Job Description:
Latest job information from Miles Ahead Hosting for the position of Head of Sales & Commercial Operations — COMMISSION ONLY. If the Head of Sales & Commercial Operations — COMMISSION ONLY vacancy in Gibsons matches your qualifications, please submit your latest application or CV directly through the updated Jobkos job portal.
Please note that applying for a job may not always be easy, as new candidates must meet certain qualifications and requirements set by the company. We hope the career opportunity at Miles Ahead Hosting for the position of Head of Sales & Commercial Operations — COMMISSION ONLY below matches your qualifications.
Remote Across Canada | Hybrid Option in Metro Vancouver and the Sunshine Coast, BC Compensation Notice — Please Read Before Applying
This is a 100% commission-only independent contractor opportunity.
There is no base salary, hourly wage, draw, retainer, sign‑on bonus, employee benefits or guaranteed income.
Commission is earned only after eligible client payments have been received and cleared by Miles Ahead Hosting.
Please apply only if you fully understand and are comfortable with a performance-based contractor opportunity.
About Miles Ahead Hosting
Miles Ahead Hosting is a Canadian digital infrastructure, technology, marketing and business‑growth company.
Our services include domain registration, business email, web hosting, website design and development, SEO, branding, social media marketing, digital advertising, custom applications, CRM systems, business automation, lead generation, sales infrastructure, website maintenance and ongoing digital support.
We help businesses connect their brand, website, marketing, technology, operations and sales process into one stronger growth system.
We already have existing customers, active opportunities, a sales team, marketing and creative support, CRM activity and thousands of generated business leads.
We now need an experienced sales and commercial leader who can turn that activity into organized, consistent and paid revenue.
The Opportunity
The Head of Sales & Commercial Operations will lead the sales function, strengthen CRM and pipeline discipline, coach the team, improve conversion, support major closes and help build the company’s commercial and financial operating systems.
This is not a title‑only management position.
You will operate as a player‑coach: leading the team while remaining directly involved in qualification, discovery, proposals, negotiations, stalled opportunities and important closes.
What You Will Own
- Lead, coach and organize SDRs, lead generators, appointment setters, account executives and closers
- Assess team performance and recommend training, reassignment, hiring or removal
- Ensure every viable lead has an owner, stage, value, notes, next action and follow‑up date
- Run pipeline reviews, call reviews, sales training and individual coaching
- Improve outreach, qualification, discovery, follow‑up, objection handling, proposals and closing
- Build a reliable handoff between lead generation and sales
- Personally support major, complex or stalled opportunities
- Create weekly forecasts and report paid revenue, pipeline, proposals, risks and next actions
- Review existing customer relationships for retention, hosting, SEO, marketing, CRM, automation, applications and account growth
- Coordinate with marketing, strategy, design, development and delivery teams
- Protect pricing, delivery capacity, project scope and commercial margins
Commercial and Finance Responsibilities
This position extends beyond traditional sales management.
You will help the Founder build and maintain practical commercial and financial systems, including:
- Project budgets and margin calculations
- Delivery, software and third‑party cost tracking
- Pricing, discounts and payment schedules
- Invoice and payment‑status tracking
- Accounts‑receivable and collections follow‑up
- Commission records and contributor splits
- A 13‑week cash‑flow forecast
- Revenue forecasting and management reporting
- Organized banking, incorporation, contract and compliance files
- Accountant‑ready records for T2, GST/HST, PST and other applicable filings
You will not be expected to act as the company’s accountant, lawyer or tax adviser.
Your role is to maintain organized records, make the company’s commercial position visible, identify missing information and coordinate with the Founder, delivery team and qualified professionals.
Commission Structure
The standard commission pool is 25% of eligible client revenue after payment has been received and cleared.
If you are the sole material sales contributor, you may be eligible for the full approved commission pool.
When lead generators, appointment setters, account executives, closers or other contributors participate, you will determine the proposed internal split based on documented contribution.
For projects above CAD $10,000, an enhanced commission pool of up to 35% may be proposed, subject to project margins and written Founder approval.
There is no automatic leadership override on every team‑generated deal. Commission participation must reflect documented involvement unless an additional written incentive has been approved.
First 30 Days
During your first month, you will be expected to:
- Audit the CRM, lead inventory, active proposals and overdue follow‑ups
- Meet individually with current sales and lead‑generation team members
- Assess each person’s activity, reliability, CRM discipline, strengths and best role
- Establish clear pipeline, reporting, meeting and follow‑up standards
- Create a lead‑prioritization and conversion plan
- Improve scripts, discovery questions, proposal flow and closing practices
- Personally engage important or stalled opportunities
- Review current customers for retention and expansion
- Begin building budget, invoice, collections, commission and cash‑flow tracking
- Deliver a written 30‑day report covering revenue, pipeline, team recommendations, commercial risks and the next 60‑day plan
Must‑Have Qualifications
- Experience managing, coaching and holding salespeople accountable
- Strong CRM, pipeline and forecasting discipline
- Experience personally closing complex or high‑value deals
- Ability to build sales processes, playbooks and reporting systems
- Commercial understanding of pricing, costs, margins and payment structures
- Experience with budgeting, invoicing, commissions, collections or financial reporting
- Ability to work independently and make commercially sound decisions
- Comfortable working hands‑on in a startup or growth‑stage environment
- Fully comfortable with commission‑only compensation
Experience selling websites, hosting, SEO, SaaS, applications, CRM systems, automation, marketing or related digital services is strongly preferred.
Location and Working Arrangement
This opportunity can be performed remotely from anywhere in Canada/Worldwide
Candidates based in Metro Vancouver or on British Columbia’s Sunshine Coast may participate through a hybrid arrangement involving scheduled team meetings, customer meetings, planning sessions or business events.
Daily office attendance is not required.
The contractor will generally manage their own working methods and schedule, provide their own equipment and may serve other non‑conflicting businesses.
Availability is required for scheduled meetings, including some meetings within the 9:00 a.m.–1:00 p.m. Pacific Time collaboration window.
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Job Info:
- Company: Miles Ahead Hosting
- Position: Head of Sales & Commercial Operations — COMMISSION ONLY
- Work Location: Gibsons
- Country: CA
How to Submit an Application:
After reading and understanding the criteria and minimum qualification requirements explained in the job information Head of Sales & Commercial Operations — COMMISSION ONLY at the office Gibsons above, immediately complete the job application files such as a job application letter, CV, photocopy of diploma, transcript, and other supplements as explained above. Submit via the Next Page link below.
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