Account Executive Chicago

Our mission is to empower independent supply stores with best-in-class technology. Think of your local hardware store or mom-and-pop nursery—these are our clients. From paint to lumber to flooring, over 200,000 such stores across the country sell over $1T of building materials annually using outdated, on‑premises systems. We’re aiming to help them modernize so that they can continue to thrive.

Backed by leading investors including Bessemer and CRV, we've raised $18M across three rounds and are growing quickly. Our team is made up of builders, sellers, and industry veterans with a shared goal: to bring modern technology to an overlooked industry.

You'll be on the ground floor of a high‑growth, venture‑backed startup reshaping how building materials retailers run their businesses.

You'll be based out of Chicago /
Chicagoland and lead the entire sales process from lead generation to close. This role is primarily outbound sales through a combination of inside and outside sales strategies. You’ll report to Rundoo’s Head of Sales, and work closely with a team of peers who do the same role in other regions:
Kyle , Ryan , Sam , and Andy . Plus, you will collaborate closely with industry veterans like Reggie and a team of accomplished implementation professionals and BDRs.

You’ll spend about 50% of your time in‑person in office
, collaborating closely with team members, and 50% traveling throughout your territory to meet customers in‑person.

We use Carta Total Rewards to benchmark a competitive compensation package:

Uncapped Commission (On‑Target Earnings): $192K

In addition to base and commission, you’ll receive an equity package.

You live in the Chicago /
Chicagoland area and can work from our office ~50% of the time
.

You are excited to close deals and carry a quota
.

You have a valid U.S. driver’s license
.

You’re energized by frequent travel (~50%) across your assigned states.

You love building strong relationships with customers: from first conversation through close.

You've successfully closed new business deals in the $15K–$20K ARR range
, especially at Series A startups or companies in a similar growth stage.

You have experience hunting and closing net‑new business in a field sales role.

You’re familiar with the building materials or construction supply industry: ideally retail.

You love friendly competition and thrive in a high‑performance team.

You’ve sold a product that is new to the market or required process change for the customer.

Intro Call (20 min) - Remote

An informal conversation with our Recruiting Team to get to know one another.

Round 1 (1 hour total) - Remote:

A fast‑paced learning session with Matt, our Head of Sales:

Cold Call Exercise
:
How you qualify prospects, uncover pain points, and set up the next steps in the conversation.

Experience Discussion
:
Diving into your sales background and talk about the skills and qualities that will help you succeed in this role.

Round 2 (2 hours total) - In‑person:

Discovery
:
Understanding the prospect’s pain points and how Rundoo solves them.

Demo
:
Showcasing how Rundoo meets the prospect's needs.

Close
:
Closing the deal or disqualifying based on the conversation.

Meal
:
If your interview falls near lunch or dinner, you'll join Matt for a mea. If you can't make it, we'll find another time.

Final Call (15 min) - Remote:

Call with our CEO, Nick.

Reference Check

Offer

Marketing

Clara - Studied Literature at UCL before moving into growth strategy at Nabla, a health tech startup in Paris. Later transitioned to Sales at Verkada in London. My current side hustle:
Clara’s Cashew Butter.

Implementation

Jason - Former paint store manager, early client of Rundoo, now helping businesses experience the benefits of Rundoo.

Leigh - Former high school math teacher who has applied their love of teaching to the implementation space. Avid concert goer and traveler!

Andy - An Oklahoma State alum (Go Pokes!) and proud dad with over 10 years of tech sales experience, this team member has found a passion at Rundoo in helping the Davids of the world take on Goliath—giving small businesses the tools and…