Overview
Inbound Account Executive Jobs in Canada at lemonly
Title: Inbound Account Executive
Company: lemonly
Location: Canada
The Opportunity: Flint Healthcare Inc.We're Flint – and we're transforming American healthcare
At Flint (withflint.com), we're solving one of the most urgent challenges in the United States – a critical shortage of nurses – and we're doing it at startup speed. We connect world-class international healthcare professionals with hospitals ready to offer Green Card sponsorship, creating life-changing opportunities for nurses and their families while strengthening healthcare systems across the country.
Backed by Y Combinator, the co-founder of Twitch, Haystack VC, Audacious Ventures and others (investors in Airbnb, DoorDash, Instacart and Klarna), we're a Series A, mission-driven team working across 20+ states, with $28M in founder-led sales booked in our first 12 months and a roadmap aimed at tripling revenue in the next 12. We're shaping an $8T industry, and we're just getting started.
If you're looking to do work that's fast-paced, ambitious, and genuinely life-changing, then Flint is where you'll do the most meaningful work of your career.
The Role: Inbound Account Executive (Canada)
We're hiring an Inbound Account Executive to convert qualified inbound demand into closed business. You'll join a small, foundational sales team and own the close on complex, value-based deals where the outcome turns on how well you listen, frame the offer, and earn trust under skepticism.
This is an inbound seat. Qualified leads come in already interested – your work begins when they're hesitant, uncertain, or weighing alternatives. What you'll need is judgment and language: the ability to sit with a skeptical buyer, surface what's really driving the objection, and substantiate your case with proof until they believe. The AEs who win here stay calm, ask sharper questions instead of getting defensive, and build a case the buyer can carry forward themselves.
Cycles are short – roughly four weeks from first conversation to close – but the decisions on the other side are consequential. This is value-based selling, with empathy at its core. Conversion comes through curiosity and trust, not bravado.
As one of the first hires in this seat, you'll help shape how Flint sells from here forward – the discovery questions, the objection handlers, and the proof points the team will use for years to come. You'll work closely with Flint's three founders, who are directly involved in both the hire and the function.
What You'll Do
- Run inbound sales conversations end-to-end – qualify, lead the conversation, handle objections, and close, with a typical cycle around four weeks
- Hit consistent conversion targets – your number is conversion rate, not volume; the leads come in, your job is to get them across the line
- Build the playbook as you go – the framings, discovery questions, and objection handlers you refine become how the team sells from here
- Feed signal back to the founders – what's resonating, what's stalling, and where the offer needs to evolve
- Bring rigor to the function – help take Flint's sales motion from instinct-led to structured
What We're Looking ForMust-Haves
- 5+ years of B2B sales experience – ideally complex, multi-touch sales cycles with non-trivial value propositions
- Consistent year-on-year performance – quota attainment, stack-rank recognition, or other quantified evidence of sustained results across multiple roles
- Track record of conversion, not just pipeline – you've closed the deals you've been given, not just generated meetings
- Articulate and persuasive – you can hold a complex conversation with a skeptical buyer without losing them or getting defensive
- Trained in a formal sales methodology – MEDDIC, Challenger, or equivalent
- Calm and measured under pressure – curiosity, humility, and patience over hard-charging tactics
- Tenure-builder – you've stayed three or more years at past roles where you were performing
- Based in Canada – Vancouver preferred, but anywhere in Canada works
Nice-to-Haves
- Background at companies with rigorous sales cultures – environments where formal training, frameworks, and performance benchmarking are core to the operating model
- Zero-to-one sales experience – you've helped build a sales motion before, not just executed someone else's
- Experience selling against skepticism – industries where the buyer pushes back hard, scrutinises the offer, and looks for reasons to say no before reasons to say yes
Why This Role Is Different
- You're helping Flint truly level up its already world-class sales org – the existing team is strong on the relational side; what's missing is the conversion craft. You'll be one of the people who plants that DNA in the company.
- The mission carries real weight – Flint's sales motion creates life-changing outcomes for nurses, families, and communities across America. The work stays meaningful, even at four-week cycle speed.
- You meet all three founders – Kenton, Anson, and Neil are directly involved in this hire and in the function. This isn't a seat where you're handed a quota and forgotten about.
Compensation & Benefits
- Base Salary: $90,000 CAD
- On-Target Earnings: $150,000 CAD
- Location: Remote (Canada-wide; Vancouver preferred)
- Equity: Real ownership stake in a high-growth, Y Combinator-backed company
- Benefits: Unrestricted paid time off, regular in-person team retreats.
If you're a closer with EQ – someone who can hold a hard conversation with empathy, build trust under skepticism, and convert qualified demand into life-changing outcomes – we'd love to meet you
