Top 3 Bidding Challenges Subcontractors Face (According to Riffle’s 2025 Survey)

Riffle’s Subcontractor Survey pinpoints the three biggest bidding challenges in the industry and shows why they matter for your bottom line, your team’s time, and your long-term growth.

Heidi Sullivan
November 25, 2025

If there’s one universal truth across the subcontractor landscape, it’s this: bidding is getting harder, not easier. With more ITBs landing in inboxes, shorter turnaround times, and pressure to win work in a competitive market, subcontractors face growing challenges that slow them down or cost them revenue.

Riffle’s 2025 Subcontractor Survey dug into these challenges, asking subcontractors across dozens of trades what makes bidding so difficult today. While the specifics vary by company size and trade, three themes rose to the top, and they represent the biggest friction points in the modern subcontractor workflow.

Managing Bid Volume and Inbox Overload

Across every trade and company size, the #1 challenge subcontractors cited was simple: too many ITBs, scattered across too many email threads.

Common pain points included:

  • Missing ITBs buried in inboxes
  • Losing attachments or scope docs
  • Multiple versions of the same project
  • No centralized tracking or visibility
  • No way to quickly see “what’s due when”

Many respondents shared that they spend hours per week sifting through email before they even start estimating.

Survey Insight: The majority of subcontractors said they miss at least one ITB per month due to inbox overload.

The impact is serious: missed bids = missed revenue.

Takeoff and Estimation Bottlenecks

The second-biggest challenge is the time and effort required to create accurate estimates, especially when takeoff tools, scope docs, and versioned plans aren’t centralized.

Subs reported:

  • Constant rework due to updated plans
  • Difficulty keeping track of revisions
  • Slow handoffs between office and field
  • Frustration when GCs send incomplete info

Even firms with modern takeoff tools still struggle because the workflow around those tools isn’t organized.

For many subs, the issue isn't the estimating itself — it's everything around it.

Tight Deadlines and Unpredictable Turnaround Times

The third challenge is one that has rapidly intensified over the last two years: GCs are sending more bids with shorter deadlines.

Subs described a constant cycle of:

  • Rush bids
  • Unexpected Friday deadlines
  • Weekend work
  • Juggling multiple last-minute requests

This unpredictability makes it harder to plan workloads and often results in rushed estimates or incomplete submissions.

Survey Insight: A large portion of respondents said “deadline pressure” was their biggest source of stress during bidding.

The challenge isn’t just the amount of work — it’s the volatility of it.

What This Means for Subcontractors

These three challenges compound each other:

  • More ITBs → more inbox chaos
  • Inbox chaos → slower estimation
  • Slower estimation → more deadline stress

This cycle is exhausting subcontractors and limiting their capacity to grow.

The takeaway from the survey is clear: subs aren’t just seeking better tools — they’re seeking better workflows. They want visibility, predictability, and a single place to manage everything tied to bidding.

That’s exactly the workflow Riffle was designed to solve.

If these challenges sound familiar, you’re not alone.

Join the waitlist at rifflecm.com to get early access to the Riffle platform.

Heidi Sullivan
Heidi is the Fractional CMO for RiffleCM. A marketing and product leader with over two decades of experience in growing B2B SaaS businesses, she is passionate about helping small to medium size businesses get to the next stage of growth.

Tags

Estimating
Automation
Bid Accuracy
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Eliminating Manual Errors in Construction Bids

Common questions about reducing errors and improving accuracy

What causes most manual errors in subcontractor bids?

Manual errors usually come from disconnected workflows — things like outdated spreadsheets, inconsistent templates, or rekeying the same data multiple times. When project info lives across emails, texts, and PDFs, small mistakes add up fast.

How can software help reduce bidding mistakes?

Purpose-built estimating software automates repetitive tasks like data entry, quantity takeoffs, and revision tracking. Instead of chasing down the latest drawings or retyping costs, your team works from one centralized, accurate system — cutting errors before they happen.

Is automation complicated to set up for small subcontractors?

Not with modern tools like Riffle. You can connect your email or ITB inbox in minutes, and automation starts working behind the scenes — identifying bid invites, tracking updates, and helping you prioritize the right opportunities. No IT department required.

How much time can automation actually save?

Most subcontractors save 6–10 hours per week just by eliminating manual re-entry and version confusion. That’s more time for estimating the next job, reviewing margins, or simply getting home on time.

Does automating bids mean losing control over pricing?

Not at all. Automation handles the busywork — you keep full control over pricing, scope, and judgment calls. Think of it as an assistant that gets the numbers right so you can focus on strategy.

How do I know if my team is underspending or overspending on software?

A good rule of thumb: most subcontractors invest 1–3% of annual revenue in digital tools. If you’re still running bids manually or using outdated systems, the real cost might be hidden in lost time and missed opportunities.

Why does accuracy matter so much in bidding?

Every error compounds — one missed line item or miscalculated rate can erase your entire profit margin. Accuracy doesn’t just win jobs; it protects your business from losses you don’t see coming.

How does Riffle help subcontractors eliminate manual work?

Riffle automates your bidding and project workflows from start to finish. It finds ITBs in your inbox, organizes bid invites, fills in estimating data, and tracks updates — helping subcontractors bid smarter, reduce errors, and grow revenue.

We Understand the Bottlenecks for Subs

My biggest weakness has always been follow-ups—I’m just not great at it. If I had a built-in reminder feature to follow up on projects automatically, that would be a game-changer. I’ve gotten better, but I could still use that extra nudge.

Bryan Dolgin
Project Manager, Division 10 subcontractor

Quoting can be chaotic. You have five different contractors sending out the same bid invite, each named differently. We end up with duplicate bids on the board or miss one entirely because it was labeled another way. There is no clear procedure when invites come in from multiple people.

Dustin Siegel
Project Manager, Division 10 subcontractor

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