Expansion Account Executive, Mid-Market

MaintainX; Toronto; On-site; CAD 90,000 - 140,000; Full time

Job summary

MaintainX is seeking an Expansion Account Executive, Mid-Market to drive growth with mid-size clients. You will own a portfolio from post-sale handoff through renewal and expansion, craft solutions, and demonstrate value through tailored product demos.

The role emphasizes customer success, long-term partnerships, and data-driven decision making. The ideal candidate has 4+ years in B2B sales, proven expansion success, and strong presentation and stakeholder-management skills.

Qualifications

• Minimum 4 years of sales experience, with mid-market/account management exposure.
• Proven ability to expand client accounts and grow revenue in B2B sales.

Responsibilities

• Own a book of business from post-sale through renewal and expansion.
• Identify expansion opportunities and build long-term partnerships.
• Proactively identify customer needs and deliver innovative solutions.
• Lead product demonstrations and quarterly business reviews with clients.
• Manage multiple requests, demos, proposals and follow-ups with discipline.
• Master Salesforce, Outreach and related tools to forecast opportunities.

Skills

Sales experience

Account management

B2B sales

Stakeholder management

Presentations

Analytical skills

Customer expansion

English communication

Education

Bachelor's degree

Tools

Salesforce

Outreach

ZoomInfo

Salesloft

DiscoverOrg

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 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.