Account Executive

Position Summary

We are looking for an Account Executive to join our growing team.

In this role, you'll own the full sales cycle, from creating opportunities through outbound prospecting to leading discovery, delivering tailored demos, and closing new business. You'll work with wellness practitioners, clinic owners, and growing health teams to understand how they operate, where they want to go, and how Practice Better can help them get there.

This is a consultative, outbound-led SaaS sales role. You'll balance proactive pipeline generation with high-intent inbound and product-led opportunities, manage multiple conversations and buying stakeholders, and maintain a disciplined approach to pipeline health, forecasting, and customer handoffs.

You'll join a collaborative team with an established foundation, a growing set of playbooks and processes, and plenty of opportunity to influence how we scale. We're looking for someone who brings the discipline to execute, the curiosity to understand our customers, and the initiative to make a good sales motion even better.

Bonus points if you've sold into health, wellness, or practitioner-led businesses; have experience in product-led or sales-assisted SaaS motions; or have built prospecting sequences and outreach approaches from scratch rather than inheriting them.

This role is right for you if:

• You're energized by outbound prospecting and take pride in creating quality conversations from scratch.
• You're a curious, consultative seller who wants to understand the business behind the buying decision.
• You can balance pipeline creation with moving active opportunities forward.
• You enjoy working toward ambitious goals and take ownership of your results.
• You like collaborating with a team, sharing what's working, and continuously improving how you sell.
• You thrive in an environment where expectations are clear, but there's still room to challenge assumptions and make things better.

This role is probably not right for you if:

• You prefer an inbound-only role where opportunities are consistently handed to you.
• You need a fully documented playbook and established processes for every situation.
• You prefer high-ACV, long-cycle enterprise sales over a faster-moving SMB and mid-market motion.
• You're more comfortable managing existing accounts than generating new business.
• You view CRM hygiene, forecasting, and follow-through as administrative tasks rather than part of the sales job.

Note: Practice Better is a remote-first company with team members across North America. However, this particular role is currently open to US and Canadian-based candidates only.

What You’ll Be Doing

• Own a full-cycle quota, driving new subscription ARR from growing wellness practices through discovery, demo, negotiation, and close.
• Build and manage your pipeline through thoughtful outbound prospecting and strong conversion of high-intent inbound opportunities.
• Lead consultative discovery with practitioners and clinic owners to understand growth goals, workflows, and revenue drivers.
• Deliver tailored demos that connect Practice Better’s platform to real outcomes like client retention, practitioner revenue, and operational efficiency.
• Navigate buying decisions: Build relationships with clinical and operational stakeholders, manage objections and pricing conversations, and maintain momentum through the decision process.
• Manage your business: Maintain accurate CRM records, prioritize opportunities, communicate deal risks, and provide reliable forecasting.
• Collaborate across the customer journey: Partner with Sales Assist, Customer Success, Onboarding, Marketing, and Product to improve conversion, share customer insights, and ensure a thoughtful handoff after the sale.
• Contribute to a stronger sales motion: Share what you're learning, identify patterns across wins and losses, and help refine the prospecting approaches, messaging, and processes that support our continued growth.

What You Bring

• 3+ years of full-cycle SaaS sales experience, ideally in SMB or Mid-Market environments, with a track record of generating and closing your own pipeline.
• Consistent quota achievement in a role where you owned both pipeline generation and deal execution.
• Strong consultative selling skills, with the ability to ask sharp questions, uncover real business pain, and connect solutions to ROI.
• Confidence managing a sales cycle independently: You can lead discovery and demos, manage multiple stakeholders, address objections, and keep deals moving toward a decision.
• Experience working in CRM systems (e.g., HubSpot or Salesforce) and familiarity with modern prospecting and sales enablement tools.
• Clear communicator and strong collaborator, with a bias toward action and accountability.
• Adaptability and accountability: You take ownership, respond well to coaching, and bring a continuous-improvement mindset to your work.

Bonus Points

• Experience selling into health, wellness, healthcare, or practitioner-led businesses (e.g., clinics, therapy practices, coaching, or allied health).
• Background in product-led or sales-assisted SaaS environments where inbound, trials, or high-intent users are part of the motion.
• Experience closing multi-seat or team-based deals with growing small businesses.
• Demonstrated success in an early-stage or scaling SaaS company where you helped refine playbooks or sales processes.
• Familiarity with subscription pricing models, payment processing, or revenue workflow tools.

Compensation & Pay Transparency

At Practice Better, we believe in pay transparency, equity, and fairness. We benchmark compensation against similar-stage, high-growth SaaS companies in both Canada and the United States and review our salary bands regularly to ensure they remain competitive and aligned with market trends.

Each role has a defined pay range based on its level, scope, and geographic location. Final offers are determined by several factors, including experience, demonstrated skills, and location, to ensure consistency and equity across our team.

Anticipated Base Salary Range (Canada): $90,000 – $100,000 CAD or $70,000 - $85,000 USD base salary per year or, we anticipate OTE to fall between $160,000 - $180,000 CAD or  $125,000 – $145,000 USD per year

We take a holistic approach to compensation, combining salary, benefits, and flexibility. Our goal is to provide total rewards that support both your professional growth and personal well-being.

The range above reflects our expected compensation for this role, based on current market data. Final offers may vary depending on factors such as location, skills, and depth of experience. Offers may fall below the posted OTE range for candidates with less experience or seniority than anticipated. We’re always happy to talk through how we arrive at the final number during the interview process. All compensation ranges are reviewed regularly and may evolve over time to reflect changes in the market.

What We Offer

Comprehensive Benefits

We offer a robust benefits package for full-time, permanent employees, including health, dental, and vision coverage from day 1, as well as 401k matching, generous paid parental leave, and annual learning stipends.

Remote-First, Connected Culture
Our remote-first model gives you autonomy and flexibility, with optional access to our downtown Toronto office for in-person collaboration. We also host regular off-sites and team gatherings across North America, because connection, creativity, and shared moments matter.

Wellness and Growth

• Unlimited vacation, built on trust, clear expectations, and real support for taking time off
• Company RRSP/ 401k program with employer-matched contributions
• Comprehensive health and dental benefits from day 1
• $750 annual Health & Wellness Allowance
• $1,000 annual Learning & Development Allowance to support your growth
• $500 annual Home Office Allowance to set up a productive remote workspace
• Company-wide holiday closure in December
• Regular virtual company-wide events, lunches, and team socials to stay connected