Senior Manager

Summary

Join Wrapbook, a leading payroll and accounting platform for film and TV production, as a Senior Manager of Mid-Market Sales. This remote role (USA/Canada) requires leading and developing a high-performing sales team, driving revenue growth, and exceeding sales quotas. You will actively participate in deal execution, build outbound and ABM strategies, collaborate with cross-functional teams, and deliver thought leadership to clients. The ideal candidate possesses proven experience in managing mid-market teams, navigating complex sales cycles in B2B SaaS, and excellent communication skills. This position offers a competitive salary, benefits, and the opportunity to significantly impact a fast-growing technology company.

Requirements

• Proven experience leading and managing high performing Mid-Market teams
• Significant experience with complex sales cycles with a disruptive B2B SaaS product
• Excellent communication skills with the ability to simplify complex ideas and tailor messaging to various personas
• Work well cross-functionally with teams like product, and marketing
• Love for testing, tracking, and iterating on your process
• Comfortable working in fast-paced environments with ambiguity and change
• Willingness to travel for events and in-person meetings, primarily in LA

Responsibilities

• Lead, coach, and develop a team of Mid-Market Account Executives focused on 3–12 month deal cycles and 50-200k ARR
• Own revenue performance by driving accurate forecasting, meeting or exceeding quota, and ensuring consistent deal flow throughout the quarter
• Actively support day-to-day deal execution by joining calls, guiding strategy, and serving as executive sponsor in key meetings
• Build and optimize outbound and ABM strategies in partnership with Marketing and Business Development
• Collaborate closely with Sales Engineers and the Product team to align on customer needs and solutions
• Attend in-person industry events and client meetings, primarily in the Los Angeles area
• Deliver thought leadership to VPs of Production Finance and Production Accountants, helping them rethink outdated workflows and understand the value of adopting Wrapbook
• Use insights from CRM, marketing, product usage, and pipeline data to identify opportunities, test new approaches, and continuously improve team performance

Benefits

• Unlimited Paid Time Off
• Work from anywhere in Canada and USA
• Health and Dental benefits
• Up to $1,500 USD/ $2,025 CAD towards IT set up for your home
• Up to 2% matching RRSP / 401K
• Learning and Development opportunities
• Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service