[All remote jobs](https://jobicy.com/jobs.md)[![MaintainX logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/f0177662-221.png)](https://jobicy.com/company/maintainx.md)[MaintainX](https://jobicy.com/company/maintainx.md) # Director of Enterprise Sales Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/maintainx.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md), [Canada](https://jobicy.com/job-region/canada.md)SalaryUSD 213,500–390k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished30 Oct 2026Apply before29 Nov 2026Listing views41Application actions3Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. MaintainX is hiring a senior enterprise sales leader to set strategy and grow enterprise revenue across the East Coast of the United States and Canada. The Director will lead, hire, coach, and motivate a team of enterprise sellers while building executive relationships in target accounts. Core responsibilities include forecasting, pipeline and performance reporting, market analysis, and cross-functional alignment with marketing, product, and customer success. The role requires a demonstrated SaaS enterprise-sales leadership record, strong commercial judgment, and the ability to operate effectively in a fast-paced growth environment. Success depends on consistently developing a high-performing team and delivering ambitious revenue objectives. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior revenue leadership role with responsibility for enterprise growth, strategic execution, executive-level relationships, and team performance. The leader must balance long sales cycles and forecasting rigor with rapid execution in a high-growth SaaS environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Highly competitive$301,750US market range (per year)$220k–$360k0$396.00k AI insightThe employer discloses annual USD compensation of $213,500–$390,000, with a midpoint of $301,750. This range is credible for a Director of Enterprise Sales leading a SaaS enterprise-sales organization in the US and Canada; commission, annual bonus, and equity may also apply depending on the role. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales leadership](https://jobicy.com/jobs?search_keywords=Enterprise%20sales%20leadership.md)[SaaS sales](https://jobicy.com/jobs?search_keywords=SaaS%20sales.md)[Revenue strategy](https://jobicy.com/jobs?search_keywords=Revenue%20strategy.md)[Sales team management](https://jobicy.com/jobs?search_keywords=Sales%20team%20management.md)[Sales hiring](https://jobicy.com/jobs?search_keywords=Sales%20hiring.md)[Sales coaching](https://jobicy.com/jobs?search_keywords=Sales%20coaching.md)[Strategic account management](https://jobicy.com/jobs?search_keywords=Strategic%20account%20management.md)[C-level relationship management](https://jobicy.com/jobs?search_keywords=C-level%20relationship%20management.md)[Sales forecasting](https://jobicy.com/jobs?search_keywords=Sales%20forecasting.md)[CRM management](https://jobicy.com/jobs?search_keywords=CRM%20management.md)[Sales analytics](https://jobicy.com/jobs?search_keywords=Sales%20analytics.md)[Contract negotiation](https://jobicy.com/jobs?search_keywords=Contract%20negotiation.md)[Market analysis](https://jobicy.com/jobs?search_keywords=Market%20analysis.md)[Cross-functional collaboration](https://jobicy.com/jobs?search_keywords=Cross-functional%20collaboration.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md) Sample interview questionsHow have you developed and scaled an enterprise sales team to achieve ambitious revenue targets?I start by defining the ideal seller profile, a clear coverage model, measurable leading indicators, and a consistent coaching cadence. I use deal reviews, pipeline inspection, and individualized development plans to improve execution, while partnering with recruiting to hire for the capabilities needed at each stage of growth. Describe how you create an enterprise sales strategy for a new or expanding market segment. I assess the ideal customer profile, addressable accounts, buyer personas, competitive alternatives, historical conversion data, and product differentiation. I then translate those findings into territory design, account prioritization, messaging, pipeline targets, enablement, and forecast assumptions that can be reviewed and adjusted regularly. How do you improve forecast accuracy for a team with long enterprise sales cycles? I establish objective stage-exit criteria, require documented customer outcomes and mutual action plans, and inspect risk factors such as executive sponsorship, procurement, competition, and implementation readiness. I compare seller judgment with historical conversion and cycle-time data, then coach teams to distinguish upside opportunities from commit deals. Tell us about a time you helped close a complex strategic enterprise deal. In a complex deal, I align stakeholders around a quantified business case, map the buying committee, and build an executive engagement plan. I support the account team in resolving commercial and technical objections, coordinate internal resources, and maintain a mutual close plan so both organizations have clarity on decisions, owners, and timing. How would you partner with product, marketing, and customer success to increase enterprise growth? I would create a regular operating rhythm to share field feedback, win-loss insights, account expansion signals, and recurring objections. This helps marketing refine demand generation and positioning, product prioritize enterprise requirements, and customer success build adoption and expansion plans that improve retention and lifetime value. Opportunity details ## About this role. 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](https://adsknews.autodesk.com/en/views/inside-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. Kindly note this role is for the East Coast, and we are open to candidates in cities on the East Coast in the United States and Canada. MaintainX is looking for a Director of Enterprise Sales to join our dynamic team. In this role, you will be responsible for leading a team of enterprise sellers, driving revenue growth, and expanding our market presence. You will play a role in the strategic direction of the team, manage key customer relationships, and collaborate with cross-functional teams to ensure customer satisfaction and success. Your role will be pivotal in achieving our ambitious growth targets and maintaining our position as the world-leading workflow management platform. What You’ll Do: * Develop and implement effective sales strategies to drive enterprise sales growth and achieve revenue targets. * Lead, mentor, hire, and manage a high-performing enterprise sales team to exceed sales objectives. * Identify and cultivate relationships with key decision-makers in target accounts to secure high-value contracts. * Collaborate with marketing, product, and customer success teams to align sales strategies with company goals and customer needs. * Analyze market trends, customer feedback, and competitive landscape to inform sales strategies and identify opportunities for growth. * Provide accurate sales forecasts, reports, and insights to senior management, ensuring transparency and accountability. About You: * Proven track record of success in enterprise sales leadership roles within the SaaS industry. * Strong strategic thinking and problem-solving skills with the ability to drive results in a fast-paced, dynamic environment. * Excellent communication, negotiation, and presentation skills, with the ability to build strong relationships with C-level executives. * Demonstrated ability to lead, motivate, and develop a high-performing sales team. * Experience with CRM software and sales analytics tools to manage and optimize sales processes. * A proactive, results-oriented mindset with a passion for driving business growth and achieving targets. About us: Our mission is to deliver one platform for maintenance, repair & operations teams to keep the physical world running. We believe the greatest asset in any organization is the people. That’s why we built an intuitive, mobile-first solution to help boost productivity and collaboration across teams and locations. MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, colour, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. 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](http://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](http://autodesk.com/company/global-belonging). More on where this is going: [Autodesk CEO Andrew Anagnost on building the future of connected operations](https://adsknews.autodesk.com/en/news/building-the-future-of-connected-operations/), and [AOS SVP Stephen Hooper on welcoming MaintainX to Autodesk](https://adsknews.autodesk.com/en/views/inside-autodesk-operations-solutions/). 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