Mid-Market Account Executive

MaintainX; Toronto; On-site; CAD 153,000 - 256,000; Full time

Job summary

MaintainX is seeking an Account Executive based in Canada or the US, or in one of our primary hubs in Montreal, Toronto, Austin, Denver or Raleigh. You will own the full sales cycle from prospecting and discovery to product demos and signature, focusing on mid-market accounts (250–5,000 employees).

In this role you will manage complex deal cycles, hit monthly targets, and develop a sustainable pipeline. You should be a data-driven closer with strong English communication and a startup mentality.

Qualifications

• 3+ years of total sales experience in closing roles.
• Proven closer with ability to articulate metrics.
• Experience conducting discovery calls and product demonstrations.
• Willingness to prospect and build your own pipeline.

Responsibilities

• Close new accounts and hit monthly, quarterly, and annual targets.
• Contribute pipeline through self-outbound prospecting.
• Deliver discovery calls and high-level product demos.
• Forecast monthly and quarterly with +/-15% accuracy.
• Stay organized managing leads, demos, proposals, follow-ups.
• Master Salesforce, Outreach and other systems.

Skills

B2B sales experience

Closing

Discovery calls

Product demos

Pipeline prospecting

Forecasting

Multi-tasking

English communication

Salesforce

Outreach

Tools

Salesforce

Outreach

Salesloft

DiscoverOrg

Job description

MaintainX is a leading mobile-first work execution platform for industrial and frontline teams. More than 13,000 customers, including Duracell, McDonald's, Shell, DHL and Volvo, use MaintainX to cut unplanned downtime and run better operations, across 13.9 million managed assets and 79.5 million completed work orders.

In August 2026 MaintainX became part of Autodesk, joining Autodesk Operations Solutions, the organization unifying Autodesk's operations platform alongside Tandem, FlexSim and Fusion Operations. Autodesk's strategy is to converge design, make and operate into one continuous lifecycle: design an asset, build it, run it, then feed what you learn running it back into the next design. Autodesk had design and make. Operate is the phase that tells you what actually happened, and it is ours.

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, Austin, Denver, 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.
• This role is responsible for managing and supporting a customer portfolio based primarily in English-speaking markets (US/English Canada), requiring daily verbal and written communication in English with those customers.

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.

Our mission is to keep the physical world running. Factories, fleets, hospitals and campuses stay up because the people who maintain them have tools worth using. That is what we build.

Compensation and benefits. Base pay is one part of the package. Depending on the role, compensation may also include commission, an annual bonus and equity. Benefits differ by country. For roles in the United States, Autodesk's benefits are described at benefits.autodesk.com. For roles in Canada and other countries, the plan differs on health coverage, retirement and leave, and your recruiter will walk you through it.

Belonging. We take pride in a culture where everyone can thrive. More at autodesk.com/company/global-belonging. More on where this is going: Autodesk CEO Andrew Anagnost on building the future of connected operations, and AOS SVP Stephen Hooper on welcoming MaintainX to Autodesk.

Compensation Range: CA$153K - CA$256K