Account Executive - New Markets

A note from Kyle Sherman, Founder and CEO: We're not a lifestyle company, and we're not an early startup that could be gone in two years. We're profitable, we're going from tens of millions in revenue to hundreds of millions with as few people as possible. That means every person here directs AI agents the way a great Michelin-star chef runs a kitchen: high taste, high standards, and nothing leaves the pass that isn't right. It's hard, the fun kind of hard, and I'm looking for people who feel the same way.

The Role

Flowhub spent a decade building a retail platform for the big categories generic tools serve badly, and the groundwork is done. More than a thousand retailers run their stores on us, we're profitable, and now we're taking that platform into new markets, starting right here at home.

We're hiring an Account Executive, New Markets, for Miami. This is an outside sales role: you'll be in stores across South Florida, across the counter from owners, opening accounts from zero in the new markets Flowhub is entering. Liquor retail is the first, and general retail follows, but the role isn't boxed into one vertical. You'll research the market, run a consultative sale with operators whose whole business runs through the register, and carry each deal to signature, with an elegant decade-plus product behind you.

Here's what makes this the moment. Every new market Flowhub opens gets proven in Miami first. The seller who wins here writes the motion the next markets run on.

You'll be in the field three days out of five, in stores and at operators' tables, and work out of our Coconut Grove HQ the other two. You'll report to Kory Ryan, Director of Sales, who coaches the sales team day to day.

🚀 What You'll Own (Open It, Win It, Build It)

• New markets in South Florida, from zero. Walk into stores, work the phones, and turn independent retailers and multi-location operators into Flowhub customers. The territory is yours to build.

• A consultative sale. Learn an owner's business fast, show them something about their store they hadn't seen, and lead them to a decision they feel good about.

• The field. Store visits, trade shows, distributor and industry events, dinners with operators. Most of your pipeline lives in those rooms.

• The playbook. You're writing the field motion as you run it: what opens a door, what closes a deal, what the next seller should do on day one.

• A clean, honest pipeline. Keep it current in the CRM and forecast it accurately, so the team can back you in the deals that matter.

• Agents on the busywork. Prospect research and deal prep run through AI agents you direct, so you can spend your hours on the conversations that close.

• The number. New logos and new revenue in new markets, against targets you and Kory set together.

💚 You'll Probably Love This Role If:

• You've sold SaaS, and you want the field. You've carried a quota selling software, and you'd rather be in a store than behind a desk all day.

• You hunt. You open accounts with no inbound: the walk-in, the cold call, the first ten logos.

• You're hungry to make a name. Maybe you've climbed fast and want a role this big. Maybe you've sold at a high level at a startup that didn't make it, and you want the one that does.

• You connect with owners. You can earn the trust of someone who built a store with their own money and talk shop on their terms.

• You've changed how you sell because of AI. In the last six months, you've handed whole parts of your process to it, and you can say exactly what you still check yourself.

• You're coachable and low-ego. You'll make mistakes, own them fast, and take coaching as a head start.

• You do the right thing when no one's watching. Integrity is how you sell.

🚩 This Role Probably Isn't For You If:

• You don't sell in Spanish. In Miami the sale happens in Spanish as often as English, so this role needs both, fluently.

• You haven't sold software. This role requires SaaS sales experience. We'll teach you the vertical; we won't teach you SaaS.

• You need inbound to win. These are new markets. You build the book.

• You want to sell from behind a screen. This is an outside sales role. Three days out of five, you're in stores.

• You want to be a one-vertical specialist. This seller follows Flowhub into every new market we open.

🎯 Ideal Background (Not a Checklist)

• A record of closing SaaS against a quota, with results you can walk through deal by deal.

• New-logo selling to owners and operators: independent retail, restaurants, hospitality, or any business where the sale happens in the store.

• Time opening a territory, a market, or a product line nobody had sold before.

• Comfort in a CRM and sales-engagement tools for running a clean pipeline.

• Strong written and verbal communication, in the store and in the follow-up.

• Bonus if you bring it. Time selling POS, payments, or retail software; a South Florida network of store owners; or experience opening a new vertical for a company.

🔑 The Hiring Process: Meet the Team

We respect your time. Each conversation should give you a clearer picture of whether this is the right move for you.

• Stage 1 (Recruiter Screen): A 30-minute conversation with Aaron Friedman, our talent acquisition partner, on your background, what you're looking for, and mutual fit.

• Stage 2 (Sales Team Connect): A 30-minute video conversation with Olivia Self, Principal Account Executive, on how you sell and where you'd fit on the team.

• Stage 3 (Closer Connect): A 45-minute video working session with Josh Brook, Tanner Cosens, and Collin Bannister, Account Executives on the team, built around a live role-play and how you'd run a deal here.

• Stage 4 (Leadership Connect, On-Site): A visit to our Coconut Grove HQ in Miami with Kory Ryan, Director of Sales and the hiring manager for this role, joined by Will Zinsmeister, Chief of Staff. Plan for about an hour.

Total time from first conversation to offer: roughly two weeks for a strong candidate.

🏁 The Deal

Here's what you're signing up for. Flowhub is a small team of high performers. The days run long, the territory is yours to win, and when a deal needs you, the weekend doesn't count. In return, you get a proven platform, leaders who get in your deals, and the chance to open new markets from our home city. If that's the job you want, apply.

🌟 What's In It For You

• Compensation 💰: A competitive base plus commission (on-target earnings), calibrated to experience.

• Full Benefits 🛡: Medical, dental, vision, life, disability insurance, and 401(k).

• Time Off 🌴: Unlimited PTO and paid holidays.

• Where You'll Work 📍: In the field across South Florida, out of our Coconut Grove HQ in Miami.

• The Upside ⚡: You open Flowhub's new markets at home. Win them and the runway to bigger territories, a team, and more ownership is yours to earn.

⭐ Our Values

• Mission-First. We're here to solve real problems for the operators we serve, not to chase what's trending.

• Maximum Urgency. Speed compounds. We act now, not later.

• Own It. No spectators. Everyone runs their part of the field.

• Championship Team. High bar, full trust, no carry-on talent.

• Efficient Execution. We scale process with technology, not headcount.

• Customer Obsessed. We earn our keep in our customers' stores. When something breaks at nine on a Saturday night, it's our problem, and we pick up.

• Positive Intent. We assume the best of each other and earn the right to disagree well.

🏪 About Flowhub

Flowhub exists so that the people who run stores can run them better. We build the retail platform for big categories that generic tools serve badly: point-of-sale, payments, e-commerce, inventory, compliance, loyalty, and analytics, with an agentic AI layer working alongside the operator. We proved it in cannabis, the hardest version of the job, where every new state was effectively a new country with its own regulator, rulebook, tax logic, and reporting. Liquor retail is launching now, and more categories follow.

Today more than a thousand retailers run on Flowhub, processing more than $4 billion in customer sales each year. The people behind those numbers are entrepreneurs: an owner who mortgaged a house to open a first location, a family running eleven locations across two states. Our software lets them ring up sales, stay compliant, run payroll, and hire their next employee. We have been profitable for quite some time, we generate cash, and we are venture-backed, so this is not an early startup waiting on its next round.

We take on the biggest names in commerce software with a small team, and that is a choice. We run about a third the headcount of a company our size, and every person here directs AI agents to produce what three people used to. It is demanding; most people will not want to work this way, and that's fine. For the right person, it is the kind of experience you won't find anywhere else for years.

Founder and CEO Kyle Sherman built Flowhub from the inside out. As a Head of Compliance in the industry's earliest days, Kyle ran headfirst into software that couldn't keep up with the rules and built the platform the industry needed. In 2014, Kyle became the first to integrate with a state track-and-trace system, lobbying Colorado to open the API, which is now an industry standard. Kyle still sets the company's vision and strategy.

We're privately held and backed by top-tier investors, with a board that has scaled software companies to tens of millions of customers.

We hire people, not resumes, and we don't require a degree. If this role excites you and you think you'd be great at it, please apply.

Flowhub is an equal opportunity employer. We don't discriminate on the basis of race, color, religion, sex, national origin, age, disability, sexual orientation, gender identity, or any other protected characteristic. Need accommodations during the application or interview process? Reach out to us at [email protected].