Director Of Growth
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This one's for the Sales Leader who's tired of Big Corporate and wants the Entrepreneurial experience within an established multimillion-dollar company
This company isn't a giant. That's the point. The upside growth is the opportunity you're walking into
They're a modern, growth-minded group benefits brokerage with a differentiated platform, real founder backing, and a seat wide open for someone who wants to build — not maintain.
I'm placing their Director of Growth (there is a player/coach element)
THE ROLE: GTA-based | Ontario-wide travel | Hybrid (field-first)
Base: $120K–$150K | OTE: $225K (uncapped) - Employee Benefits Brokerage industry
Full benefits | RRSP matching | 3 weeks vacation | Mileage + laptop + phone
WHAT YOU'RE WALKING INTO:
✅ Founder-led company with real infrastructure and national partnerships
✅ Integrated model with their sister corporation (leads flow back and forth) — a story most brokers can't tell
✅ A book of business to grow, three AMs to develop, and a direct line to leadership
WHO THEY WANT:
→ 5–10+ in Sales Leadership with IDEALLY a few years in group benefits, insurance (brokerage or carrier side)
→ A hunter — new business DNA, not just renewal management
→ Consultative, trust-based seller comfortable in long cycles
→ LLQP licensed (massive bonus)
→ GTA-based, has a car, field-first mentality (travel within Ontario mostly)
→ Self-directed — no quota needed to stay motivated
Your day-to-day will look something like this:
- Leading a team that is: Prospecting and developing new business with HR leaders, finance teams, and business owners in the SME space (avg. ~50 lives;
blue-collar, industrial, mining sectors) - Attending and driving attendance at bi-monthly client/prospect events
- Coaching and elevating three account managers who currently operate in silos
- Leveraging their integrated model to tell a differentiated story in market — one most brokers simply can't match
- Closing without a safety net and building toward leading a team underneath you
Interested or know someone who should be?
Apply using the link
(I know everyone who applies or reaches out to me about this role is going to be extraordinary, but I might not be able to get back to everyone)
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