Location: REMOTE / Toronto, Ontario
This job allows you to work remotely.
We are seeking an Account Executive to drive growth for a boutique consulting practice operating at the intersection of AI, data, and healthcare. This role focuses on sourcing, shaping, and closing complex consulting engagements — primarily within the healthcare ecosystem.
You’ll sell SERVICES, not products: bespoke AI, data, and technology work where the problem, scope, and value are co-created with clients. Most engagements involve healthcare organizations or adjacent regulated environments, so experience navigating those dynamics is important. You’ll work closely with technical leadership and solution architects to translate complex healthcare challenges into high-impact engagements.
This role is ideal for someone who enjoys ambiguity, understands how healthcare organizations spend, and wants meaningful ownership — not just over deals, but over how the sales motion evolves. You’ll also play a key role in building market presence through case studies, events, and strategic partnerships.
WHAT YOU'LL DO:
Build and close healthcare-focused pipeline:
Source new opportunities through your network, warm outreach, and industry presence. Own the full sales cycle from first conversation through contract signature, primarily with healthcare, life sciences, or regulated-sector clients. This is a hunter role: you need to be energized by chasing leads and opening doors.
Sell consultatively in regulated environments:
Lead discovery, qualify opportunities, and articulate how AI and data capabilities map to healthcare-specific business, clinical, or operational needs. Partner with technical leaders to shape proposals, scopes of work, and multi-phase engagements.
Own deal execution:
Manage negotiations, pricing, MSAs, and SOWs in collaboration with leadership. Navigate complex buying committees, compliance considerations, and longer sales cycles common in healthcare.
Strengthen the sales motion:
Contribute to improving tools, processes, messaging, and qualification frameworks. Share what’s working in healthcare and help refine how similar deals are pursued in the future.
Support market presence:
Identify case study opportunities, attend and speak at industry events, and build relationships with healthcare-focused technology partners. Provide insight into market trends, competitive dynamics, and emerging healthcare use cases.
Strategic growth:
Contribute to sales strategy, particularly as our client continues to move upmarket and expand into new healthcare verticals. Provide feedback to leadership on market trends, competitive positioning, and client needs.
Special Perks:
- Remote-first environment (Canada-based, EST ±2 preferred)
- Competitive base salary + performance-based variable compensation
- Home office and professional development budget
- 100% employer-paid health & dental benefits
- RRSP matching, insurance coverage, and parental leave top-up
Must Have Skills:
The ideal candidate will have a strong track record in selling complex technology services, ideally in the healthcare space. This will be someone who understands who to sell transformative work - not just products off a shelf, but engagements where scope, approach, and value are co-created with the client. The successful candidate will be comfortable talking to both technical and business stakeholders, and credibly represent our client’s capabilities.
YOU LIKELY:
- Have 5+ years of experience selling complex technology services (consulting, professional services, or implementation work) rather than products.
- Have sold into healthcare, life sciences, pharma, biotech, or similarly regulated environments, and understand how these organizations spend.
- Have a proven track record of building pipelines from scratch and closing meaningful, multi-stakeholder deals.
- Can build trust quickly with clinical, technical, and business stakeholders.
- Understand AI and data well enough to sell them credibly in healthcare contexts.
- Enjoy improving how work gets done through better tools, automation, and process.
- Are willing to travel (primarily within North America), attend local events, and be visible in the healthcare ecosystem.
Nice to Have Skills:
BONUS POINTS IF YOU:
- Have a technical background in software development or data science.
- Have direct experience selling to healthcare, biotech, life sciences, or other heavily regulated industries.
- Have experience building a sales strategy to move upmarket, particularly transitioning from startup clients to SMB and enterprise accounts.
