B2B Sales Associate (Commission-Based) - A Student Opportunity at Loomline Digital

Position Type: Part-time, fully flexible schedule, commission-based (paid 15-20% per client secured)

Every day, small businesses across Windsor-Essex lose customers simply because they're invisible online - an outdated website, no social media presence, or a brand that doesn't reflect the quality of what they actually do. Loomline Digital exists to fix that. We're a Windsor-based digital marketing agency helping local businesses build a professional online presence - websites, branding, and social media at prices that don't require a big-agency budget.

We're young, we're growing, and we're building something real: a local business for students, proving that you don't need a decade of experience or a corner office to help other businesses succeed. As we expand our client base across Windsor-Essex, we're looking to build out a small, sharp sales team to help us find the businesses that need us most. This isn't a call center job.

This isn't busywork. This is a chance to be part of building something from the ground up, at the exact moment it's happening.

The Role: We're looking for a motivated, outgoing student who isn't afraid to start a conversation with a stranger. Your job is simple in concept, valuable in impact: identify local businesses that could benefit from what we offer, and open the door. You won't be pricing anything, negotiating anything, or closing anything - that part's on us.

Your job is to spark the conversation and get the meeting booked. That's it.



And that's exactly the kind of experience that looks incredible on a resume, because it's the hardest and most valuable skill in business: the ability to generate opportunity out of nothing.

Responsibilities:

- Research and identify local Windsor-Essex businesses that could genuinely benefit from our services
- We strongly encourage employees to reach out businesses in-person for higher chances of closing deals.
- Reach out through social media DMs, email, or other B2B prospecting channels to introduce Loomline Digital
- Track your outreach and responses in a simple shared system
- Book qualified leads in for a short discovery call
- Represent Loomline professionally in every single interaction - you are often the first impression a business owner has of us

Compensation: This is a commission-only opportunity — no guaranteed hours, no base pay, no set schedule. You earn a percentage of the total project value for every client you personally bring in who signs on and pays, paid out shortly after their payment clears. There is no cap on what you can earn.

Bring in one client a month, or five - your effort determines your income, entirely and directly. The full commission structure and payout terms will be shared clearly during onboarding, in writing,



so you always know exactly what you're earning and why.

Who We're Looking For:

- A current student at the University - any program, business or otherwise
- Someone genuinely comfortable reaching out to people directly, whether that's a DM, an email, or a cold introduction
- Self-motivated, able to manage your own time without someone checking in on you
- Hungry for real B2B sales and business development experience that actually means something on a resume or in an interview

Why Join: Total flexibility - work entirely around your class schedule, no minimum hours, ever. Real, resume-defining experience - not an internship where you fetch coffee, actual business development work with actual outcomes. Direct mentorship - you'll work directly with the founder, not buried under layers of management.

Uncapped earning potential - your income is a direct reflection of your own effort and initiative. Ground-floor opportunity - join a business while it's still being built, and watch (and help) it grow from here. Interested?

Then email us with your resume, cover letter (optional) at: [email protected]

This Is For You If: You're tired of opportunities that promise "experience" but really just mean unpaid busywork. You want something where your work has a direct, visible, measurable impact - and where getting better at it literally pays you more. You're not afraid of hearing "no" a few times to get to a "yes." And you want to be able to say you were part of something before it was easy.

📌 B Sales Associate (Windsor)
🏢 Loomline
📍 Windsor