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Account Manager, Mid-Market (Canada)

Rippling - Toronto, ON, Canada - Hybrid - posted 2026-10-16

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Rippling is a unified workforce platform that manages HR, IT, payroll, benefits, computers, and apps for businesses. The company has raised $1.2B from top-tier investors including Kleiner Perkins, Founders Fund, and Sequoia, and is headquartered in San Francisco. You will join the Account Management team as a Mid-Market Account Manager based in Toronto, operating in a hybrid-remote model. In this role, you are the CEO of your book of business, responsible for revenue retention and growth within one of Rippling's fastest-growing customer segments. Key responsibilities include: - Proactively engage customers through lifecycle events such as go-live, benefits renewal, executive business reviews, and contract renewals - Consult with clients to understand their HR, IT, Finance, and global workforce management needs using a solutions-based selling approach - Build relationships with multiple stakeholders through remote meetings and navigate complex sales processes - Negotiate and coordinate customer procurement and contract execution - Build and manage a pipeline of new subscription cross-sales, product upgrades, and contract renewals to meet monthly targets - Develop broad knowledge of current and new Rippling products by executing customer adoption playbooks and prospecting - Partner with cross-functional teams (product, support, customer operations) to ensure customer success and secure long-term commitments - Take an entrepreneurial approach to the role, challenging the status quo when needed This is a sales-driven role in a fast-paced environment where you will own revenue responsibility for your customer segment. Requirements: - 3+ years of SaaS experience in account management, sales, or quota-carrying customer success - Track record of consistently meeting and exceeding quota via new product sales and upgrades - Competitive and creative drive to win over customers and think outside the box - Demonstrated ability to run sales discovery and demo meetings and execute structured sales processes - Proven success building and maintaining long-term commercial relationships - Highly effective communicator with strong people instincts; ability to build trust and work well with diverse groups - Highly organized, self-motivated, and detail-oriented with excellent follow-through - High integrity and enthusiasm for building a great company long-term - Courage to challenge the status quo when logic and reason require it

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