Enterprise Sales Enablement Manager

MaintainX is the world's leading Asset and Work Intelligence platform for industrial and frontline environments. We are a modern IoT-enabled cloud-based tool for reliability, safety, and operations on physical equipment and facilities. MaintainX powers operational excellence for 12,000+ businesses including Duracell, Univar Solutions Inc., Titan America, McDonald's, Brenntag, Cintas, Xylem, and Shell.

We recently completed a $150 million Series D funding round, bringing our total funding to $254 million and valuing the company at $2.5 billion.

We’re seeking a strategic Enterprise Sales Enablement Manager to elevate the performance of our Enterprise Sales team. Reporting to the Senior Manager of Revenue Enablement, you’ll design, deliver, and optimize programs that accelerate pipeline creation, deal progression, and win rates across the Enterprise segment.

What you'll do:

• Identify ways for our Enterprise sales team to improve key performance indicators, such as improved qualification process, faster time to close, increased win rate, increased deal size, etc.

• Collaborate with Enterprise Segment and Enablement leadership to establish role-based curriculums and programs that drive the knowledge and skill development of our Enterprise team members.

• Create and deliver training and updates to the Enterprise sales team in various mediums, including training on sales methodologies, Enterprise Sales Playbook, and industry best practices, as well as process & tool training.

• Lead with a data-driven approach to measure the efficacy of programs through qualitative and quantitative inputs, and evolve programs over time to ensure programs are delivering measurable business impact.

• Create the tools and programs that support the knowledge, skill development and coaching for Enterprise sales leaders.

• Establish ongoing cross functional collaboration with the broader, Subject Matter Experts (SMEs), including in our Marketing, Professional Services, and Product organizations to develop best-in-class training and resources.

• Partner with Enablement Onboarding Program Manager(s) and Enterprise Sales Leadership to ensure new Account Directors ramp quickly and effectively through structured learning paths, practical certifications, and early performance milestones.

• Create strong feedback loops for continuous program and process improvement.

• Partner with the Enablement team to identify opportunities for new training and standardized resource creation opportunities for both onboarding and continuous learning (e.g., reinforcing MEDDPICC techniques).

• Use performance data to identify knowledge or skill gaps across the sales team.

About you:

• You’re a proactive problem-solver who takes pride in making others successful

• You have strong GTM acumen, training methods, and a deep understanding of how to drive sales performance

• You have excellent communication skills and are skilled in creating effective training materials

• You’re a builder, a collaborator, and a team player who thrives on making an impact

• You’re highly organized with strong project management skills and a sharp attention to detail—able to drive initiatives from idea to execution

• You’re highly coachable and take ownership of your growth—you seek feedback, act on it, and are always looking to level up

Your experience:

• 5+ years of experience in a SaaS Sales Enablement role.

• 7+ years of Enterprise experience in a sales role within a SaaS or B2B company (preferably as an Account Executive or Account Manager).

• Deep knowledge of sales methodologies and processes, with experience in MEDDPICC, Command of the Message, & Challenger.

• Proven experience building and maintaining enablement resources for Enterprise sales teams.

• Proficiency in industry-standard sales tools (e.g., Salesforce, Scratchpad, Outreach, ZoomInfo, Gong, ChiliPiper, LinkedIn Sales Navigator).

• Experience working within an LMS is a strong asset, with WorkRamp being a plus.

• Experience in CMMS, B2B SaaS startups, or growth-stage companies

• Bachelor’s degree in business, marketing, product, communications, org development, education, or a related field is a plus.

What’s in it for you:

• Competitive salary and meaningful equity opportunities.

• Healthcare, dental, and vision coverage.

• 401(k) / RRSP enrolment program.

• Take what you need PTO.

• A Work Culture where:

• You’ll work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist.

• We believe in meritocracy, where ideas and effort are publicly celebrated.

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.