Senior Sales Enablement Manager - Sharegate

Workleap; Canada; Remote; CAD 70,000 - 110,000; Full time

Job summary

An established industry player is seeking a Senior Enablement Manager to empower sales teams and drive revenue growth. This role involves developing enablement strategies, collaborating with various teams, and enhancing sales efficiency. You will play a crucial part in shaping the future of the company by optimizing enablement materials and aligning them with revenue goals. If you are passionate about sales enablement and thrive in a dynamic environment, this opportunity is perfect for you. Join a team that values creativity and collaboration, and help redefine the employee experience in the tech industry.

Benefits

Flexible Work Environment

Health and Wellness Programs

Professional Development Opportunities

Inclusive Work Culture

Qualifications

• 5+ years in enablement or sales training in SaaS or tech sectors.
• Proven ability to create impactful enablement programs.
• Strong communication and interpersonal skills.

Responsibilities

• Develop targeted enablement programs for sales teams.
• Collaborate with marketing and product teams for resource alignment.
• Measure enablement effectiveness using key revenue-focused KPIs.

Skills

Sales Training

Product Marketing

Customer Relationship Management

Communication Skills

Project Management

Education

Bachelor's Degree in Business or Related Field

Tools

Microsoft Teams

Job description

Company Description

Workleap builds practical employee experience software that makes work simpler.

Our products include Workleap, a simple employee experience platform to boost engagement, drive performance, and develop teams, and ShareGate by Workleap, a single, trusted out-of-the-box solution for fast and secure migration, adoption, and Copilot readiness—simplifying data management across Microsoft 365.

With over 20,000 happy customers in more than 100 countries, Workleap products are a must-have for businesses looking to create a more engaging and successful workplace.

Job Description

So, what will your new role look like?

As the Senior Enablement Manager at ShareGate, you will play a pivotal role in driving revenue growth by empowering our Account Executives, Account Managers, and Customer Success Managers (CSMs) to win, upsell, and retain clients. You will build and execute impactful enablement strategies designed to enhance our revenue teams' capabilities, improve sales efficiency, and maximize customer value. Your leadership in competitive insight gathering and dissemination will directly influence win rates and customer retention, significantly contributing to ShareGate's growth and market leadership, especially through strategic alignment with IT partners.

Responsibilities:

• Develop and deliver targeted enablement programs that enhance selling skills, product knowledge, and customer relationship management for our Account Executives, Account Managers, and CSM teams.
• Build and iterate on playbooks that drive impact across the customer journey from client acquisition, upsell, and renewal.
• Own and continuously optimize all ShareGate enablement materials alongside design teams, ensuring they are relevant, actionable, and aligned with revenue goals.
• Collaborate closely with Product Marketing, Revenue Leadership, Customer Success, and Partner teams to tailor content and resources that drive measurable results.
• Lead competitive intelligence initiatives with Product Marketing and Product Management, providing clear, actionable insights to revenue teams to inform strategic decisions and improve competitive positioning.
• Work directly with Channel Partners to understand their critical needs and build out the assets to improve our win-rate and market share.
• Utilize your deep understanding of IT professionals and channel partner dynamics to clearly articulate ShareGate's differentiated value propositions, particularly within the Microsoft 365 management landscape.
• Measure and improve enablement effectiveness using key revenue-focused KPIs, including increased win rates, asset utilization, training adoption, and customer retention metrics.

A typical week?

• Align with sales director on critical needs.
• Drive a roundtable with sellers on gaps.
• Review competitive updates; Align with PMM on what to share.
• Share competitor insights.
• Record training video on new release features - share in appropriate channels.
• Align on critical projects with Marketing Director(s).

What does your future team look like?

Your direct team will consist of Product Marketers and the customer and lifecycle marketing team. You will also work with Revenue (Account Executive, Account Manager, Partner) and Marketing (Growth / Demand, Brand, Content).

What are the next challenges awaiting your team?

• Enablement is being rethought; there is a lot to do, particularly in supporting partners to really reimagine the value of ShareGate (new persona, messaging, training).
• Support account managers to have a better upsell conversation with clients, speaking to more business benefits and value.
• Competitive intelligence needs to be rebuilt - needs to be rearchitected by the right candidate.

Qualifications

• 5+ years of experience in enablement, sales training, product marketing, or related revenue-driving roles, ideally within SaaS or technology-focused organizations.
• Proven expertise in creating impactful enablement programs directly influencing sales performance and customer success outcomes.
• Deep familiarity with enablement best practices, methodologies, and tools.
• Demonstrated success working with sales, account management, and customer success teams, clearly understanding their unique enablement needs.
• Exceptional communication and interpersonal skills, capable of influencing and collaborating across all organizational levels.
• Strong results orientation with proven ability to manage multiple projects, priorities, and stakeholders simultaneously.

Who we are

We’re a team of curious minds and bold builders, brought together by a shared drive to make work simpler - and better - for everyone. Challenges fuel our creativity, fast-paced environments keep us sharp, and pushing boundaries is just part of how we operate. We believe the best ideas come from experimentation, rapid learning, and even the occasional discomfort - that’s where growth happens.

Since 2006, we’ve been rethinking the way teams work, blending creativity and tech to solve real problems in IT and HR. We move quickly, we learn constantly, and we always keep our customers at the center of what we do. If you're a proactive thinker who takes ownership, loves to collaborate, and isn’t afraid to leap into the unknown - you’ll fit right in.

Additional Information

At Workleap, we build together, we trust each other, and we support each other in success or failure. You will be able to express yourself, evolve, and develop your creativity in an environment that will adapt to your daily life and your needs.

We strive to create a healthy and inclusive work environment. This is everyone’s business.

Our Candidate Experience Flow at Workleap:
Phone Screen - Virtual Interview using Microsoft Teams - Work Sample - Job Offer

We are looking forward to getting to know you!

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