Head of Sales
- Compensation
- CA$150K–CA$180K base; CA$300K OTE
- Work mode
- Hybrid/On-site
- Location
- Toronto, ON
- Industry
- Immigration Services · Legal Services · High-Volume Sales
- Posted
- 12 Oct 2026
Your market value for this role
Compared with 17 live mandates (all Head of Function mandates).
Base salary only; excludes equity and bonus. Benchmark your own package →
The mandate
Unify and lead a high-volume sales team across several consumer legal-service offerings. Own the revenue target, forecasting, coaching, and hiring plan, using a large inbound lead flow to improve conversion and make growth more predictable.
Key responsibilities
- Lead a team of sales professionals across the core service line and emerging practices.
- Translate revenue targets into team capacity, hiring plans, and operating forecasts.
- Run weekly pipeline and forecast reviews, call reviews, role plays, and one-to-ones.
- Recruit, onboard, set quotas for, and performance-manage sales team members.
- Partner with marketing, growth, and legal operations to improve lead quality, speed-to-contact, and handoffs.
What you bring
- 5+ years of sales experience, including at least 1–2 years leading a sales team.
- Experience managing fast, high-volume consumer or SMB sales with short sales cycles and frequent lead flow.
- Direct ownership of forecasting and revenue outcomes.
- Experience in a smaller, entrepreneurial business; large-enterprise-only backgrounds may be less suitable.
- Must already be authorized to work full-time in Canada and be Toronto-based for a hybrid schedule; legal or LegalTech experience is advantageous.
Location & engagement details
Toronto, Ontario, Canada · Hybrid
Full-time, approximately three days per week in the Toronto office. CA$150K–CA$180K base with CA$300K OTE; variable compensation is uncapped with accelerators. No visa sponsorship. Interview stages include hiring-manager discussions and a take-home/final assignment.
About this mandate
This is a live head of function mandate I refer executives to directly. The role sits in immigration services · legal services · high-volume sales and is located in Toronto, ON on a hybrid/on-site basis, with compensation of CA$150K–CA$180K base; CA$300K OTE.
This is a confidential search. Read the brief above, then apply below for this role. The company name is shared once there's a close match and mutual interest.
Most senior mandates are filled this way — privately, before any listing exists. Read how unadvertised executive roles actually get filled.
- This is a confidential search. The company name and full role details are only discussed on a call with one of our recruiters if there is a close match.
- We use your details — your LinkedIn profile URL and email address — to match you against this mandate and any other closely matched roles.
- A verifiable email address, LinkedIn profile and a recent PDF resume are required. Submissions from bots, spammers or unverifiable profiles are removed.
- There is no call booking at this stage. Calls are scheduled only after we identify a close match.
Who I consider
- C-suite, EVP/SVP, VP and Head of function leaders
- Proven scale-up, venture-backed or enterprise leadership experience
- Track record of building and leading teams in the relevant function
Final hiring decisions rest solely with the hiring company. Outcomes depend on role availability and decisions made by the hiring team.
Apply — Head of Sales
This application is for this role only. I review it against the brief above and contact you if there's a close match.
- This is a confidential search. The company name and full role details are only discussed on a call with one of our recruiters if there is a close match.
- We use your details — your LinkedIn profile URL and email address — to match you against this mandate and any other closely matched roles.
- Handled confidentially — your details are never shared without your consent.
- A referral is an introduction, not a guarantee of an interview or an offer.
- Final hiring decisions rest with the hiring company; outcomes depend on role availability and their decisions.