Account Executive Chicago
Rundoo, Inc., Chicago, IL, United States
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to lumber to flooring, over 200,000 such stores across the country sell over $1T of building materials annually using outdated, on‑premises systems.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.
What you'll achieve with us 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.
Requirements ✅ 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.
Icing on the cake 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.
Interview Process 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
Meet the team 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 technology they need to win big. When not working with customers, there's a good chance you’ll find them on the golf course, fully embracing the role of weekend warrior.
Kyle
- Studied history and anthropology at UNCW. Sold for companies large and small, old and new. Experienced in catching snakes barehanded
Luke
- Once a high school Religious Studies and Psychology teacher, later inspired by the Steve Jobs era at Apple Retail to dive into tech. That spark led to a career in SaaS with Salesforce and G2, blending teaching roots with a passion for helping people solve problems through software.
Reggie
- With 39 years in the paint and decorating industry, including time as a Benjamin Moore rep, 20 years as a store owner, and 13 years selling retail management systems, this team member has seen it all. Excited by Rundoo’s rapid growth and the move into hardware and supply stores, they’re passionate about bringing the latest POS technology to independent retailers.
Ryan
- A husband, dad, and sales lead at Rundoo, always passionate about family, the outdoors, and lowering the golf handicap. Success means working hard, having fun, and making a positive impact along the way.
Sam
- Helping small businesses do more than just run efficiently—helping them thrive. As Franklin County Paint put it: “This go-live was the most excited I’ve been about my business in over 15 years.” Built on a family atmosphere, the focus is always on lifting others up and celebrating wins together.
Andrew (CTO): studied computer science & humanities at Stanford; worked as a software engineer and head of engineering at Apple & Anova; danced with the SF ballet (where he met his wife)!
Nick (CEO): studied math & computer science at Stanford; worked as a trader at Bridgewater & Citadel and as a PM at Google & Enigma; distantly related to the founder of the Hershey company
How we've fundraised We've raised $18m across three rounds:
A $2m pre‑seed led by Kent Bennett at Bessemer with participation from Plug & Play, Quiet Capital, and Sequoia.
An $11m series A led again by Bessemer and CRV.
Full medical, dental, and vision coverage (100% of premiums for you, 50% for dependents)
401k with Betterment
Unlimited PTO with 10 company paid holidays
Daily team lunches for those in office
Learning materials and audiobook subscriptions
#J-18808-Ljbffr
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.
What you'll achieve with us 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.
Requirements ✅ 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.
Icing on the cake 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.
Interview Process 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
Meet the team 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 technology they need to win big. When not working with customers, there's a good chance you’ll find them on the golf course, fully embracing the role of weekend warrior.
Kyle
- Studied history and anthropology at UNCW. Sold for companies large and small, old and new. Experienced in catching snakes barehanded
Luke
- Once a high school Religious Studies and Psychology teacher, later inspired by the Steve Jobs era at Apple Retail to dive into tech. That spark led to a career in SaaS with Salesforce and G2, blending teaching roots with a passion for helping people solve problems through software.
Reggie
- With 39 years in the paint and decorating industry, including time as a Benjamin Moore rep, 20 years as a store owner, and 13 years selling retail management systems, this team member has seen it all. Excited by Rundoo’s rapid growth and the move into hardware and supply stores, they’re passionate about bringing the latest POS technology to independent retailers.
Ryan
- A husband, dad, and sales lead at Rundoo, always passionate about family, the outdoors, and lowering the golf handicap. Success means working hard, having fun, and making a positive impact along the way.
Sam
- Helping small businesses do more than just run efficiently—helping them thrive. As Franklin County Paint put it: “This go-live was the most excited I’ve been about my business in over 15 years.” Built on a family atmosphere, the focus is always on lifting others up and celebrating wins together.
Andrew (CTO): studied computer science & humanities at Stanford; worked as a software engineer and head of engineering at Apple & Anova; danced with the SF ballet (where he met his wife)!
Nick (CEO): studied math & computer science at Stanford; worked as a trader at Bridgewater & Citadel and as a PM at Google & Enigma; distantly related to the founder of the Hershey company
How we've fundraised We've raised $18m across three rounds:
A $2m pre‑seed led by Kent Bennett at Bessemer with participation from Plug & Play, Quiet Capital, and Sequoia.
An $11m series A led again by Bessemer and CRV.
Full medical, dental, and vision coverage (100% of premiums for you, 50% for dependents)
401k with Betterment
Unlimited PTO with 10 company paid holidays
Daily team lunches for those in office
Learning materials and audiobook subscriptions
#J-18808-Ljbffr