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Head of Sales

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Alan

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Location:
Canada , Toronto

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Category:
Sales

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Contract Type:
Not provided

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Salary:

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Job Description:

For our Canada growth, we're looking for a Head of Sales to build our upcoming Sales team across Canada! This will be a game-changer for Alan as we move from being Toronto focused to expanding across a country of 41M people and CAD $64B+ – with the industry growing 7.5% vs. 2023!

Job Responsibility:

  • Build our upcoming Sales team across Canada
  • Be responsible for a Sales team of ~9 individuals (and rising) completing full sales cycles from prospection to onboarding
  • Set the structure in line with the global cadence as we organise the first sales team in Canada
  • Bring the incredible Alan experience to Canada
  • Create, innovate and execute our go-to-market strategy
  • Think of creative ideas that push us to achieve our EOY goals - through outbound, hosting community events, attending conferences, writing content online & any other channel that increases your empathy and understanding of the market’s challenges
  • Work closely with our Growth / Marketing Lead to build relevant campaigns, events, sponsorships and other initiatives
  • Go create leads/strategies/ideas through action

Requirements:

  • At least 8 years of Sales experience
  • At least 2 years of team lead experience
  • Sustained great performance in your current role
  • You will need the LLQP license for the role

Nice to have:

  • You're super ambitious and willing to be scrappy & autonomous in launching a new market segment
  • You have experience coaching others and supporting their growth
  • You want to open a new market segment in a bilingual country (French is a bonus)
What we offer:
  • Competitive salary + equity
  • No commission
  • We cover the cost & give you the space you need to ace the LLQP exam
  • Monthly TTC Pass
  • Generous employer matching program for your RRSP
  • Delightful healthcare insurance: great benefits through Alan’s Canada app
  • Amazing office space with free lunch, right in the heart of the financial district (King & Yonge)
  • Flexible leave policy: we trust Alaners to take the holidays they need, and no pre-approval is required
  • Personal growth through coaching: every Alaner is paired with a dedicated coach from day one
  • Parental leave: extended parental leave for all new parents

Additional Information:

Job Posted:
January 09, 2026

Employment Type:
Fulltime
Work Type:
On-site work
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