Sales Manager, Inside Sales - Enterprise Toronto

MaintainX; Toronto; Hybrid; CAD 90,000 - 120,000; Full time

Benefits offered by this job

Hybrid work

Health & wellness benefits

Competitive compensation

Job summary

MaintainX, a leading mobile-first work execution platform, is hiring a Manager, Inside Sales to lead a team of 5-6 ISRs and build this function from the ground up.

You'll coach reps in discovery, value messaging, product demonstrations, negotiation, and closing, running pipeline reviews and partnering with Revenue Ops, Enablement, Marketing, and Customer Success to drive bookings and renewals.

Qualifications

• 5+ years of SaaS or tech sales experience, including closing.
• 1-2 years leading or mentoring reps (team lead or first-time manager).
• Proven ability to lift pipeline, bookings, and renewals with coaching.

Responsibilities

• Lead, coach, and develop Enterprise ISRs through regular 1:1s, call reviews, and deal coaching.
• Build development plans to strengthen discovery, value messaging and demos.
• Reinforce MEDDICC and the Message, tailored to opportunity size.
• Run pipeline reviews, maintain accurate forecasts, and align with AE teams.
• Collaborate with Revenue Ops, Enablement, Marketing, and Customer Success.
• Hire, onboard, and ramp new reps; prepare top performers for field roles.

Skills

SaaS sales leadership

Team coaching

Data-driven selling

Excellent communication

Tools

Salesforce

Forecasting tools

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 hiring a Manager, Inside Sales to lead a team of 5-6 ISRs, coach them into strong closers, and help build this function from the ground up. You'll be a player-coach: close enough to the work to join calls and unblock deals, and accountable for the team's pipeline, bookings, and renewals.

What you'll do

Lead, coach, and develop Enterprise ISRs through regular one-on-ones, call reviews, deal coaching, and performance conversations.

Build individual development plans that strengthen discovery, business-value messaging, product demonstrations, negotiation, and closing.

Reinforce MEDDICC and Command of the Message at a level appropriate to each opportunity’s size and complexity

Run consistent pipeline reviews and maintain accurate forecasts

Partner with Revenue Operations, Enablement, Marketing, and Customer Success to improve routing, onboarding, handoffs, and expansion execution

Align the team with Field Account Executives so outbound prospecting, inbound follow-up, and event follow-up turn into pipeline

Hire, onboard, and ramp new reps; prepare top performers for progression into Field AE roles; and build a culture grounded in accountability, curiosity, collaboration, and ownership.

What we're looking for

5+ years of SaaS or tech sales experience, including closing, with 1-2 years leading or formally mentoring reps (team lead, senior ISR/AE, or first-time manager ready to step up)

A track record of coaching reps to measurable improvement in pipeline, conversion, or attainment

Comfort running a data-driven sales cadence in a CRM (Salesforce or similar) and using forecasting and call-intelligence tools

Clear, confident written and verbal communication, and the credibility to coach through live deals

Experience working alongside field sales or account executives

Nice to have: experience selling to manufacturing, industrial, or maintenance audiences

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.

Competitive pay, meaningful equity, performance bonuses, and rewards for outsized impact.

Flexibility that fuels speed

Hybrid work, unlimited time off, and the autonomy to move fast and own your results.

Growth at startup velocity

L&D budget, real ownership, stretch opportunities, and recognition for bold thinking and innovation.

Health & wellness that keeps you at your best

Comprehensive benefits, wellness programs, parental support, and access to the tools you need to perform.

A culture built for builders

Catered lunches, off-sites, hackathons, energetic teams, and a community that celebrates big wins and resilience.