Sales Representative

Connect with business owners and sell them custom AI systems that fix real problems in their operations. Uncapped commission with recurring income on every client you keep.

25% fixed + 10% recurring commissionRemote, anywhereFlexible
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About West Side Teq

West Side Teq is an AI implementation firm founded by Max Douthit, a former commercial loan underwriter who spent years taking businesses apart on paper before he started building software for them. The model is simple. We audit a business to find where it's losing money (missed calls, slow follow-up, uncollected invoices, manual admin), then we design, build, and run the AI systems that fix it. Every client sees the results in a monthly report, in dollars. The company is small, the work is hands-on, and everything we ship runs inside a real business the next day.

The role

West Side Teq sells to business owners, not IT departments. Most of them know AI matters and have no idea where to start. Your job is to find them, open the conversation, understand how their business runs, and determine whether what we build is right for them. You'll work with Max on scoping and closing, then hand off to engineering. You'll learn the product and the industries we serve on the job, but you need to walk in already knowing how to sell and how a business works.

What you'll do

  • Prospect and connect with owners of local, operationally heavy businesses (home services, healthcare practices, property management, professional services, and more)
  • Run discovery conversations to understand where a business is losing time and money
  • Qualify fit honestly; we only sell where the return clearly beats the cost
  • Present our audit and monthly retainer offerings and close
  • Coordinate handoff to engineering and stay connected to the client relationship
  • Meet clients in person in your area when it helps close, and work remotely otherwise

What you'll need

  • At least one year of sales experience with a track record you can talk about
  • A general understanding of how different kinds of businesses operate, so you can assess fit and speak an owner's language
  • Comfort with consultative, relationship-driven selling; this is not a script
  • Self-motivation. You control your pipeline and your income

Nice to have

  • Experience selling to small and mid-sized business owners
  • A background in a service industry, so you know the pain points from the inside
  • Familiarity with CRMs and outbound tools

Compensation

Commission-based, uncapped. You earn on every sale you close, and you keep earning on every client who stays.

How the math works

25% on one-time sales

Sell a $20,000 one-time system build and you earn $5,000.

$5,000on that one sale

10% on recurring revenue

A client on a $5,000 per month retainer pays you $500 every month, for as long as they stay subscribed, with no additional work on your part.

$500every month, per client

The recurring piece compounds. Ten clients on $5,000 per month retainers means $5,000 landing in your account every month, on top of new one-time commissions.

Location and schedule

Remote, anywhere. Businesses are everywhere, so you're not tied to a territory. In-person meetings with clients in your own area are encouraged when they help close; they're not required. Flexible schedule.

Where this leads

Top performers build a recurring book of business that pays every month. As the company grows, this role can lead into sales leadership.

How to apply

Use the form below. We want your name, a way to reach you, and your honest answer to one question: why you. That's the whole application for now. If it stands out, we'll follow up for a resume or portfolio and we'll talk.

Apply for this role.

Four fields. Take your time on the last one.

No resume needed yet. If your answer stands out we'll ask for one, along with a portfolio or a conversation. Start with why you.

Tell us about you, what you've built or sold or learned, and why this role. Take your time. This is the whole application.

Applications come straight to us, not a portal. You'll hear back within a few business days either way.

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West Side Teq considers all applicants on the strength of their work and their answer to one question: why you. We don't discriminate on the basis of race, color, religion, sex, national origin, age, disability, or any other protected status.