Senior Sales Enablement Manager

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:

• Build 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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