Octopus Deploy

VP, Revenue Operations

Octopus Deploy

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Job Level

Lead

About the role

  • Partner with the CRO and executive team to define the multi‑year revenue strategy, including segmentation, coverage model, and capacity planning across direct, channel, and self‑serve motions.
  • Lead the annual and quarterly GTM planning process: targets, territories, quotas, headcount plans, compensation design, and budget alignment across Marketing, Sales, Customer Success, and Partnerships.
  • Develop and maintain a unified revenue performance framework (pipeline, conversion, cycle time, retention, expansion) to guide investment decisions and trade‑offs.
  • Own the Revenue enablement program for all functions within the organization.
  • Own end‑to‑end GTM process design from lead to renewal and expansion (lead management, qualification, opportunity management, deal desk, order management, handoffs to onboarding and CS, renewal playbooks).
  • Standardize and continuously improve processes for different DevOps segments (e.g., PLG/self‑serve, mid‑market, enterprise, strategic accounts, MSPs/VARs) while preserving regional and segment flexibility where needed.
  • Implement and govern clear operating cadences: QBRs, forecast calls, pipeline reviews, marketing performance reviews, and customer health reviews.
  • Establish a single source of truth for revenue data across CRM, marketing automation, product telemetry, billing, and customer success platforms, with clear data definitions and governance.
  • Build robust dashboards and analytics for pipeline health, forecast accuracy, cohort retention, product adoption, pricing/discounting, and sales productivity; turn insights into recommendations and action.
  • Own the companywide revenue forecasting process (new, expansion, churn) and drive continuous improvements in accuracy, timeliness, and scenario modelling.
  • Own the GTM tech stack strategy and roadmap (e.g., Salesforce, HubSpot/Marketo, sales engagement, CPQ, CLM, CS platforms, data warehouse/BI, enrichment, routing, intent signals, PLG tooling).
  • Ensure systems are designed and integrated to support DevOps‑specific motions such as trials, freemium, usage‑based pricing, marketplace transactions, and hybrid land‑and‑expand motions.
  • Drive adoption, enablement, and change management for GTM tools, ensuring that teams use standardized workflows and that data quality remains high.
  • Serve as the connective tissue between Marketing, Sales, Customer Success, Product, and Finance to ensure alignment on ICP, segmentation, messaging, pricing/packaging, and lifecycle plays.
  • Partner with Product and Product Marketing to translate product telemetry and usage data into account‑level signals and plays (upsell, expansion, save, migration) for GTM teams.
  • Oversee Revenue Enablement (directly or via dotted line), ensuring onboarding, ongoing training, and playbooks are grounded in data and aligned to GTM priorities.
  • Build and lead a high‑performing RevOps organization spanning sales operations, marketing operations, CS operations, systems/administration, analytics, and deal desk.
  • Define clear charters, operating models, and SLAs for how RevOps engages with GTM leaders and internal stakeholders.
  • Develop talent, foster a culture of experimentation and continuous improvement, and position RevOps as a strategic partner rather than a reactive service function.

Requirements

  • 10–15+ years in revenue operations, sales operations, GTM strategy, or related fields, including leadership roles in high‑growth B2B SaaS; strong preference for DevOps, developer tools, or infrastructure software.
  • Proven track record owning revenue operations for businesses with recurring/usage‑based models (ARR/NRR), with responsibility across marketing, sales, and CS.
  • Deep experience with GTM planning and execution: segmentation, territory and quota design, capacity modelling, comp plan design, and forecasting at scale.
  • Demonstrated success building and scaling RevOps or similar teams, including hiring managers and senior ICs across systems, analytics, and process.
  • Expert‑level proficiency with modern GTM systems (CRM, marketing automation, sales engagement, CS tools, CPQ, BI, data warehouse) and their integration patterns.
  • Strong analytical and financial skills; comfortable working with executives and board‑level stakeholders on metrics, forecasts, and trade‑off decisions.
  • Excellent communication, influencing, and change‑management skills in a highly cross‑functional, often remote/distributed environment.
  • Experience in a product‑led or hybrid PLG/enterprise motion is a strong plus, especially where product telemetry and marketplace channels are central to GTM.
Benefits
  • a minimum of 25 days annual leave
  • up to 10 days of paid sick and carers leave
  • 12 weeks of fully paid parental leave with flexible return options
  • generous health care (100% individuals, 75% dependents)
  • dental and vision
  • 401K matching
  • pension contributions of up to 5%
  • stock options

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
revenue operationssales operationsGTM strategycapacity modelingcompensation plan designforecastingdata analysisprocess improvementrevenue forecastingpipeline management
Soft skills
leadershipcommunicationinfluencingchange managementcross-functional collaborationanalytical skillsstrategic thinkingteam developmentproblem-solvingculture of experimentation