Cayde Accounting and Tax | Full-Time | Independent Contractor | Commission with a Defined Upgrade Path | Remote (Canada or US, Winnipeg preferred)
About Us
Cayde Accounting and Tax is a growing remote Canadian accounting firm. We help owner-managed corporations get caught up — and stay caught up — on bookkeeping, corporate tax (T2), GST/HST, and CRA compliance. Our clients often come to us behind on their filings and stressed about it. They need someone they can trust to fix it properly. That trust starts with the first phone call — which is where you come in.
Our client base is growing quickly, and inbound demand keeps climbing month over month. We're adding our first dedicated sales seat to keep giving every business owner who reaches out the fast, personal response they deserve.
The Role
You'll work leads from the moment they arrive. Business owners reach out through our marketing every day — some book a consultation time directly, others submit a form and are waiting to hear from us. Either way, they came to us: no cold calling, no prospecting, no list-building. Your job is to reach them fast, understand their situation, build genuine trust, present the right engagement, and close it — then stay the client's relationship point through follow-up and beyond.
What your day looks like:
- Call new leads within minutes of form submission — immediate response is the top priority in this role, because minutes-fast contact closes at a completely different rate than hours-later contact
- Run consultation calls, primarily by phone (video for larger or more complex engagements)
- Prepare and send the engagement proposal immediately after each call — as soon as there's enough information to scope it, nothing waits
- Follow up on your sent proposals until they're signed — signed proposals, not sent proposals, are the measure of this role
- Re-engage prospects who missed their appointment and get them rebooked
- Work our existing pipeline of open opportunities — warm conversations already in motion that you can pick up and close from day one
- Reach out to past clients as their next year-end approaches — reactivating them for this year's filings and helping completed clients move onto ongoing monthly services (this is relationship work with people who already know us, not cold selling)
You'll own three numbers from day one: response time on new leads, show rate on booked calls, and proposal-to-signed conversion. We run this business on real data, and you'll see the same numbers we do.
What We Provide
- A steady daily flow of inbound leads and booked appointments — plus existing open opportunities you can start earning on immediately
- Proven offer, proposal templates, pricing guidelines, and an established CRM
- Thorough orientation on our services, pricing, and process — we'll teach you our business; we won't need to teach you how to sell
- Direct access to the founder for complex questions
Compensation — Straight Talk
- Starting structure: 15% of collected revenue on every deal you personally close, paid as the cash lands. Uncapped.
- Our engagements typically run $2,500–$4,000, which works out to roughly $375–$600 to you per close — and larger multi-year engagements pay well more: a recent $12,000 win pays $1,800 in commission on that single deal.
- Clients pay roughly half at signing and the balance when their file completes (typically within about 60 days) — your commission follows the same rhythm: roughly half lands within days of closing the deal, the rest as the engagement wraps up. On that $12,000 example: about $900 at signing, $900 at completion.
- To be fully transparent: commission is earned on money actually received. If a client doesn't pay a portion, commission isn't owed on that portion — you're paid on real collected cash, never on paper.
- Defined upgrade path: as we hit a near-term growth milestone (expected within 60–90 days), a guaranteed monthly base is added on top of commission — the commission rate rebalances when the base is added, structured so total earnings go up at every realistic volume, not down. Full numbers for both stages are put in writing in your agreement before you start.
- Realistic ramped earnings: $2,500–$5,000+/month, uncapped — with live pipeline available from your first week, before the base pay is added at the milestone.
- Full-time from day one, with priority coverage during business hours for immediate new-lead response. Between the live lead flow, open opportunities already in motion, and past-client outreach, this is not a "wait for leads" seat.
Structure
- Independent contractor
- Full-time, Monday–Friday, with base pay added at the milestone per above
- 60-day mutual trial period — a genuine two-way fit check
Who We're Looking For
- Proven sales experience — B2B, financial services, or professional services strongly preferred
- Confident being paid on performance — you know what you close, and you'd rather be uncapped than salaried
- A natural relationship-builder who follows up persistently without being pushy — turning "not yet" into a client through genuine follow-up matters more here than a hard close
- Fast and responsive by nature — you treat a new lead as something to act on now, not something to schedule for later
- Comfortable having direct, empathetic conversations about money, tax stress, and CRA issues
- Detail-oriented — you'll own the proposal and its pricing, not just the conversation
- Business-savvy — you understand how small businesses operate and can talk numbers and priorities credibly
- Located in Canada or the US, ideally within a few hours of Central Time; Winnipeg-based candidates preferred, strong remote candidates welcome; reliable internet and a quiet, professional space for calls
How to Apply
Apply through Indeed and include a short note with your application — a paragraph is fine — covering your sales background and one deal you won through persistent follow-up that a less patient salesperson would have lost. Applications without that note will be treated as incomplete.
We review every application and respond to candidates who are a potential fit within a few business days.
Cayde Accounting and Tax is committed to a fair, respectful hiring process. All qualified applicants will be considered.
Pay: $40,000.00-$65,000.00 per year
Benefits:
Application question(s):
- Briefly describe one deal you won through persistent follow-up that a less patient salesperson would have lost.
Experience:
- sales: 2 years (required)
Work Location: Remote
