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Expansion Account Executive, Mid-Market

AI Summary
MaintainX is hiring a mid-market Expansion Account Executive to own existing customer relationships from post-sale handoff through renewal and account expansion. The role focuses on identifying growth opportunities, managing complex B2B deals, delivering product demonstrations, and leading quarterly business reviews. The successful candidate will maintain a reliable pipeline forecast, document account activity, and use tools such as Salesforce, Outreach, and ZoomInfo. This is a high-responsibility sales position in a fast-growing environment serving industrial and frontline operations customers. It requires at least four years of sales experience, with meaningful account-management and expansion experience in the mid-market segment.
Remote from
USA, Canada
Salary
USD 126k–210k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
12 Dec 2026
Listing views
18
Application actions
1
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Opportunity details

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 effectively engage and build relationships with mid-market customers. Know your clients like family and take care of them as such.

  • Expansion – Happy clients tend to expand. You will leverage your experience in navigating larger deals to identify and capitalize on expansion opportunities within existing accounts, ensuring client satisfaction and long-term business partnerships.

  • Prospecting – You will take a proactive approach in identifying customer needs and providing innovative solutions, going above and beyond to deliver exceptional service and exceed customer expectations.

  • Presentation – You will conduct quarterly business reviews to assess client satisfaction, identify areas for improvement, and present product demonstrations that showcase our offerings in a compelling and tailored manner and the value and impact of our solutions.

  • Organization – You will need to manage multiple tasks simultaneously such as client requests, 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 with great technology to do your job. You will become a master of using systems like Salesforce, Outreach, ZoomInfo, and others.

  • Forecast – You will accurately manage your sales pipeline and forecast monthly and quarterly expansion opportunities with +/- 15% accuracy.

  • Document – Exhibit meticulous attention to detail and organizational skills, ensuring accurate and timely documentation of customer interactions, deals, and progress.

  • Startup Mentality – You will embrace the entrepreneurial, grind-it-out mentality of building something new.

About you:

  • A minimum of 4 years of sales experience, with a significant portion in account management or a similar role within the mid-market segment.

  • Demonstrated success in expanding client accounts and driving revenue growth in a B2B sales environment.

  • Proficiency in navigating larger deals, understanding complex sales cycles, and managing multiple stakeholders.

  • Strong analytical and presentation skills, with the ability to effectively communicate data-driven insights to both internal and external stakeholders.

  • Proven ability to conduct engaging product demonstrations and lead impactful quarterly business reviews.

  • Adaptability and comfort in a fast-paced, rapidly changing sales environment.

  • Exceptional organizational skills and attention to detail, ensuring accuracy in all documentation and deal management.

  • Excellent interpersonal skills, with the ability to build and maintain strong relationships with clients and internal teams.

  • A positive, passionate, and creative mindset, combined with high-character qualities that align with our company values.

  • An open and hungry mind, always willing to improve through coaching and learn about our customers’ industries.

  • Bachelor’s degree or higher, ideally in a relevant field.

  • 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 in 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.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe role requires ownership of a book of business, complex stakeholder management, accurate forecasting, and consistent expansion performance. Success depends on balancing strategic account planning with a fast-moving, high-volume sales environment.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Highly competitive
$168,000
US market range (per year)$120k–$190k
AI insightThe employer discloses annual compensation of USD 126,000 to USD 210,000, with a midpoint of USD 168,000. The stated package may also include commission, an annual bonus, and equity; these components are not included in the base range analysis. Estimated US market compensation for a mid-market expansion account executive is USD 120,000 to USD 190,000 per year.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How do you identify and prioritize expansion opportunities within an existing book of business?

I start with account health, adoption data, business objectives, contract timing, and stakeholder engagement. I prioritize opportunities where the customer has a clear operational problem, demonstrated product value, and a realistic path to budget and decision-maker alignment.

Describe how you manage a complex expansion deal with multiple stakeholders.

I map the buying committee early, identify each stakeholder's priorities, and create a mutual action plan with clear owners and milestones. I use value-based discovery, tailored demonstrations, and documented business outcomes to keep technical, operational, financial, and executive stakeholders aligned.

How do you maintain accurate sales forecasts?

I use defined deal stages with objective exit criteria, validate close dates against customer actions, and regularly inspect risks such as missing stakeholders, procurement dependencies, and unclear business cases. I update the forecast consistently and communicate both upside and risk transparently.

What makes a quarterly business review valuable for a customer?

A strong QBR connects product usage and achieved outcomes to the customer's strategic goals. I review measurable results, address adoption gaps, align on future priorities, and leave the meeting with agreed actions that support retention and potential expansion.

How would you respond if a customer is satisfied but reluctant to expand?

I would avoid pushing a generic upsell and instead deepen discovery into their operational priorities, constraints, and unrealized use cases. By quantifying the value of solving a specific problem and proposing a phased, low-risk plan, I can create a customer-led case for expansion.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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