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Home Flexible Job Board Head of Revenue Operations

$180,000–275,000/yr 103d ago

Head of Revenue Operations

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Loop

Boston, MA, US

Full-time Permanent Remote

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Summary

Lead the Revenue Operations function to scale the Go-To-Market organization across Sales, Marketing, and Merchant Success. This includes owning GTM analytics, optimizing the tech stack, and driving operational consistency and enablement.

Job Description

Loop is hiring a Senior Director of Revenue Operations to help scale and strengthen our Go-To-Market organization as we enter our next phase of growth. This role is for an experienced RevOps leader who can bring clarity, rigor, and strong execution to how we operate across Sales, Marketing, and Merchant Success. 

You will report to Loop’s CRO and lead an established Revenue Operations team. The foundation is already in place. This role is about elevating how the function operates, strengthening analytics and insights, and creating a more disciplined, scalable operating model across teams. 

This is a highly visible role that partners closely with GTM leadership, Finance, and Operations. Success in this role requires strong judgment, a high bar for ownership, and the ability to influence how decisions get made across the business. 

At Loop, we’re intentional about the way we work so that we can do our best work. We call this our Blended Working Environment. We work from our HQ in Columbus, OH, or one of our Hub or Secluded locations, and are distributed throughout the United States, select Canadian provinces, and the United Kingdom. For this position, we’re looking for someone to join us in the United States.

\n

What You’ll Do: Own GTM Analytics, Reporting, and Business Insights

  • Lead Loop’s GTM analytics and reporting strategy, providing clear visibility into performance, risk, and opportunity across the funnel. 
  • Own forecasting, capacity planning, pipeline health, and performance management, partnering closely with Finance on planning and unit economics. 
  • Build and maintain executive-level dashboards and models that inform proactive decision-making and serve as the single source of truth for GTM metrics.

What You’ll Do: Scale Systems and Revenue Technology

  • Own and optimize Loop’s GTM tech stack, including Salesforce and adjacent tools such as Gong, Replit, Lovable, Hex, Looker, Notion, and various AI Tools (Claude).
  • Evaluate, implement, and integrate new systems and AI-driven solutions to improve efficiency, insight, and execution. 
  • Ensure strong adoption, clean data architecture, and scalable infrastructure across GTM teams.

What You’ll Do: Drive Enablement and Operational Consistency

  • Develop the processes, documentation, and training needed to support consistent execution across Sales, Marketing, and Merchant Success.
  • Strengthen onboarding, tool adoption, and ongoing enablement for GTM teams as Loop scales.
  • Define, monitor, and improve SLAs across the merchant journey, from pre-sale through post-sale.

What You’ll Do: Lead and Elevate Revenue Operations as a Strategic Function

  • Lead and develop Loop’s Revenue Operations team, setting clear expectations around ownership, accountability, and impact. 
  • Establish RevOps as a strategic partner to GTM leadership through strong prioritization, execution, and operational discipline. 
  • Create and maintain a clear RevOps roadmap that aligns cross-functional priorities and provides visibility into tradeoffs and progress.

Your Experience:

  • 12 to 15 years of experience in Revenue Operations, Sales Operations, or GTM Operations. 
  • Director-level leadership experience with direct people management responsibility. 
  • Proven experience scaling a B2B SaaS business through the $50M to $100M+ ARR range. 
  • Deep expertise in analytics, reporting, and modeling, including forecasting, capacity planning, pipeline analysis, and unit economics. 
  • Strong data visualization skills and experience with modern analytics tools.
  • Proven experience owning and optimizing CRM and GTM systems, with Salesforce experience strongly preferred. 
  • Comfort working with technical tools and platforms, and a clear interest in applying AI to improve how teams operate.
  • Track record of close partnership with Finance and GTM leadership. 
  • High ownership mindset with disciplined prioritization and clear decision-making across competing demands. 
  • Experience operating in fast-moving, resource-conscious environments. 
  • Strong executive communication skills and the ability to influence senior stakeholders.

\n$180,000 - $245,000 a year

- The posted salary range is base salary range. This role is bonus-eligible (17.5% target), making the OTE range ~$210,000 - $287,500

- We know that making decisions about your career and compensation is a huge deal. Because of that, we’re incredibly thoughtful about our compensation strategy. We want you to feel safe and excited, but also comfortable with the compensation package of a startup. We’ve outlined some important information for you here, but please know there’s a lot more to compensation than we can cover in this job posting.
 
- The actual annual salary paid for this position will be based on several factors, including, but not limited to: your prior experience and skills related to the position, geographic location, company needs, current market demands, and your total compensation goals. 
 
- Great humans deserve great benefits! At Loop, you’ll be eligible for benefits such as: medical, dental, and vision insurance, flexible PTO, company holidays, sick & safe leave, parental leave, 401k, monthly wellness benefit, home workstation benefit, phone/internet benefit, and equity.\n

#LI-ST1

About the company

Loop

We’re helping businesses accept cash, with no compromises: building out a unique platform that merges physical and digital infrastructure to allow businesses to seamlessly #digitize their cash wherever and whenever they need to. We are setting the path for end to end cash digitization and automation, making it easier for businesses to focus less on management and more on scaling

Play your part in revolutionising #finance and join the Loop team today!🚀

#fintech #b2b

Founded

2022

Company size

11-50 employees

Industry

Software Development

Org type

Privately Held

Headquarters

Toronto, Ontario

Apply Now

About the company

Loop

We’re helping businesses accept cash, with no compromises: building out a unique platform that merges physical and digital infrastructure to allow businesses to seamlessly #digitize their cash wherever and whenever they need to. We are setting the path for end to end cash digitization and automation, making it easier for businesses to focus less on management and more on scaling

Play your part in revolutionising #finance and join the Loop team today!🚀

#fintech #b2b

Founded

2022

Company size

11-50 employees

Industry

Software Development

Org type

Privately Held

Headquarters

Toronto, Ontario

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