Who you are

• 3-5+ years of experience in B2B sales, preferably with a SaaS company, in challenging environments
• Experience selling to HR stakeholders at SMBs with 25-100 employees
• Strong empathy for customers and passion for personal development & growth
• Highly organized with exceptional follow-up skills
• Ability to create high-touch strategies adapted to each prospect
• Deep understanding of value drivers in health & insurance businesses
• Ability to manage influence through persuasion and negotiation
• Desire to learn fast, work in fast-paced environments and make an impact from day 1
• Super passionate about healthcare and benefiting the health experiences for Canadians
• Can both build strategic plans with a leadership team and do the work yourself!
• Think analytically and can communicate clearly in English with the team
• Experience collaborating with internal teams (Strategy, Sales Ops, Marketing, Product, Success)
• Methods for challenging others to improve product and strategy constructively
• Based in (or willing to relocate to) Toronto
• Knowledge of French is a plus

What the job involves

• As a Founding Account Executive in Canada, you will be at the heart of Alan's growth in Canada and best positioned to lead our team moving forward if you overachieve
• You will take our GM's outbound model that has built >$10M ARR in pipeline and build the processes & rigour around it to scale us nation-wide. We are currently building the GTM team around you, with Growth Marketing & CS planned for this year
• You must be willing to do the full sales cycle from prospection to onboarding & success. You’ll need to be scrappy, low-ego (there’s no work below us) and buy into our mission of improving the healthcare system in Canada
• You’ll need a builder mentality and have a passion for creating frameworks, strategies, decks & tools to get the job done
• You’ll need to help us identify new markets & verticals, adapt global playbooks to Canadian nuances and bring the voice of the customer into every conversation we have
• We also expect you to look at the big picture and help us grow and improve as a company. For that, you’ll have to be real team players even beyond your role. You’ll be expected to challenge us to improve our products, our methods and our strategy, and get involved in other projects and initiatives relevant to growing our customer base
• Work directly with the Canada GM to achieve our ambitious targets in Canada
• Build, refine and extend our understandings of our buyer personas
• Create lead lists, prospect using cold emails & calls, hold demo calls and close deals with our target customers
• Manage and extend our CRM to ensure quality reporting & data standards
• Track, measure, and report on sales effectiveness; adjust strategies based on Canadian market dynamics
• Collaborate with Marketing and Product teams to maximize lead generation and product feedback for Canadian market

Benefits

• Fair rewards: Generous equity packages complement your base salary, for permanent contracts only
• Flexible Office: Amazing office space at our HQ, sponsored co-working hubs or a full-remote experience with home office equipment sponsorship, we want you to live where you’re the happiest
• All the tools you need: Top-of-the-range equipment: Macbook Pro, keyboard, laptop stand, monitor, and Bose noise-cancelling headphones
• Flexible vacation policy and flexible working hours: Organise your time as you wish
• Delightful healthcare insurance: Extremely comprehensive health insurance - 100% of the contribution covered by Alan for you and your family, for permanent contracts only
• Transport: Country-specific commuter benefits
• Learning & Training opportunities: A highly flexible Training policy free books and a budget to attend and speak at conferences if the opportunity arises
• Parental leave: Extended parental leave for all new parents, for permanent contracts only