About the role
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. Summary This role is for an accomplished broker who excels in both revenue generation and complex risk placement. As part of a rapidly scaling insurance solutions group inside a technology company, this position blends traditional brokerage expertise with the advantages of modern infrastructure, and warm distribution. The Senior Insurance Broker II generates new revenue, architects complex commercial production risks, executes submission and negotiation strategies, and participates directly in the Placement function. The role partners closely with Wrapbook’s cross functional Sales and Customer Success teams across business lines, including Payroll Sales and Payroll Customer Success, to coordinate opportunities and amplify revenue impact. This is a strong fit for a broker who works with independence, sound judgment, commercial instinct, and a forward looking approach to where insurance and technology intersect. What Makes This Opportunity Unique This is not a traditional agency seat. The Senior Insurance Broker II benefits from: A built in pipeline of warm leads from Wrapbook’s payroll and accounting platform Access to clients already engaging with Wrapbook for financial services Emerging bespoke insurance products designed to integrate with production workflows A technology forward environment where quoting, placement, servicing, and data handling are evolving rapidly Significant cross sell opportunities between insurance, payroll, and accounting Opportunities to contribute directly to technology development, workflow design, and new insurance product capabilities A modern technology ecosystem supporting both company employees and customers At the same time, the role requires an established network, independent pipeline development, and strong carrier relationships. Responsibilities Revenue Generation and New Business Development Drive new new and new on existing revenue using a blend of warm platform leads and personal network development Convert existing Wrapbook users and adjacent verticals into long term insurance clients Lead client conversations with both technical fluency and commercial clarity Partner with Business Development and Payroll Sales to coordinate outreach and opportunity routing Technical Brokerage and Placement Execution Own the architecture, strategy, and negotiation of complex production insurance submissions Participate directly in the Placement discipline to shape carrier engagement and market strategy Lead high complexity underwriting conversations with senior carrier partners Maintain accuracy, clarity, and E and O discipline across all submission and binding workflows Contribute to continuous updates on carrier appetite and market intelligence Cross Functional Partnership Work with Payroll Sales and Payroll Customer Success to identify insurance opportunities and deepen revenue tie ins Partner with Customer Success on mid market or technically complex renewals that require senior expertise Coordinate with Insurance Operations on workflow integrity, documentation, and system consistency Collaborate with Platform, Product, and Data teams to inform technology requirements, automation, and insurance roadmap needs Support the Placement function in developing playbooks, appetite guides, and carrier strategies Leadership by Influence Provide mentorship to brokers, CSRs, and cross functional partners Model high standards of technical accuracy and operational maturity Offer calm leadership in ambiguous or high stakes underwriting and client situations Contribute to a culture grounded in learning, quality, and scalable execution Requirements Experience 6+ years in commercial Property & Casualty insurance with experience handling complex risks and placements Clear track record of winning new business and managing complex placements Senior level carrier negotiation experience Experience in both client facing and technical placement responsibilities Licenses Property and Casualty license required Capabilities Deep command of commercial coverages and complex risk structures Ability to independently architect and negotiate complex submissions Strong written and verbal communication with polished client presence High proficiency with Salesforce or similar systems preferred Ability to operate effectively in a fast moving, fluid environment Differentiators Experience at a tech enabled brokerage, MGA, or carrier Established network within commercial carriers and wholesale markets Ability to think commercially about how insurance, payroll, and operational data intersect Interest in supporting innovation, technology design, or emerging insurance programs Success in This Role Looks Like Consistent new business production above industry benchmarks Recognized internal technical expert for complex placement Improved submission quality, carrier outcomes, and deal velocity Strong alignment with Payroll Sales, Payroll Customer Success, Platform, and Product Visible leadership within the Placement discipline Reputation as a mature, high judgment operator with balanced commercial and technical depth 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! #LI-Remote
