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MaintainX

Inside Sales Representative - Enterprise

Posted Yesterday
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In-Office or Remote
Hiring Remotely in Toronto, ON
Mid level
In-Office or Remote
Hiring Remotely in Toronto, ON
Mid level
Run full-cycle sales for transactional enterprise SaaS deals, including prospecting, inbound lead follow-up, qualification, closing, renewals, and event support. Partner with Field Account Executives on account plans, maintain accurate CRM data, forecast sales, and manage territory priorities. The role requires 2–4 years of SaaS or technology sales experience with closing responsibilities and offers a path toward strategic enterprise sales.
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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 hiring Inside Sales Representatives (ISRs) to join a high-impact team driving growth in strategic accounts. This is an entry point into full-cycle Enterprise SaaS sales for candidates with some closing experience—whether as a junior Account Executive (AE), Account Manager (AM), or Inside Sales Representative (ISR)—and ready to expand their ownership. You’ll close transactional deals under a set threshold while supporting a group of Field Account Executives with outbound prospecting, inbound lead follow-up, renewals, and field event support. This is a full-cycle role with real revenue ownership—ideal for someone looking to progress into strategic enterprise sales in a fast-growing environment.

What You’ll Do:

  • Run the full sales cycle for transactional deals under a defined amount.

  • Partner with 3–4 Field Account Executives to drive outbound prospecting and support account plans.

  • Manage and execute renewals across signed accounts in your territory.

  • Follow up on inbound leads quickly and effectively.

  • Drive attendance and follow-up for marketing and field events.

  • Maintain accurate CRM data, forecast precisely, and stay aligned with your territory team.

About You:

  • 2–4 years of SaaS or tech sales experience including some closing responsibilities (AE, AM, ISR, or equivalent).

  • Proven success running a sales process from qualification to close in a commercial or transactional context.

  • Exposure to sales processes, CRM systems, and account-based workflows.

  • Excellent written and verbal communication skills—clear, concise, and confident.

  • Hunger to learn, grow, and build a long-term career in enterprise sales.

  • Proactive and organized—you manage your time and priorities with precision.

  • A collaborative, team-first attitude with a desire to help shape a new function from the ground up.

Bonus Points For:

  • Experience managing renewals or expansion within existing accounts.

  • Familiarity with Salesforce, Salesloft, ZoomInfo, Gong, etc.

  • Experience selling to manufacturing, industrial, or maintenance audiences.

  • Success working closely with field sales or supporting account executives.

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.

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