About Us:
Wrapbook is a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure. We provide a unified payroll platform that seamlessly connects your entire team—production, accounting, cast, and crew—all in one place. Wrapbook empowers production teams to manage projects, pay cast and crew, track expenses, and generate data-driven insights, while enabling workers to manage timecards, track pay, and onboard to new projects from any device. Wrapbook brings clarity and dependability to production payroll, while increasing the productivity of your whole team.
Trusted by companies of all sizes, Wrapbook powers payroll for some of the industry’s top production companies, including SMUGGLER, Tuff, and GhostRobot. Our growing team of 250+ people across the USA and Canada, including entertainment and technology experts from SAG-AFTRA, DGA, IATSE, Teamsters, Amazon, Microsoft, Facebook, and more. Wrapbook is backed by top-tier investors, including Jeffrey Katzenberg’s WndrCo, Andreessen Horowitz, and A* Capital. We have raised $130M and are in a strong financial position.
The opportunity - Senior Sales Enablement Manager (Remote - USA / Canada)
We are seeking a strategic and hands-on Senior Sales Enablement Manager to elevate the performance of our go-to-market teams across Mid-Market and Enterprise. You will play a crucial role in ensuring implementation of our sales processes, enhancing demo effectiveness, and driving revenue growth. You’ll be responsible for developing and delivering comprehensive training programs, analyzing sales calls, coaching sales reps 1:1 and collaborating with various teams to create impactful training materials. You’ll report to the SVP of Sales and partner closely with Sales Leadership, RevOps, and Product Marketing to ensure our teams have the tools, skills, and insights to win in the market.
What you'll do:
Program Strategy & ExecutionBuild and execute a sales enablement roadmap for an 8-person Mid-Market and Enterprise team.
Partner with RevOps and Sales Leadership to identify performance gaps and translate them into high-impact training programs.
Lead onboarding and continuous learning programs for AEs, BDRs, and Product Solutions Specialists, ensuring consistency in messaging, methodology, and motion.
Establish and ensure internal adoption of sales processes and best practices.
Analyze Gong calls and other sales interactions to surface skill gaps and coach patterns across teams.
Partner with sales leaders to deliver 2:1 coaching to sales reps and track implementation of feedback and additional areas of improvement.
Create certification programs for core selling skills: discovery, demo execution, qualification (with frameworks like MEDDPICC, Command of the Message, SPICED), and closing.
Drive demo effectiveness programs focused on tailoring value narratives by buyer persona and segment.
Collaborate with Product Marketing to ensure all training and content align with current positioning, product updates, and market intelligence.
Partner with RevOps on forecasting, CRM hygiene, and data-driven performance coaching.
Build strong alignment with Demand Generation on messaging consistency between outbound and marketing-led campaigns.
Demonstrate correlation between core sales KPIs (eg, ramp time, pipeline generation, quota attainment, conversion rates) and sales enablement programming
Maintain a structured enablement calendar and communicate upcoming programming across GTM teams.
Lead SKOs program design for GTM teams.
Facilitate learning sessions, certifications, and recognition programs that reinforce Wrapbook’s sales culture and methodology.
What you'll have:
8+ years in Sales, GTM Enablement, or Sales Training roles within high-growth tech.
Demonstrated success improving seller performance across Mid-Market or Enterprise teams.
Expertise in at least one major sales methodology (Challenger, MEDDIC, Force Management, or SPICED).
Strong facilitation and coaching skills — capable of driving engaging workshops and actionable 1:1 coaching sessions.
Analytical mindset; proven ability to connect enablement programs to revenue outcomes.
Exceptional project management and cross-functional influence skills.
Why Join Us
At Wrapbook, creativity meets technology — and not just in the product.
In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include:
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
Our Pledge to Fostering an Inclusive and Safe Workplace:
Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation.
Apply Now
Have we got your attention? Submit your application today and a member of our Talent team will be in touch with you shortly!
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What We Do
Employers in media production and the entertainment industry are constantly hiring. Freelance employees move between projects and could get onboarded 30 or more times in a single year.
And yet, much of the industry uses physical paperwork with no easy way to track payments, often struggling with compliance (due to ever-changing laws and union rules), and has few automation processes in place when it comes time to send payroll reports to their accountants.
Wrapbook is an intuitive payroll and insurance solution for those balancing multiple projects. With digital solutions, simplified compliance, and comprehensive reporting, we take the stress away so employers and project-based workers can focus on the big picture.
Commercial producers, filmmakers, and anyone creating media deserve robust solutions to meet their unique demands.
With Wrapbook, you only have to ask for documents from cast and crew once. Our platform lets you move all the onboarding forms associated with any crew from a project to any future ones, giving you back hours. By swapping out paper timecards with digital ones, approving payroll is now a piece of cake. Crew can log into Wrapbook from any device to enter their hours and expenses.
Providing producers with the right tools to onboard crew and process payments helps them put routine work on auto-pilot. That way, they can focus on more compelling tasks.
Let us tackle paperwork, payroll, and insurance, so you can continue creating the work that matters.








