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    Expansion Account Executive, Mid-Market

    MaintainX

    🇨🇦 Canada, USA
    Remote
    ["Full-Time"]
    SaaS
    Base + Commission
    See your match score
    Posted Today
    Job Type

    ["Full-Time"]

    Work Type

    Remote

    Vertical

    SaaS

    Source

    jobicy

    About this role

    MaintainX is a leading mobile-first work execution platform for industrial and frontline teams. More than 15,000 customers, including McDonalds, Michaels, Cintas, Redimix, and U.S. LBM, use MaintainX to cut unplanned downtime and run better operations, across 16 million managed assets and 92 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 experienced Expansion Account Executive, Mid-Market to join our dynamic sales team.

    You would play a crucial role in driving sales growth by effectively engaging and managing relationships with customers in the mid-market segment. You will bring your expertise in navigating larger deals and have a proven track record of success in expanding client accounts.

    This is a key role within the organization, as MaintainX has seen (and will continue to see) triple-digit, year-over-year growth; thus, creating a need for world-class client care and management. The ideal Expansion Account Executive, Mid-Market will be fanatical about customer success and growth.

    This is an exciting opportunity for someone wishing to be a part of both client retention and expansion. This is a difference-making, meaningful, high-responsibility role, and we expect the right candidate to be someone who thinks outside the box, thrives under pressure, and is laser-focused on the client.

    What you’ll do:

    Ownership - You will own a “book of business” from post-sale handoff through renewal and expansion. You would use your B2B sales or account management experience to effec

    Selling Motion

    Sales Cycle

    Mid-Market

    1–6 month cycles, moderate deal complexity

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Requirements at a Glance

    Bachelor's Degree·Required
    Account Management·Required skill

    Typical Day — Account Executive

    Stakeholder meetings3–5/week
    Executive presentations2–3/week
    Business cases & RFPs1–2/week
    Forecast & pipeline2×/week
    Champion coachingDaily

    Estimates based on role type and selling motion — actual may vary by company.

    SaaS — Interview Intel

    Typical Sales Cycle

    30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)

    Common Buyer Objections

    • "We're locked into a contract with [competitor]"
    • "We built something in-house already"
    • "We don't have budget until next quarter"
    • "Our team won't adopt another tool"

    Key Industry Metrics

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    Hot Topics to Reference

    • • AI-native product disruption
    • • PLG vs sales-led motion debate
    • • Vertical SaaS consolidation
    • • Usage-based pricing models

    Use these insights to speak the buyer's language in interviews.

    Tags

    sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research MaintainX's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Research typical OTE splits for this role level and negotiate accordingly
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    As an Account Executive with MaintainX, you'll own the entire revenue pipeline and be measured on quota attainment.

    Expect to work with recurring revenue models where customer retention is as important as acquisition.

    This remote-friendly role based in CA provides geographic flexibility while maintaining access to a SaaS market.

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