Our roles are designed for people who thrive on driving impact, see ambiguity as an opportunity, and believe that raising the bar is a team sport. And in this role, you’ll get to do that, while shaping the future of managed services for our global partners. (That’s what we call our customers.) What is ScalePadAt ScalePad, we’re building more than software; we’re building confidence and clarity for the people who manage the technology businesses rely on every day.

Our mission: help MSPs evolve into MVPs (their clients’ most valuable partner). Our tools turn them from reactive service providers into strategic advisors through a consistent, scalable Customer Success motion. Our product suite unifies risk insights, client planning, and service delivery so MSPs can have smarter conversations, show clients their value, and grow their revenue.

But our purpose goes beyond our software. Together, we’re creating a future where MSPs don’t just keep businesses running, they help them thrive. We’ve been recognized for our products and corporate culture by MSP Today, G2, and Great Place to Work, to name a few.

About The

RoleThis role focuses on managing and growing Strategic Accounts by acting as the primary relationship owner, driving upsell and cross-sell opportunities, and positioning ScalePad as a trusted long-term partner. It requires strong collaboration, consultative selling, and leadership to expand MRR, exceed sales targets, and support both customer success and internal team performance. AI fluency is a core expectation at ScalePad, using this in areas like managing your forecast and KPIs, building outreach campaigns, and improving industry knowledge on an ongoing basis.





Focus on a Strategic book of business of ~180 Accounts. Act as ScalePad's outward-facing representative, responsible for driving sales within client accounts, including upselling, cross-selling, renewals, and retention. Establish yourself as the primary point of contact for assigned customers, fostering long-lasting relationships.

Maintain and manage your partner portfolio to the highest defined standards. Be self-motivated and results-driven, consistently striving not only to meet but to exceed your monthly and quarterly sales targets. What we’re looking forWe care about what you can do more than where you’ve done it.

However, experience in the following areas will help you hit the ground running in this role: 5+ years of experience in Account Management, Strategic Account Management, Customer Success, and/or SaaS Sales. Proven success growing customer accounts through upselling and cross-selling. Creative approach to building out and navigating new and renewal agreements that foster long term partnerships and maximize revenue.

Experience managing high-value or strategic customer relationships, including the build out of Strategic Partnership Agreements. Ability to leverage proven sales methodologies to drive strong value through product demonstrations. Strong consultative selling and relationship management skills.





Ability to build credibility and influence with executive-level stakeholders. Robust business acumen with the ability to identify and articulate customer value. Highly collaborative with experience partnering cross-functionally to drive customer outcomes.

Self‑motivated, results‑oriented, and able to manage competing priorities in a fast‑paced environment. MSP, IT services, or channel experience is an asset. Support for growing families. Parental leave programs are in place to support you and your family when it matters most.

Join opt-in mentorship programs and learn directly from founders and senior leaders who’ve scaled multiple SaaS ventures and spent decades in the MSP industry. Work with brand new, top-of-the-line hardware and equipment so you can do your best work, whether you’re at home or in one of our hubs. Roles at ScalePad are structured as remote or hybrid, with hub locations in Vancouver, Toronto, Montreal, and Phoenix.

Specific work models are outlined in each posting. Support for hybrid life. Receive a monthly stipend to help you create an effective hybrid or remote work environment.

Before You

ApplyThis is a full-time role for those who are eligible to work in Canada or the United States. We thank all applicants for taking the time to apply, but only candidates who make it to the next stage will be contacted. Note on AI UseScalePad uses AI technology to support certain administrative aspects of our hiring process, such as transcription, note‑taking, and interview documentation.

These tools are strictly used to assist our team and have no influence on candidate evaluation or hiring decisions.

📌 Strategic Account Manager (Remote) (Winnipeg)
🏢 ScalePad
📍 Winnipeg