REVENUE

ACCOUNT EXECUTIVE — MIDWEST

Carry the Midwest book. Close mid-market roofers between $5M and $40M in revenue who are tired of bolted-together CRM, estimating, and crew apps.

LOCATION

REMOTE · CHICAGO HQ-OPTIONAL

TYPE

FULL-TIME

COMP

$140K base / $280K OTE

EQUITY

0.05% – 0.12%

APPLY FOR THIS ROLE

ABOUT THE ROLE

The Midwest is one of our top-three regions and we are under-covered. You will inherit a warm pipeline of inbound leads from blog and storm-tracker traffic, plus a target list of 600 named accounts across IL, IN, OH, MI, WI, MN, MO, IA, and KS.

This is a closing role, not an SDR role. You will run discovery, demo Estimate live, build ROI cases against incumbents, and close in 30–60 days. Average deal size today is $74K ARR, and the top reps are signing two of those a month.

WHAT YOU’LL OWN

→Own a regional quota: $1.4M ARR new business in year one.
→Run the full sales cycle: discovery, demo, ROI case, procurement, close.
→Travel to one industry event per quarter (IRE, Storm Restoration, regional NRCA chapters).
→Feed product the truth — what objections come up, what features tip a deal, what we cannot answer.
→Hit weekly activity floors: 25 discovery calls, 12 demos, 4 closes-or-no's per month.

WHAT WE’RE LOOKING FOR

→5+ years closing B2B SaaS, ideally to mid-market non-tech buyers.
→Carried a quota north of $1M and hit it more often than not.
→Comfortable doing a live software demo without a sales engineer holding your hand.
→Can read a P&L well enough to argue ROI with a CFO who runs his own books.
→Treats the trade with respect. Roofers smell condescension a mile out.

NICE TO HAVE

+Background in construction-tech, field-service software, or insurtech.
+Existing relationships with NRCA chapters, GAF, Owens Corning, or major distributors.
+Spanish proficiency.

HOW WE INTERVIEW

0130-min intro with the VP Revenue.
02Mock discovery call against a real ROOF10X persona we will send in advance.
03Mock demo with the product team.
04Reference checks plus a final call with a customer of your choosing on our roster.

ABOUT THE ROLE

WHAT YOU’LL OWN

→Own a regional quota: $1.4M ARR new business in year one.

→Run the full sales cycle: discovery, demo, ROI case, procurement, close.

→Travel to one industry event per quarter (IRE, Storm Restoration, regional NRCA chapters).

→Feed product the truth — what objections come up, what features tip a deal, what we cannot answer.

→Hit weekly activity floors: 25 discovery calls, 12 demos, 4 closes-or-no's per month.

WHAT WE’RE LOOKING FOR

→5+ years closing B2B SaaS, ideally to mid-market non-tech buyers.

→Carried a quota north of $1M and hit it more often than not.

→Comfortable doing a live software demo without a sales engineer holding your hand.

→Can read a P&L well enough to argue ROI with a CFO who runs his own books.

→Treats the trade with respect. Roofers smell condescension a mile out.