Mid-Market Account Executive

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the Forbes 2025 Cloud 100 , the definitive ranking of the top 100 private cloud companies in the world.

We're growing fast and hiring the talent team to match.

We're currently looking for an Account Executive based in either Canada or the US, or in one of our primary hubs in Montreal, Toronto, or Raleigh.

This role is unique and different from almost anything else currently available in the market as you will have full ownership and accountability within a defined market at MaintainX. While you will have numerous resources to ensure your success, you will be completely full-cycle: from prospecting, discovery, demo, to signature. The mid-market role covers companies from 250 to 5,000 employees in size, so it is vital you’re able to manage longer, complex deal cycles while also closing more transactional deals as they come through.

This is a difference-making, meaningful, high-responsibility role. We expect the right candidate to be someone who thinks outside the box, thrives under pressure, and is laser-focused on meeting targets every single month.

What you’ll do

• New Logo Sales – Your primary job responsibility will be to close new accounts and to consistently hit targets monthly, quarterly, and annually.
• Prospecting – While you will be provided a healthy amount of leads from other sources (such as marketing and the BDR team), our plan requires some pipeline contribution from self outbound prospecting efforts.
• Presentation – You will be responsible for presentations, such as discovery calls, high-level product demonstrations, and closing calls.
• Forecast – You will be expected to accurately forecast monthly and quarterly sales with +/- 15% accuracy
• Organize – You will need to manage multiple tasks simultaneously: new leads, demos, proposals, follow-ups, etc. It’s imperative that you stay organized and nothing falls through the cracks.
• Systems – We’re a tech company, so we provide you great technology to do your job. You will become a master of using systems like Salesforce, Outreach, and others.
• Thought Leadership – It’s important to understand and form a passion for our industry. We expect you to learn at every opportunity.
• Startup Mentality – You will need to embrace the entrepreneurial, grind-it-out mentality of building something new.

About you

• B2B sales experience.
• 3+ years of total sales experience in a closing role.
• Documented success as a closer. Ability to articulate metrics and data.
• Willingness to prospect and contribute to your own pipeline. Whatever it takes.
• Experience conducting your own discovery calls and product demonstrations.
• Comfortable moving fast, multi-tasking, and keeping the energy high.
• Outstanding verbal and written communication ability.
• Insanely detail-oriented and organized.
• Personality traits: positive, passionate, creative, smart, high-character.

Bonus if you have

• Experience with modern sales tech stacks: Salesforce, Salesloft, DiscoverOrg, etc.
• Experience with startups and entrepreneurial organizations.
• Experience working in CMMS or facility operations software.
• Documented success working in a remote setting.

What’s in it for you

• Competitive salary and meaningful equity opportunities.
• Healthcare, dental, and vision coverage.
• 401(k) / RRSP enrollment program.
• Take what you need PTO.
• A Work Culture where:
• You’ll work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist.
• We believe in meritocracy, where ideas and effort are publicly celebrated.

About us

Our mission is to make the life of blue-collar workers easier worldwide by creating software that meets their needs and realities. Our product is truly life-changing for 80% of the workforce that doesn’t work behind a desk and needs enterprise-grade software at their fingertips.

MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, colour, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.