[Hiring] Senior Director, GTM Revenue Operations @ChowNow

Role Description

The Senior Director, GTM Revenue Operations, is both the strategic and technical backbone of how ChowNow's Sales, Onboarding, and Customer Success teams operate day to day. This is not a reporting-and-dashboards role — it's an operator and systems-architect role. You'll need to understand the GTM motion deeply enough to sit in a rep's or post sales rep’s shoes, spot exactly where a process is broken or a workflow is creating friction, and then personally architect the fix — not as an isolated patch, but as part of a coherent system that holds up as we scale.

This function exists because of where the business is today: years of incremental, band-aid fixes and one-off customizations have left us with real tech debt across Salesforce, HubSpot, PlanHat, and the tools connecting them. Small changes take too long, and they too often break something else in the process. We need someone who can see the whole board — not just the piece in front of them — untangle what's been glued together, and rebuild it so that future changes are fast, safe, and durable.

You'll lead three key functions:

• A Sales & CS Business Ops (who lives inside the sales and CS org, diagnosing friction and defining the fix)
• A Marketing & Partner Ops Manager (who owns the demand and partner tech stack end to end as our HubSpot admin)
• A Biz Systems team who build and maintain our core systems

Your job is to make sure these three functions work as one connected system rather than three disconnected ones — translating GTM needs into technical requirements, and technical constraints back into GTM strategy, so nothing gets lost in either direction.

This role reports directly to the CEO and will own a team of 5-7 direct reports. This is a remote role based in the United States.

Please note: ChowNow is not eligible to employ in every state and the recruiting team will confirm location and eligibility before moving past initial stages.

Qualifications

• 8+ years of Revenue Operations experience in a SaaS environment, including meaningful time in a hands-on systems/technical capacity — not purely a reporting or analytics background
• 5+ years managing a team across RevOps, MarOps, CS Ops and Business Systems (SalesForce)
• Deep, practical fluency in Salesforce and HubSpot; experience with PlanHat, Gong, PartnerStack, and LeanData is a strong plus
• Direct experience untangling legacy systems, customizations, or technical debt — not just building net-new
• Proven track record of translating messy, ambiguous business pain points into a clear technical solution and seeing it through to execution
• Experience partnering with Sales, CS, and Marketing leadership
• Managed compensation, territory, or forecasting infrastructure in a prior role

Requirements

• Deep, ongoing immersion in how Sales, Onboarding, and CS actually operate — their blockers, their workarounds, and where the real friction lives
• Turning diagnosed problems into defined solutions: a new workflow, a re-architected process, a system redesign — and owning the decision on what the right fix actually is
• Managing and developing the Sales & CS Business Partner and Marketing & Partner Ops Manager
• Acting as the systems architect across our GTM stack (Salesforce, HubSpot, PlanHat, Gong, PartnerStack, LeanData, Bookit and adjacent tools)
• Leading the effort to unwind existing technical debt: legacy customizations, redundant automations, and fragile integrations
• Setting technical standards and review processes for new changes
• Directly managing the Biz Systems team, prioritizing their roadmap
• Owning the connective tissue between diagnosis, execution on the sales/CS side, and execution on the marketing/partner side
• Advising CEO on process and systems risks or opportunities

Benefits

• Expected On Target Earnings (OTE): $200,000 - $300,000 OTE (depending on candidate experience and location)
• Ongoing training and growth opportunities
• A "Best Place to Work" winner multiple times
• Rock solid medical, dental, and vision plans
• Mental Health Coverage - several programs to support your mental health and wellness goals
• Unlimited Paid Vacation
• 7 weeks of baby bonding time for all new parents
• 8 Weeks of Paid Pregnancy Leave
• 401(k) Matching
• Employer-contributing student loan assistance program or continuing education reimbursement program
• Employee Stock Incentive Plan
• Pet insurance for your fur babies
• Consistent & fair leadership
• Enough freedom to spread your wings while still holding you accountable