Hire Another Estimator, or Make the Four You Have Faster?

Most contractors reach for a fifth estimator. Often the real problem is not how many estimators you have. It is what each one has to fight to get a bid out.

Brad Berlin  |  May 2026  |  Estimating

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When a commercial estimating team falls behind, the conversation in the office is almost always the same. Bids are going out late, or going out rushed, and the fix everyone reaches for is another estimator. It is the obvious move. It is also, often, the expensive one.

In an earlier piece I walked through where the hours in a commercial bid actually go, and the short version is that they do not go where people assume. Before you post a job listing for a fifth estimator, it is worth asking a harder question. Are your four estimators slow because there is genuinely too much work for four people, or because each of the four spends a large part of the day on work that is not estimating?

Those two situations look identical from the outside. Bids are late either way. They have opposite fixes.

The staffing problem that is often a workflow problem

An estimating team falls behind for one of two reasons. The first is a genuine capacity problem: the volume of bids truly exceeds what the people can produce, even working clean. The second is a workflow problem wearing a staffing problem's clothes. Each estimator spends a large share of the week on coordination rather than estimating, so the team's real estimating capacity is a fraction of its headcount.

This distinction is the whole decision, because the two problems point in opposite directions. A capacity problem is solved by adding a person. A workflow problem is made slightly worse by adding a person, and it is worth being clear about why.

Where an estimator's hours actually disappear

Watch a bid move through a shop and the lost hours are not where you would guess. They are not in the takeoff, which takeoff software has largely compressed. They are not in the judgment, the scope reading and the leveling and the final number, which is the part you are actually paying an estimator for. They disappear into the space between the stages.

That space is coordination. Chasing subcontractors for quotes that have not come in. Rebuilding or reconciling the abstract sheet for each new bid. Re-keying numbers out of one tool and into another because the tools do not talk to each other. Hunting for which version of a workbook is the current one. Reloading mental context every time the estimator switches between three live bids sitting at three different stages. Redoing a section of a bid because a late quote or a drawing addendum rippled through everything downstream of it.

None of that is estimating. All of it is on the estimator's clock. Call it coordination drag. It is invisible on any timesheet, because the timesheet just says "bid prep," but it is the single biggest reason a four-person team produces like a smaller one.

Why coordination drag does not divide across more people

Here is the part that decides the hiring question. Coordination drag behaves like debt. Every disconnected tool, every manual hand-off, every emailed spreadsheet version is a small recurring tax, and the tax compounds as bid volume rises.

And it does not split across a bigger team. It multiplies. A fifth estimator adds a fifth set of hand-offs, a fifth person asking which file is current, a fifth running context to keep coordinated with the other four. You added a person's worth of capacity, and you also added a person's worth of coordination surface. The new hire inherits exactly the same drag the other four are already fighting. It is genuinely possible to end up with five people moving a little slower than four would move in a workflow that was not fighting itself.

When hiring really is the right call

None of this means hiring is wrong. Sometimes it is exactly right, and it is worth being honest about when.

If you watch where your four estimators spend the week and most of it is genuine estimating, interpreting scope, leveling sub quotes, making the number, the judgment work, and they are simply out of hours, then you have a real capacity problem. Workflow redesign cannot manufacture more judgment capacity. There is a ceiling on how many considered bids a person can produce, and if your team is at that ceiling and you want to chase more work, you need another estimator. No system changes that. Hire.

When fixing the workflow is the higher-leverage move

If instead you watch the four and a large share of the week is the coordination drag, the chasing and the re-keying and the version-hunting and the rework, then a fifth estimator will inherit all of it, and the higher-leverage move is to close the seams in the workflow before you add anyone.

Closing those seams gives capacity back from the four estimators you already have. No new salary, no months-long search for an experienced commercial estimator, no months-long ramp. And it is not an either-or choice. If you tighten the workflow and the math still says you need a fifth, you now hire into a workflow that does not bury new people. A clean workflow has far less tribal coordination knowledge to absorb, so a new estimator becomes productive in weeks instead of months.

What implementation changes, and what it does not

Closing the seams means the system carries the work between stages instead of a person carrying it by hand. Takeoff quantities move into the bid workbook without being re-keyed. Incoming sub quotes get organized into one comparable shape so leveling can start. The current version of a bid is never in question. Follow-ups to quiet subs go out without someone having to remember to send them. That is the coordination drag, and it can come off the estimator's plate.

What does not change is the estimating. The estimator still owns the go or no-go call, still reads the scope, still makes the leveling judgments, still sets the final number. None of that should move to a system, and the goal was never fewer estimators. The goal is estimators who spend their hours estimating instead of coordinating.

The honest test. Before you post the job, watch where your current estimators actually spend the week. If it is mostly judgment, hire. If it is mostly coordination, a fifth person inherits the same drag. Tighten the workflow first, and if the math still calls for a fifth, they will be productive far sooner.

The question to ask before you post the job

The hire-or-fix decision does not get answered by counting bids or counting people. It gets answered by counting hours, specifically by knowing how much of your estimating team's week is estimating and how much is coordination. Most shops have never actually looked, because the coordination hours hide inside "bid prep" and never get named separately.

Look first. The answer to whether you need a fifth estimator is sitting in how the four you already have spend their Tuesdays.


If you are weighing a new estimating hire, a free 30-minute operations audit is a useful second look before you commit to the salary. I walk through how a bid moves through your shop and show you where the hours are actually going, so the hire-or-fix call gets made on what your team really spends its time on. No pitch, no obligation.

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Brad Berlin

Founder, Berlin Management Group  |  Phoenix, AZ

Brad is an operations executive who works with Phoenix construction and construction-adjacent businesses, implementing AI into the workflows that run estimating, bids, and project administration.

A note on sourcing: this article draws on first-hand discovery work observing how a Phoenix commercial general contractor runs its estimating process, alongside general commercial estimating practice. It describes a workflow pattern, not a client case study, and every observation here is generalized. No company, project, or figure in this article identifies a specific business.