About this role.
MaintainX is hiring a full-cycle Mid-Market Account Executive to win new B2B customers among companies with 250 to 5,000 employees. The role owns prospecting, discovery, product demonstrations, proposals, closing, pipeline management, and forecast accuracy. Success requires at least three years of closing experience, strong outbound prospecting discipline, and the ability to manage both complex and transactional sales cycles. The AE will use tools such as Salesforce and Outreach while operating with a high-accountability, startup-oriented mindset. The position is available in specified Canadian and U.S. cities.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I segment my territory and maintain a weekly outbound cadence for high-fit accounts while quickly qualifying inbound and BDR-sourced opportunities. I track source conversion and pipeline coverage in the CRM, then adjust activity toward the channels producing the strongest qualified opportunities.
I mapped stakeholders, business pain, decision criteria, timeline, and potential blockers early in discovery. I built a mutual action plan, tailored demos to each stakeholder's outcomes, quantified value, and maintained regular next steps through security, procurement, and final negotiation.
I forecast from verified customer commitments rather than optimism, using clear exit criteria for each stage. I review close plans, stakeholder engagement, risks, and next meetings every week, and I communicate changes early when timing or deal health shifts.
An effective discovery call identifies the operational process, current workflow gaps, financial or downtime impact, users, buying committee, and urgency for change. I use those findings to connect the product to measurable business outcomes rather than delivering a generic feature demonstration.
I would assess pipeline coverage, stage quality, conversion rates, and the specific gap to target immediately. Then I would create a focused recovery plan that accelerates viable late-stage opportunities, increases targeted outbound activity, enlists internal resources for key deals, and keeps leadership informed through a realistic forecast.
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 Montreal, Toronto, Denver, Austin, Miami, San Francisco 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.
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.
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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