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B2B Sales Executive – Commercial Lines Insurance; RIBO-Licensed

Remote / Online - Candidates ideally in
Hamilton, Ontario, E8H, Canada
Listing for: Just Sales Jobs
Full Time, Per diem, Remote/Work from Home position
Listed on 2026-07-04
Job specializations:
  • Sales
    B2B Sales, Outside Sales
Salary/Wage Range or Industry Benchmark: 90000 - 120000 CAD Yearly CAD 90000.00 120000.00 YEAR
Job Description & How to Apply Below
Position: B2B Sales Executive – Commercial Lines Insurance (RIBO-Licensed)

As a B2B Sales Executive, Commercial Lines Insurance, you will sell commercial property and casualty insurance and risk management services to small- and medium-sized business owners and C‑suite decision makers across the GTA and surrounding areas of Ontario. The role is a pure hunter with 100% new business development in Year 1.

The position covers a broad range of industries including construction, manufacturing, technology, food & beverage, life sciences, not‑for‑profit, transportation & logistics, electrical contracting, and landscaping.

Compensation & Benefits Profile A — Industry‑Experienced Candidates
  • Base salary: $70,000 to $90,000+ (scales with experience)
  • Year 1 total compensation at target: $70,000 – $90,000 (2–4 yrs commercial lines or 2+ yrs personal lines, RIBO licensed)
  • Year 1 target: $90,000 – $120,000 (5+ yrs commercial experience, RIBO licensed)
  • Long‑term earnings: $120,000+ — unlimited
  • Commission: 60% of gross commission on new business in Year 1; 25% on renewals
  • Benefits: commission paid monthly (no cap), annual performance bonus (not capped), President’s Club trip awards, health benefits (partially company‑paid), profit sharing, education reimbursement, employee recognition & gift programs, company social events, deferred compensation, salespeople manage own time‑off against performance
Profile B — Non‑Industry Experience Candidates (Full Training Details)
  • Base salary: $70,000 to $80,000 (draw against commissions)
  • Year 1 target: draw plus commission as the rep ramps through structured training and licensing
  • Long‑term earnings: $120,000+ — unlimited
  • Commission: 60% of gross commission on new business in Year 1; 25% on renewals
  • Benefits: same as Profile A
Office Location & Sales Territory
  • Head office:
    Hamilton, Ontario, Canada
  • Territory:
    Open — GTA and surrounding areas (Hamilton, Burlington, Oakville, Mississauga, Toronto, and Ontario more broadly)
  • Hours:

    40 hours/week, Monday‑Friday; occasional evenings/weekends as required
  • Overnight travel:
    None required
  • Dress code:
    Business casual for client‑facing activities
  • Valid driver’s licence & personal vehicle required
Work Arrangement (by Profile)
  • Profile A: 5 days per week office training (1–3 months based on experience) → remote work thereafter with visits as agreed
  • Profile B: 5 days per week office training (extended ramp) → remote work thereafter with visits as agreed
Experience, Background & Education Requirements Profile A — Industry‑Experienced
  • 2–4 yrs commercial lines sales experience (sweet spot); 5+ yrs considered for higher base
  • Minimum 2 yrs personal lines sales
  • RIBO licence required before start; OTL licence acceptable depending on depth
  • Experience with major Canadian carriers (Intact, Aviva) is an asset
  • Proven B2B outside sales track record – hunter with new business history
  • Post‑secondary education or equivalent professional experience
  • Basic proficiency in MS Excel, PowerPoint, Word; CRM experience an asset
  • Valid driver’s licence & personal vehicle required
Profile B — Non‑Industry Experience (Full Training)
  • Proven B2B outside sales – selling to owners, CEOs, CFOs, VP leaders
  • No insurance experience required – full training & RIBO licensing support provided
  • Experience with long sales cycles (6+ months) and multiple stakeholders an asset
  • Commit to 5 days per week in‑office during full training
  • Post‑secondary education or equivalent professional experience
  • Basic proficiency in MS Excel, PowerPoint, Word; CRM experience an asset
  • Valid driver’s licence & personal vehicle required
Technical Skills
  • Microsoft Word – basic
  • Microsoft Excel – basic
  • Microsoft PowerPoint – basic
  • CRM software – basic (asset; proprietary system used)
The Product / Service / Solution
  • Commercial property & casualty insurance
  • Risk management advisory services
  • Claims advocacy & support
  • Specialist practice‑area solutions across construction, manufacturing, technology, food & beverage, life sciences, not‑for‑profit, transportation, electrical contractors, landscaping, etc.
Prospective Customers / Industry Focus / Decision Makers
  • Small‑to‑medium businesses (20–100 employees) with revenues $5 M–$10 M
  • Industries: construction & developers, manufacturing, technology, food & beverage, life sciences &…
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