Sell for the AI that runs the office for contractors

Who you'd work for

A small team building AI for the trades.

Most contractors miss calls while they're on a job, and every missed call is a job that goes to someone else. Outfitter gives them an AI agent that picks up, answers questions, quotes, books the visit and follows up, plus the website and ads that keep the phone ringing.

You'd be selling something owners feel the first week: booked jobs on their calendar. Founder Eric Smith runs Outfitter and owns BuildFlow Basements, so the people you call are people we understand.

Emma

The AI front desk and marketing agent for trade contractors.

Dario

The roofing agent: talks with homeowners, prices the roof and books the inspection.

BuildFlow Basements

Basement finishing, growing market by market with local remodeling partners.

Open roles

Three seats. Pick the one that sounds like you.

All three are remote, commission-based independent contractor roles (1099). You work leads and accounts from your own rep portal; AI handles the reminders, texts and follow-up emails.

Closer · Warm leads

Inside Sales Rep

Call contractors who already raised their hand, and close them while they're still interested.

RemoteFull or part timeWeekday daytime1099

Pay

$65K–$200K+

a year earning potential, from commission on every account you close. Volume moves it higher.

Contractors sign up for Outfitter every day: they build a free website, meet Emma, or ask for a demo. You call them the same day, show them what Emma does for their business, and close the paid plan.

What you'll do

Call new sign-ups and demo requests from the leads loaded in your portal
Run a short discovery: trade, service area, how many calls they miss
Walk the owner through their own site and Emma, live on the call
Close the upgrade, then hand the account to Customer Success
Log notes and next steps; the system sends the follow-ups

You're a fit if

You have 1+ year closing on the phone
You're comfortable being paid on what you close
You talk like a person, not a script. Contractors can tell.
You can call during weekday business hours, US time
Bonus: you've worked in or sold to the trades

No cold calling. Every call is to an owner who signed up, booked a demo or asked to talk.

Apply for Inside Sales → Two-minute form, then a five-minute screening call.

Sales · Existing accounts

Customer Success

Get contractors winning with Emma, then grow what they use. This is a sales seat.

RemoteFull or part timeWeekday daytime1099

Pay

$65K–$200K+

a year earning potential, from commission on upgrades and on the accounts you keep active.

You own a book of contractors who have already engaged with Outfitter: signed up, trying it, or live. A contractor who books real jobs in week one stays, upgrades and tells other contractors. Your job is to make that happen, then sell the next step.

What you'll do

Run setup calls: call forwarding, services and service area, so Emma books real jobs in week one
Call engaged accounts that stalled before going live and get them across the line
Check in on results, and when an account is winning, upsell: ads, more lines, more markets
Catch the accounts that are drifting and save them before they cancel

You're a fit if

You have 1+ year in phone sales or account management with a number to hit
You like teaching, and you like it more when the customer wins
You can spot the upsell without forcing it
You're comfortable being paid on results

Same skills as Inside Sales, different book. You call people who already know us, so the conversation starts warm.

Apply for Customer Success → Two-minute form, then a five-minute screening call.

Partnerships · Owner-level

Senior Business Development

Find and sign the established contractors who take us into new markets.

RemoteFull timeOwner-level deals1099

Pay

$150K–$400K+

a year earning potential, from commission plus a revenue share on the partners you sign.

We grow through partners, not just subscribers. You'll work two partner programs and carry each deal from first contact to a signed partner and a launched market.

Outfitter growth partners

Established regional contractors, such as a multi-state roofing company, who use Outfitter's AI agents and ad engine to open new markets.

BuildFlow Basements partners

Established remodelers who build BuildFlow basements in their market. BuildFlow brings the brand, the leads and the sales system; the partner brings the crews.

What you'll do

Pick target markets and the owners worth talking to
Work AI-researched lists and drafted outreach on LinkedIn and email; you make it personal and get the meeting
Run owner meetings and the partner presentation alongside Eric
Carry each deal through terms, signing and launch
Bring back what you hear in the market

You're a fit if

You have 5+ years of B2B sales to business owners
Construction, home services, building products or franchise development is a big plus
You've closed deals that took months, not minutes
You're at ease on LinkedIn and on video calls with owners

Apply for Business Development → Add your LinkedIn so we can see your background.

How hiring works

From apply to working, fast.

Apply

Pick a role and fill in the short form. No resume needed to start.

Screening call

Call our screening line, open 24/7. About five minutes, and it books your interview.

Interview

A conversation with our team about the role, the pay and how you sell.

Train and start

Sign the contractor agreement, learn the product and the portal, and start calling.

Apply

Two minutes. Then a quick call.

Send the form and you'll get our screening line. Call it whenever suits you, nights and weekends included. If it's a fit, the screener books your interview on the spot.

Which role?

Inside Sales RepClose warm leads Customer SuccessGrow accounts Sr. Business DevelopmentSign partners

First name

Last name

Mobile phone

Email

Years in sales

Current or last company (optional)

LinkedIn profile (optional)

Your best close, in a sentence or two (optional)

Questions

Before you apply

Is this commission only?

Yes. All three roles are independent contractor (1099) roles paid on results. The ranges shown are earning potential, not a guarantee; what you earn depends on what you close and keep.

Do I have to cold call?

Not in Inside Sales or Customer Success. Those calls go to contractors who signed up, asked for a demo or already use Outfitter. Business Development does reach out to owners who haven't heard of us, with researched lists and drafted outreach to start from.

Where can I work from?

Anywhere with a quiet place to call and a solid connection. You need to be available during weekday business hours, US time, because that's when contractors pick up.

Do I need to know the trades?

It helps, but it isn't required for Inside Sales or Customer Success. We train you on the product and on how contractors buy. For Business Development, experience selling to construction or home-services owners matters more.

What tools do I get?

A rep portal with your leads or accounts, live demos you can show on the call, and AI that sends reminders, texts and follow-up emails so nothing slips.

What happens after I apply?

You'll see our screening line right away. Call it when you're ready; it takes about five minutes and books your interview if it's a fit. If we don't hear from you, we'll text or call to follow up.

Outfitter AI welcomes applicants of every background. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status or any other protected status. These are independent contractor engagements; applying does not create an employment or contractor relationship. Questions: eric@getoutfitter.ai.