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How to onboard a new construction estimator in two weeks

A two-week onboarding plan for handing a new estimator the trade list, the bid process and the subcontractor relationships, without losing any of the three.

Short answerClean the list first, spend week one on structure and process, and week two on introductions to key subs. Hand over a one-page written guide so the answers outlive the walkthrough.

A new estimator inherits a list they didn't build and relationships they don't have. The usual handoff is a spreadsheet, a forty-minute walkthrough, and "you'll figure it out." And they do, eventually, somewhere after inviting a sub that went out of business and phoning someone who retired. This plan is faster than that. It assumes the new hire can already estimate. What it covers is the trade list, the relationships and the invitation process, which is the part nobody teaches and everybody expects people to know.

Before day one: clean what you're handing over

You can't onboard someone to a mess. If the list has duplicates, dead contacts and "ask Paul" in the trade column, spend two days on it before the new person starts. There's a rebuild guide and a cost-code guide for exactly this. Also make sure there's precisely one copy in a shared place, and that the new estimator edits that copy from day one rather than a version they saved to their desktop.

Week one: the list and the process

Day 1, the tour

An hour on structure, not rows. How the list is organised, what the columns mean, the status values, how the regions are defined. Show them the cost-code tab and make the point that they filter by code, never by trade name. Then open the last bid round's tracking and walk through it as a story: "eight invited on mechanical, five bidding, one dropped out on day 15, here's what we did about it." A real round teaches more than any explanation of the columns.

Day 2, the process on paper

Give them the written bid round checklist (here's a base to adapt) and go through it once, slowly. Cover the house rules explicitly, because they aren't obvious to someone from a shop that did it differently:

  1. One person, one email. Never Bcc.
  2. Trade and due date in the subject line.
  3. Ask for a reply every time.
  4. Follow up non-responders on day 3 or 4, and only non-responders.
  5. Every addendum goes to everyone still in.
  6. Update the tracking before replying to the sub, not after.

Days 3 to 4, shadow a live scope

Have them do one scope end to end on a real bid while you watch. Filter by code and region, choose who to invite (and explain why you'd leave certain names off, which is where the real knowledge is), send, log, handle the replies. If you use invitation software, this is where they learn it. If it's Outlook and a spreadsheet, this is where they learn the merge. Whichever it is, the first send should happen with you in the room.

Day 5, the people

Take the whole afternoon and go through the top forty subs. For each one, say what the list can't: who to phone rather than email, who's slow but always shows up, who bids sharp but excludes everything, who not to put on the same job together. Have the new estimator type it into the Notes column as you go, in their own words.

This is the afternoon most handoffs skip. It's also the one that matters most.

Week two: the relationships

Days 6 to 8, introductions

An individual email to each of the top forty. "This is Sam, joining our estimating team. You'll hear from Sam on invitations from now on; I'm still here." Cc the new estimator. Not a Bcc, obviously.

For the ten most important, a five-minute phone call with the new estimator on the line. An hour of your time in total, and the sub knows Sam's voice when it matters on bid day.

Day 9, first scope solo

A whole scope on a real bid, start to finish, on their own. Check the tracking at the end of each day rather than after each send. Let the small mistakes happen and get fixed; that's what they're for.

Day 10, review

What went well, what surprised them, which subs were confusing. Update Notes with anything new that came up. And ask what in the list or the process didn't make sense, because fresh eyes find things the rest of you stopped seeing years ago.

The one-page handover document

Kept with the list, and it should cover: where the list lives and who owns it, the status values and what each one means, the region definitions, the six house rules, who to ask about which trades, and the invitation, follow-up and addendum templates (starting point here).

That page is worth more than the walkthrough, for the simple reason that it's still there in month three.

Mistakes to expect, and not worry about

Inviting too many, because they don't know who's good yet. That narrows on its own. Missing the sub that's filed under an old company name; fix the name. Following up too much or too little; show them the cadence again. Being slow to pick up the phone; sit next to them for the first few calls.

None of these are character flaws. They're the cost of a list that lives partly in people's heads, and the fix is getting more of it out of heads and into the list.

A note on tools

If the list, the templates and the response history all live in one shared place, rather than in personal Outlook accounts and desktop spreadsheets, onboarding gets a lot easier, because the new estimator can see what the last person did. Invite All is set up that way, with a shared directory, shared templates and per-contact history, which is why a new estimator on it can run a scope on day three rather than week six. The plan above works fine with a spreadsheet too. It just leans harder on that Day 5 afternoon.

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