Deputy Director, Revenue Operations

Scale to Win

2d•$110,000•Remote

About The Position

The Revenue Operations Manager plays a critical and foundational role at Scale to Win, serving as the architect of our go-to-market systems and the connective tissue between our Sales, Client Success, and Marketing teams. This is not a role for a casual HubSpot user — it is a role for a builder, a fixer, and a systems thinker who thrives on turning operational chaos into clean, scalable infrastructure. In this role, you will own Scale to Win's HubSpot ecosystem end-to-end: auditing and rebuilding what exists, designing new workflows and pipelines, and ensuring that the data flowing through our CRM is accurate, trustworthy, and actionable. You will partner closely with senior leadership to translate strategic goals into functional technical systems, build the reporting infrastructure that GTM leaders rely on to make decisions, and create the documentation and training that ensures our team actually uses the tools we build. This is a Deputy Director-level individual contributor role with significant organizational influence, reporting to the Vice President of Sales.

Requirements

4-5 years of experience in Revenue Operations or Sales Operations, ideally within a high-growth B2B SaaS environment
Strong commitment to progressive values and genuine alignment with Scale to Win's mission to help Democratic and progressive campaigns and organizations win
Demonstrated experience as a primary HubSpot administrator, not just a user, with hands-on ownership of CRM architecture, workflows, objects, and properties in HubSpot Sales Hub and/or Service Hub
Current HubSpot Administrator certification, or equivalent expert-level demonstrated experience
Proven experience inheriting a messy or poorly implemented CRM environment and successfully auditing, remediating, and re-architecting it
Experience managing the full lead-to-revenue lifecycle, including recurring revenue pipelines, renewal workflows, and Customer Success operations — not just top-of-funnel sales pipelines
Experience building revenue dashboards that track ARR, churn, and sales velocity for GTM leadership
Strong documentation skills and a demonstrated ability to build processes that others can understand, follow, and maintain without your involvement
Comfort working as a hands-on individual contributor in a small, fast-moving organization where you are the team, not a member of a large specialized department

Nice To Haves

SQL proficiency or other advanced data querying skills for complex reporting and data integrity work beyond standard HubSpot reporting tools
Administration or optimization experience with secondary GTM tools in STW's stack, including Apollo, PandaDoc, or Zoom Revenue Accelerator
Formal experience in change management, organizational enablement, or developing training programs that drive high adoption
Experience integrating HubSpot with billing or finance systems to ensure revenue data accuracy
Familiarity with the progressive political or nonprofit technology space

Responsibilities

Serve as the primary HubSpot administrator, owning all CRM architecture including objects, workflows, properties, pipelines, and permissions across Sales Hub and Service Hub
Audit the existing HubSpot environment, identify legacy technical debt and misconfigured processes left by prior consultants, and develop and execute a structured remediation plan
Design and build scalable, well-documented workflows that map complex business processes without creating clutter or creating systems only you can understand
Manage user permissions, data validation rules, and governance standards that keep the CRM clean and trustworthy at scale
Establish and maintain a single source of truth for STW's revenue data, including ARR, GRR, NRR, churn, renewal rates, and sales velocity
Build and maintain dashboards that GTM leaders, including Sales, Client Success, and Finance, actively use to make decisions
Identify and resolve data quality issues, tracing anomalies back to their source and implementing preventative checks to stop them from recurring
Partner with Finance Leadership to ensure HubSpot data accurately reflects billing and subscription data
Own the integration and data flow between HubSpot and STW's broader GTM tool stack, including (but not limited to) Slack, Apollo, PandaDoc, Zoom Revenue Accelerator, and LinkedIn Sales Navigator
Serve as the operational translator between senior leadership's strategic goals and the technical systems required to achieve them
Proactively identify gaps in current tooling and propose solutions that will serve STW as it scales
Develop and maintain a Scale to Win RevOps Playbook that documents all CRM processes, workflows, and standards in plain language that the full team can follow
Lead training and change management efforts to drive team adoption of new and improved systems
Serve as the go-to internal resource for CRM questions, troubleshooting, and process guidance across Sales and Client Success
Other Duties as Needed: This role description is intended to convey information essential to understanding the scope of the position and is not an exhaustive list of skills, efforts, duties, responsibilities, or working conditions associated with it. Other duties may be assigned as needed to support the success of the team and organization.

Benefits

$110,000 yearly salary (base). As part of our commitment to equity, salaries are non-negotiable.
This role may be eligible for a discretionary bonus as determined by the company in its sole discretion.
401k matching up to 6% after a provisional period.
Ten paid company holidays, two floating holidays, and a week and a half-long holiday break at the end of the year.
Generous paid vacation (up to 24 days a year with time accrued monthly); paid sick leave; paid short-term medical, caregiver, bereavement, and other personal leave.
16 weeks of paid parental leave and an additional 4 weeks of part-time, fully-paid flex time. This is available to all new parents of any gender, including adoptive parents.
Fully-paid premium, $0 deductible, top-notch medical insurance, as well as dental and vision insurance, for you and your dependents.
Remote working with flexible working conditions, a stipend to support your home office setup, and access to a company computer.
Every employee is invited to donate 25,000 free texts to a non-profit of their choice each year.
To support continued professional growth and development, Scale to Win offers each employee an annual $2,000.00 stipend towards achieving your professional development goals.