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Head of Revenue Operations

RegScale, Inc.

RegScale Careers: Join the Team That’s Revolutionizing Compliance

Here’s your chance to make an impact in an industry that’s begging for a revolution. We’re looking for talented, high-energy humans to help automate, produce, and promote a future in which governance, risk, and compliance (GRC) is achieved without the drudgery, costs, and time-suck of spreadsheets, documents, and paper-based processes. Help us innovate, and we’ll help you build a career where you can make a difference.

RegScale Tripled Revenue as the CCM Category Arrives

Watch RegScale’s Co-Founder and CEO on the NYSE FloorTalk.

Life at RegScale is not all about work. Come together with your team at exciting offsites, group dinners, product kick-offs, sales events, and industry conferences that help you grow a connection with the people you work with and the customers you serve. Get away from your desk and make a difference with volunteer opportunities and community engagement events that foster teamwork and unforgettable memories.

Founded by practitioners for practitioners, RegScale is reshaping the compliance industry with our steadfast commitment to staying Focused, Resourceful, Energetic, and Empowered. Join us in embracing our mission of industry transformation.

Focused

RegScalers stay on track with timely delivery, professionalism, and a keen understanding of customer needs.

Resourceful

We thrive on resourcefulness: asking questions, solving problems, and delivering tangible results as thought leaders.

Energetic

High energy defines every RegScaler — having fun, delivering delight, growing as lifelong learners, and giving back to our community.

Empowered

We emphasize results over bureaucracy, incentivize innovation, and solve customers’ needs first in all endeavors.

“We are making significant strides in revolutionizing an industry burdened by archaic practices. The people, culture, pace, and impact we make in the industry are what make RegScale an exceptional place to work.”

EstyPeskowitz

Vice President, Marketing

“Compliance monitoring requires constant vigilance to ensure that organizations remain compliant with regulatory requirements and internal policies. The challenge organizations face is the velocity at which they need to secure new systems and technologies and satisfy ever-evolving regulations. I became a RegScaler because RegScale addresses the constant pain that all three lines of defense face on a daily basis with control testing, evidence collection, and understanding their true compliance posture.”

Account Executive

“We’re transforming the GRC industry, and I’m thrilled to deliver high-quality solutions to our customers.”

Shawn Therrien

Senior Technical Solutions Engineer

“Having worked extensively with compliance in my career, I feel so aligned with RegScale’s mission and my enthusiasm has only grown as I continue to work with the team. I look forward to leveraging my experience so RegScalers can continue to excel with our product and clients.”

Rachel Rothwell

Human Resources Manager

Read What RegScalers Say About Working Here

Our employees are at the center of our mission to revolutionize risk assessment, compliance, and cybersecurity. At RegScale, you’ll grow more than you thought possible with a benefits program designed to help you be at your best. We offer competitive pay, bonuses, and career growth opportunities for eligible employees.

Our employee benefits encompass comprehensive medical, dental, and vision plans with national coverage and wellness incentives.

401k

Secure your future with RegScale’s 401(k) retirement plan — we match up to 4% of your contribution!

Flexible PTO

Take vacations and personal and sick time off through our flexible PTO policy.

Holidays

Enjoy work-life balance with our corporate holiday schedule, providing well-deserved breaks and festive moments.

.

Take advantage of our paid parental leave program, supporting you during the precious moments in life.

Life Insurance

Gain peace of mind with our sponsored life insurance package, including company-paid coverage and supplemental options.

Mental Health Support

Access our Employee Assistance Program and online mental health resources for comprehensive support and wellbeing.

Show off your RegScale pride with stylish swag from apparel to gadgets and accessories.

Accelerate Your Career at RegScale

Learn from Travis Howerton, our Co-Founder and CEO, why compliance is where fun goes to die and how RegScale is reimagining the industry.

See the latest in GRC and cybersecurity news

Explore our current job opportunities. If you don’t spot the perfect fit, check back; new positions open regularly.

Head of Revenue Operations

Location

Employment Type

Full time

Location Type

Remote

Department

G&A

RegScale is a continuous controls monitoring (CCM) platform purpose-built to deliver fast and efficient GRC outcomes. We help organizations break out of the slow and expensive realities that plague legacy GRC tools by bridging security, risk, and compliance through controls lifecycle management. By leveraging CCM, organizations experience massive process improvements like 90% faster certification times, and 60% less audit prep time. Today’s expansive security and compliance requirements can only be met with a modern, CCM based approach, and RegScale is the leader in that space.
Position:

We are seeking a Head of Revenue Operations to lead the operational foundation behind our next phase of growth. This leader will own our go-to-market analytics and accompanying systems as well as be the analytical voice around the effectiveness and outcomes of our Go-to-Market teams. You will serve as a trusted partner to the executive team on the health and predictability of our revenue and programs.

This is a player-coach role. The successful candidate will execute hands-on in the near term while designing and building the team and operating model needed for the next stage of growth.
Key Responsibilities

Establish a single source of truth for GTM metrics, with consistent definitions, measurement, and tracking.

Interface directly with the sales and marketing teams to deliver accurate, high-quality analysis and reporting that informs pricing, packaging, segmentation, and general strategic decisions.

Own the end-to-end revenue technology stack, including the CRM, marketing automation, customer success, sales engagement, and CPQ tools as well as evaluating, selecting, and implementing new software.

Act as a key stakeholder in annual go-to-market planning, including capacity planning, quota development, and territory design.

Own data quality standards, governance, and deal-desk processes.

Own the company's revenue forecast and its accuracy, delivering a bi-weekly forecast cadence to the leadership team.

Partner with enablement to drive creation, adoption, and consistent adherence to processes and tools.

Recruit, develop, and lead a high performing RevOps team.

Qualifications

Required

8+ years of experience in sales or business operations at B2B software companies, including at least 3 years in a managerial role.

Deep, hands-on CRM and go-to-market tool ecosystem expertise.

Strong analytical skills, including fluency with SaaS metrics.

Proven ability to influence and align senior stakeholders across sales, marketing, customer success, services, and finance.

Highly detail-oriented and data-driven.

Demonstrated experience building embedded or custom AI functionality.

Preferred

Experience at a scaling venture-backed company.

Prior experience as the first or founding RevOps leader at a growth-stage company.

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