Construction Advisor - Subcontractor Owners & Consultants

Job Description

Why this might interest you

You've spent a career in construction, a lot of it working under someone else's GC. You know the bid that never went out because nobody had time to write it, the change order done on a handshake and never paid, the pay app kicked back over a missing lien waiver. And you've watched AI arrive in this industry sold by people who have never done the job.

You're past wanting another full-time role. You're not done either. You'd rather build something than take the occasional consulting call.

You want to work for yourself, on your own schedule, with real ownership in what you help create. And you want the next thing you build to change how this industry works, not just keep it running.

If that's you, we should talk.

Who we're looking for

Owners and former owners of specialty subcontractors (mechanical, electrical, plumbing, steel, concrete, drywall, roofing) who work under larger GCs

Consultants, estimators and project accountants who know how big-GC bids, change orders and pay applications actually get approved

15+ years in construction

Structure

Fully remote, 1x per week calls and async input

Designed to fit around your existing work

Equity and paid engagement compensation

About Guide

Guide AI is building an AI platform for operations-heavy industries, starting with insurance and now construction. Big GCs run on a system of bids, scope letters, change orders, pay apps and lien waivers that nobody ever taught small subs. We're building AI that runs that system for them, so they win more of the work they bid and get paid for all of the work they do.

What the role actually looks like

Most weeks, it's a conversation. Product feedback, strategizing on sales calls, helping us break in the door, consulting on client engagements as the subject matter expert.

Your expertise is valuable in:

Where subs lose money on big-GC jobs: no-bid invites, unpapered change orders, rejected pay apps, messy closeouts

What a GC's estimator and PM actually want to see in a bid package, change order or pay application

Networking with sub owners and the GCs they work for

Positioning and selling to subcontractors: pricing, objections, who makes the call

Stress-testing our product against what actually works on a job

What we're building

AI-drafted bid packages and scope letters, turned around in 48 hours, written the way each GC's estimator wants them

GC prequalification packets so subs get on more bid lists

Change order drafting and tracking, so the paperwork is approved before the work is done

Pay applications, notices and lien waivers prepared on time, every month

Closeout packages that get you invited back

Putting a firm's project history to work with AI: finding what past jobs teach about pricing, risk and rework

About the team

Our team brings deep construction industry experience along with experience from the Lloyd's of London insurance market, startup company-building, and AI product/infrastructure work. Across the team, we have built three AI products.

Guide is backed by Sisu, a Silicon Valley startup incubator with LPs including operators and early builders behind companies like Skype, PayPal, and First Round Capital.