About Rundoo ℹ️Our 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to lumber to flooring, over 200,000 such stores across the country sell over $1T of building materials annually using outdated, on-premises systems.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 do as an Account Executive at Rundoo 🗒️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.
- 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.
- 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.
- Bonus points 🌟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 (30 min)
- Remote: An informal conversation with our Recruiting Team to get to know one another.
- Round 1 (30 min)
- 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.
- Lunch: If your interview falls near lunch or dinner, you'll join Matt for a meal.
- If you can't make it, we'll find another time.
- Founder Chat (15 mins)
- Remote: Call with our CEO, Nick.
- Reference Check
- Offer
- About The Team 👥Sales
- 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.
- 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.
- Matt
- Studied history at Northwestern; taught middle school in Chicago, led sales for a consumer goods start-up, joined Rundoo as an AE and now leads the sales team; former competitive angler (bass fishing 🎣) and current husband and father (👶)
- 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.
- Compensation 💵Salary: $92,000 annually
- Commission: $100,000 annually (based on performance and targets met)
- OTE Potential: $192,000 annually, with no cap
- Equity: $54,794 initial grant value, vesting over 4 years
- Benefits 🏋️Full medical, dental, and vision coverage (100% of premiums for you, 50% for dependents)
- Life Insurance401k with Betterment
- Unlimited PTO with 10 company paid holidays
- In-office gym
- Daily team lunches Learning materials and audiobook subscriptions
- We use Carta Total Rewards to benchmark a competitive compensation package:
Base Salary: $92KUncapped Commission (On-Target Earnings): $192KIn addition to base and commission, you’ll receive an equity package.
About Our Founders 🌲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.
A $5m seed led by Caitlin Bolnick Rellas at CRV. An $11m series A led again by Bessemer and CRV.
Compensation Range
$92,000
