Mid-Market Account Executive, Film and Television

Wrapbook
Summary
Join Wrapbook, a leading payroll and accounting platform for the film and television industry, as a Mid-Market Account Executive. This remote position, open to candidates in the USA and Canada, focuses on new business development within the mid-market segment (50k-200k ARR). You will be responsible for the full sales cycle, from prospecting to closing, utilizing creative outreach strategies and building strong relationships with production company decision-makers. Success in this role requires a consultative sales approach, strong communication skills, and a deep understanding of the entertainment industry. You will collaborate with various teams to ensure a seamless customer experience and contribute to Wrapbook's continued growth. The ideal candidate possesses 3+ years of experience in a mid-market or enterprise SaaS closing role and a proven track record of exceeding quotas.
Requirements
- 3+ years of experience in a Mid-Market or Enterprise SaaS closing role, with a proven record of hitting or exceeding quota
- Ability to navigate 3–12 month sales cycles with multiple stakeholders while maintaining momentum and creativity throughout
- Outstanding written and verbal communication skills, with the ability to personalize outreach at scale without sacrificing quality
- A self-starter mindset — you operate with ownership, urgency, and a sense of pride in your work
- Creative problem-solving skills and a willingness to test new tactics, take calculated risks, and learn from what works
- High organizational rigor; you stay on top of your pipeline, your tasks, and your customer communications without needing hand-holding
- Strong team player mentality — you value transparency, collaboration, and lifting others up as much as winning deals
- Enthusiasm for the entertainment industry and a genuine interest in helping productions operate better and smarter
Responsibilities
- Own a small book of targeted Mid-Market accounts and drive full-cycle sales efforts from prospecting through close
- Execute highly customized outreach strategies using creative tactics — not templated sequences. Every prospect should feel like they’re your only prospect
- Partner closely with the Demand Generation Manager to align on messaging, campaigns, events, and programs that will drive pipeline and accelerate deal cycles
- Engage prospects through multichannel outreach, onsite meetings, demos, and attendance at key industry events in Los Angeles and New York
- Build strong relationships with production company decision makers by demonstrating a deep understanding of their workflows, challenges, and business goals
- Manage complex deal cycles efficiently, with clear documentation of next steps, risks, and paths to close
- Meet and exceed quarterly and annual sales targets consistently, with strong pipeline discipline and forecasting accuracy
- Collaborate cross-functionally with Marketing, Product, Customer Success, and RevOps to ensure a seamless customer experience and surface field insights
- Stay up to date on industry trends, competitors, and emerging needs within the entertainment production space
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