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Head of Sales

2 weeks ago

Toronto, Ontario, Canada Super Advisor Full time $120,000 - $150,000 per year

About the Role

We're looking for a
Head of Sales
who knows how to close. Someone who's built and run a real pipeline — fast-moving, high-volume, and full of serious prospects — and can turn qualified leads into signed, multi-advisor deals.

At
Super Advisor
, we're building the operating system for wealth management — an AI-powered platform that unifies CRM, workflows, financial planning, portfolio management, and compliance. Your job is simple:
convert qualified opportunities into wins
across Canada and the U.S.

In the U.S., that means bringing small to mid-sized RIAs onto our platform. In Canada, it means selling advisors and teams to join our Portfolio Manager platform. The team will support you with inbound and outbound pipeline generation — you'll own everything from qualification to closing.

What You'll Do

  • Take qualified leads across the finish line
    — from first meeting to signed agreement.
  • Manage a
    high-volume, metrics-driven pipeline
    with consistent weekly movement and visibility.
  • Deliver compelling demos and ROI-driven proposals to firm owners and senior decision-makers.
  • Collaborate with marketing, partnerships, and product teams to sharpen positioning and deal structure.
  • Build strong relationships in the independent advisor ecosystem — PM firms, CIRO dealers, and multi-advisor networks.
  • Drive
    predictable revenue growth
    across both Canadian PM and U.S. RIA channels.

What You Bring

  • 5+ years of
    sales experience in wealth management or financial technology
    , selling to RIAs, Portfolio Manager firms, CIRO dealers, or multi-advisor groups.
  • Proven track record of
    closing 6 to 7-figure SaaS or platform deals
    in financial services.
  • You've owned a number — and consistently beat it.
  • You understand advisor independence, compliance structures, and transitions.
  • You're confident in the room, quick to adapt, and thrive in a fast-paced, founder-led environment.

Location

  • Toronto is ideal
    , but not required.
  • Candidates must be based in
    North America
    (U.S. or Canada) with the ability to travel for key meetings and conferences.

What Success Looks Like

  • Consistent, high-volume pipeline with
    clear metrics and strong close rates
    .
  • Expansion of Super Advisor's footprint across both
    Canadian PM
    and
    U.S. RIA
    segments.
  • Reliable, growing ARR driven by enterprise and platform-level deals.
  • A reputation internally as the person who
    gets deals done
    .

Compensation

Compensation includes an attractive base salary, performance-based commission, and potential for equity participation.