Senior Sales Operations & Compensation Manager

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 350+ 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.

We are looking for a Senior Sales Operations & Compensation Manager to serve as the embedded operational partner to our Sales organization. Reporting to the Head of Revenue Operations, you'll own the Salesforce data layer, forecasting cadences, compensation administration, and deal desk processes that power Wrapbook's go-to-market engine across SMB, Mid-Market, and Enterprise segments. This is a high-autonomy role where your work directly impacts revenue predictability — you'll be the person Sales leadership leans on to turn data into accountability, process into pipeline, and comp plans into performance.

Salesforce Data Ownership & Hygiene

• Own the Salesforce data layer for Sales: object model accuracy, field definitions, pipeline data integrity, and the hygiene processes that keep opportunity data trustworthy.

• Build and maintain SFDC reports for Sales — pipeline views, stage conversion, rep activity, attainment — serving as the primary Salesforce reporting resource for Sales leadership and frontline managers.

• Define and enforce data entry standards across the Sales org; build the accountability loops (process, tooling, or workflow) that sustain hygiene over time without manual correction.

• Partner with the GTM Systems Architect on SFDC configuration changes, flow updates, and object model evolution driven by Sales process needs.

• Serve as the Sales-side data partner to the GTM Insights & Analytics Manager, ensuring Salesforce objects and fields are correctly structured as upstream inputs to Snowflake and the BI layer.

Forecasting & Pipeline Cadences

• Own the Sales forecast process operationally: run the weekly pipeline and forecast review cadence, partner with frontline managers to validate SFDC data (deals, close dates, eGPV, stage accuracy), and ensure action items are followed through.

• Prepare pipeline review materials — pulling from SFDC reports — that surface trends, risks, slippage, and coverage gaps by segment for Sales leadership discussion.

• Proactively flag forecast risks and data quality issues; escalate coverage shortfalls and drive cross-functional conversations when pipeline generation is off track.

• Partner with the GTM Insights & Analytics Manager on forecast accuracy improvement: they bring the BI modeling and historical analysis; you bring the SFDC data discipline and process accountability.

• Support GTM MBR and QBR cadences with consistent, SFDC-sourced reporting inputs and segment-level operational narrative.

Sales Compensation Design & Administration

• Own end-to-end compensation administration for the Sales organization — plan documents, quota assignments, attainment tracking, payout calculations, approval processes and dispute resolution.

• Partner with the Head of Revenue Operations and Finance to support annual comp plan design, ensuring plans are aligned to GTM strategy, bookings goals, and crediting rules for both standard and non-standard deal structures.

• Maintain the compensation administration platform as the system of record, ensuring calculation accuracy, auditability, and clean data lineage from deal close to payout.

• Manage the full comp calendar — plan communication, quota letter distribution, mid-year adjustments, and commission statement delivery.

• Administer SPIFs and accelerators; track performance and report outcomes to Sales leadership and Finance.

• Build and maintain comp infrastructure that scales with headcount growth and plan complexity — modular, documented, and auditable.

Sales Process & Deal Desk Operations

• Own the documentation and operationalization of Sales processes and methodology — ensuring consistent execution from prospecting through close.

• Partner with Sales leadership and Enablement to drive process adoption and accountability, with clear feedback loops on where breakdowns occur in the funnel.

• Own the deal desk process for standard and non-standard pricing: define the approval matrix, set and enforce SLAs, resolve bottlenecks, and ensure contract and implementation handoffs execute without friction.

• Identify process gaps and prioritize improvements in partnership with the GTM Systems Architect; translate Sales business requirements into system changes.

• Optimize the Marketing → Sales → Implementation → Customer Success handoff, reducing friction at each transition point.

Operating Cadences & GTM Rhythm

• Own the weekly pipeline and forecast review end-to-end: preparation, facilitation, and follow-through.

• Track open headcount and hiring progress across the Sales org; flag capacity and coverage risks to RevOps and Sales leadership.

• Partner with Sales leadership on bookings planning — coordinating inputs from segment leads, validating against historical data, and stress-testing plan assumptions.

• Support segment performance reviews by preparing SFDC-sourced operational inputs; partner with GTM Insights for the analytical narrative layer.

We're looking for a Salesforce-native Sales operator who combines system precision with process ownership — someone whose SFDC data is clean enough to trust, whose comp statements arrive on time and without errors, and whose forecast reviews actually improve rep behavior.

Core Experience & Mindset

• 5–8 years in Sales Operations, Revenue Operations, or Business Operations in a B2B SaaS environment.

• Deep Salesforce ownership experience — object model design, data hygiene management, and SFDC as the system of record for Sales.

• Direct experience owning sales compensation administration — plan design support, attainment tracking, payout calculation, and dispute management.

• Proven ability to own a forecasting cadence: running the process, driving data discipline in CRM, and delivering reliable roll-ups to leadership.

• Comfortable building and maintaining SFDC reports and dashboards for Sales leadership and frontline managers.

• Working knowledge of how Salesforce data flows into downstream systems — sufficient to partner effectively with Analytics Engineering and GTM Insights without owning those layers. Familiarity with modern data stack tooling (Snowflake, dbt, Fivetran, or equivalent) is a plus.

• High ownership orientation — identifies what needs to be done and does it without being directed.

• Strong cross-functional communicator: fluent in a forecast review with a sales manager and a comp dispute conversation with Finance in the same week.

• Comfortable in a fast-moving, build-mode environment with limited process inheritance.

Salesforce & Technical Fluency

• Advanced Salesforce experience — object model design, reporting, dashboards, pipeline management, data hygiene, Flows.

• Salesforce Administrator Certification (Plat-Admn-201) — strongly preferred.

• Familiarity with how SFDC data is modeled in Snowflake/dbt as downstream inputs — sufficient to collaborate with the GTM Insights Manager and Analytics Engineering.

• Comfort working across adjacent tools: comp administration tools, spreadsheet modeling, and BI platforms (Omni/Looker) as a consumer or contributor.

• Familiarity with compensation administration platforms — or demonstrated ability to manage comp with high accuracy in a structured non-tool environment.

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 $1500 towards IT set up for your home

• Up to 2% matching RRSP / 401K

• Learning and Development opportunities

• Up to $50 USD / $66.50 CAD towards Internet/Cell phone service

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.

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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