Sales Manager, Mid-Market

Location: Remote, Toronto, Ontario, Canada

Salary: CAD 171,640–257,460 annually, depending on location zone, skills, experience, qualifications, work location, and market conditions.

Company

hirify.global builds technology and integrated commerce and financial services products through brands including Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Lead approximately 10 Senior Account Executives on a fully outbound, mid-market sales team.
• Hire exceptional Account Executives, raise the talent bar, and build a culture of ownership, accountability, continuous learning, and high standards.
• Identify future top performers and create development plans to accelerate their growth.
• Lead pipeline inspection, forecasting, performance diagnostics, and data-driven improvement initiatives.
• Establish operating rhythms for forecasting, pipeline management, and business reviews while refining processes and eliminating execution friction.
• Partner with Sales Leadership, Marketing, Enablement, Operations, and Product to improve the customer journey, commercial execution, and product evolution.

Requirements

• 7+ years of experience as a sales manager.
• 3 years of documented sales success as an individual contributor exceeding target.
• Proven experience leading high-performing sales teams in a fast-paced, high-growth environment.
• Experience leading an outbound-led team and coaching outbound strategy, including ICP targeting, a multi-channel approach, and pipeline quality over activity volume.
• Success developing Account Executives into top performers through structured coaching and clear performance expectations.
• Deep expertise in pipeline management, forecasting, and using data to improve business outcomes.
• Demonstrated experience hiring exceptional talent and building consistently outperforming teams.
• Strong business judgment with the ability to balance short-term execution and long-term organizational health.

Culture & Benefits

• Remote work with market-based compensation for Canada locations.
• Medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.
• Automated AI tools may be used to evaluate applications in accordance with local regulations and bias-audit requirements.
• Candidates may submit up to 9 active applications within a 60-day period; reapplication to the same role is accepted 90 days after a previous application has been reviewed.