It breaks down why the “just sell more re-roofs” strategy hits a ceiling - and how smart contractors are using service to scale with margin, structure, and clarity.

This is backed by my 20+ years of experience running some of the top service division in the USA.

You can grab a copy here:

Download the free Hard Bid Hoax Guide.

Let me know what stands out once you read it. I think it’ll shift something for you.

Chad Westbrook

Service Alignment