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Director, Revenue Operations (Hybrid / Boston, MA)

Boston, MA

Director, Revenue Operations

Skedda is a leading global workplace management platform, serving over 8,000 customers including Toyota, Siemens, Mercedes-Benz, MIT, and Harvard University. The company is a key player in shaping the future of the modern workplace experience with interactive floor plans, desk and meeting room booking, visitor management, rich utilization analytics, and integrations with Slack, Microsoft 365, and Google Workspace. Each year, Skedda wins awards from G2, Capterra, GetApp, and SoftwareAdvice.

Role Overview

We’re seeking an experienced, technically strong operations leader to lead our Revenue Operations function and drive AI-enabled operational transformation across the company.

This role will own the systems, data, analytics, processes, and internal technology that help our business scale efficiently. You’ll serve as the connection between our GTM teams, Product, Finance, and Leadership, ensuring that our operating model is supported by clean systems, reliable data, thoughtful automation, and actionable insights.

This is a leadership role, and it’s also a builder role. In addition to leading the Revenue Operations team, you’ll identify, design, and operationalize AI-enabled improvements across the business. We’re looking for someone who is genuinely excited by what’s now possible with tools like Claude, ChatGPT, Codex, agents, automation workflows, and internal tooling - and who can move beyond experimentation to practical, measurable business impact. 

This role reports directly to our Chief Operating Officer.

What You’ll Own

Business Operations Leadership

  • Lead and develop the Business Operations team, including team planning, prioritization, coaching, performance management, and execution.
  • Set the operating rhythm for BizOps, ensuring the team is focused on the highest-impact work across systems, analytics, revenue operations, internal tooling, and cross-functional initiatives.
  • Partner closely with Sales, Marketing, Customer Success, Product, Finance, and Leadership to identify operational gaps and build scalable solutions.
  • Ensure proper prioritization of cross-functional projects by balancing departmental needs with broader company strategy.
  • Build a high-trust, high-output team culture with strong documentation, clear ownership, and a bias toward practical execution.

AI Strategy & Operational Transformation

  • Own the roadmap for AI-enabled operational transformation across the business, while translating high-level AI opportunities into practical, measurable business outcomes.
  • Identify opportunities to use AI, automation, agents, and internal tools to improve workflows across go-to-market, customer operations, finance, product operations, and internal reporting.
  • Partner with stakeholders to redesign workflows, not just layer AI tools on top of existing processes.
  • Evaluate, pilot, and operationalize AI tools and agentic workflows that improve speed, quality, consistency, and scalability.

Revenue Operations, Systems & Process

  • Lead revenue operations initiatives across Sales, Marketing, and Customer Success.
  • Improve the systems and processes that support lead generation, pipeline management, attribution, customer lifecycle operations, forecasting, reporting, and revenue planning. 
  • Own and evolve the internal systems architecture, including the implementation, integration, and ongoing improvement of core business applications.
  • Partner with GTM leaders to improve funnel visibility, process efficiency, handoffs, data quality, reporting, and operational execution.
  • Lead vendor evaluation, selection, implementation, and relationship management for business systems and AI-enabled tools.
  • Ensure the company’s systems and processes are scalable, well-documented, and aligned to business priorities.

Data, Analytics & Reporting

  • Develop and maintain analytics and communication frameworks that support thoughtful decision-making across departments.
  • Ensure consistent, reliable, and actionable business reporting for Leadership and the Board.
  • Build and maintain data governance standards across the organization.
  • Identify data gaps, root causes, and process issues, then implement scalable solutions.
  • Translate complex data stories into clear insights that executives and functional leaders can act on.

Skills & Experience

  • 6-10+ years of relevant experience in business operations, revenue operations, GTM systems, GTM engineering, business systems, analytics, strategy & operations, or a related field.
  • 2+ years of people management experience
  • Experience working in a growing B2B SaaS company, ideally between $10M and $50M ARR.
  • Highly technical; comfortable working deeply with systems, data, automation, and AI tools
  • Strong understanding of revenue operations, including sales, marketing, customer success, pipeline management, forecasting, and reporting processes.
  • Deep experience with modern SaaS business systems such as HubSpot, Salesforce, Intercom, Gong, Claap, Common Room, ZoomInfo, or similar tools.
  • Strong analytical skills, including experience with business intelligence, data modeling, metrics design, and executive reporting.
  • Curious, scrappy, and forward-thinking; energized by new tools, better systems, practical AI adoption, and clever solutions that help teams move faster with limited resources.
  • Track record of successfully implementing, integrating, or optimizing business systems at scale.
  • Proactive in identifying process inefficiencies quickly and turning ambiguous problems into clear operating plans.
  • Demonstrated experience using AI, automation, or internal tooling to improve business operations; you can show real examples of workflows, agents, automations, or internal tools you or your team have built.
  • Strong project management skills with the ability to lead complex cross-functional initiatives.
  • Comfortable operating at both strategic and tactical levels - equally willing to shape the architecture and get in the weeds to build, test, and improve it.
  • Excellent executive communication and stakeholder management skills.

Benefits

  • Competitive salary, benefits package, and paid time off
  • Creative and collaborative work environment
  • Direct exposure to the leadership team across departments
  • Be empowered to leave a significant mark on the company and the customers

About Us

We’re an international team from 20+ countries with a growing presence in Boston. We place a lot of value on collaborating asynchronously across time zones but also understand the benefits of working together in person. Our team has doubled in size in the last year and continues to grow quickly. 

 

At Skedda, we take feedback from customers seriously and constantly iterate to improve our product. We’re a self-driven, curious, down-to-earth group of people who know how to balance moving quickly while maintaining a high bar for quality. Every team member at Skedda embodies our six core virtues: 

  1. We are a community
  2. Quality is at our core
  3. Take ownership
  4. Create momentum every day
  5. Tackle hard problems
  6. Be curious

We’re growing fast with a lot of new opportunities ahead! To learn more, please visit https://www.skedda.com/careers and https://www.allbooked.com/about.

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