Sales Representative — Commission-Based | Remote
Location: Remote — Toronto, ON preferred Job Type: Contract Hours: Flexible Compensation: Commission-based, uncapped
About Dolan Digital
Dolan Digital is a web design startup helping small businesses build a professional online presence. We build clean, modern websites for local businesses — cafés, trades, studios, and everything in between — fast, affordably, and with no lock-in contracts.
We're a small, ambitious team at the start of something real. The person who joins now isn't just filling a seat — they're getting in on the ground floor with genuine earning potential as we scale.
The Role
This is a full-cycle sales position. You'll take leads from first contact through to a closed deal — no hand-offs.
You'll be calling pre-qualified leads (small businesses with no website or an outdated one), generating interest, and booking discovery calls. You'll run those calls yourself — walking prospects through a custom website mockup and presenting our full range of packages and services.
Beyond one-time sales, you'll build recurring income by signing clients onto ongoing plans: hosting, maintenance, and content creation. Every client who stays subscribed keeps earning you monthly commission.
What You'll Be Doing
- Cold calling pre-qualified leads from a list we provide
- Booking and running your own discovery calls
- Presenting custom website mockups and walking clients through their options
- Selling website packages alongside hosting, maintenance, and content subscriptions
- Following up with warm leads who didn't commit first time
- Handling objections and guiding prospects toward the right package
- Logging all activity in a shared CRM
What We're Looking For
- Experience in cold calling, sales, or customer-facing roles
- Natural and confident on the phone and on video — not scripted
- Comfortable presenting a product and guiding someone toward a decision
- Resilient under high call volume — rejection doesn't rattle you
- Self-directed with strong pipeline management
- Reliable and responsive — we're a small team and communication matters
- Someone who wants ownership of their role, not just a paycheck
Toronto or surrounding area preferred.
Compensation
- One-time commission on every website package you close
- Recurring monthly commission on every client signed onto a hosting, maintenance, or content plan — passive income that grows as your client base does
- No cap on earnings
Full commission structure discussed during the interview.
What We Provide
- Pre-qualified lead list — you're never calling blind
- Full call script and objection handling guide
- Discovery call walkthrough for presenting mockups and closing
- Complete training on our full service offering
- Direct support from the founder
- A clear path to grow as the company does
Why Now
We're early. The person who joins now gets to build their own recurring client book from scratch and grow their role as the business scales. If you want a ceiling, this isn't it.
How to Apply
Click Apply and include a short note — who you are, why this role suits you, and what appeals to you about an early-stage startup. No formal cover letter needed. Keep it genuine.
We're reviewing applications on a rolling basis and moving quickly.
Pay: $20,000.00-$65,000.00 per year
Benefits:
- Flexible schedule
- Profit sharing
- Work from home
Work Location: Remote
