Head of Revenue Operations

Rivet Recruiting LLC; Chicago (IL); On-site; USD 120,000 - 180,000; Full time

Job summary

Rivet Recruiting LLC is seeking a Founding Revenue Operations & Enablement hire in Chicago to build and optimize the GTM infrastructure that supports a growing sales organization. This hands-on role spans RevOps systems, sales enablement, analytics, and AI-driven process automation, reporting to the CEO and partnering with AEs and BDRs to improve how the team operates and scales.

You’ll own core GTM tech (HubSpot, Clay, Gong, Salesforce), build dashboards, train the team, and drive adoption of

Qualifications

• 3+ years of experience in Revenue Operations, Sales Operations, Sales Enablement, or a similar GTM function.
• Hands-on experience managing CRM and GTM systems; HubSpot experience strongly preferred.
• Experience with tools such as Clay, Gong, Salesforce, Outreach, Apollo, or similar sales technologies.
• Strong analytical skills and experience building dashboards and reporting for leadership.
• Experience supporting AE and/or BDR teams through enablement, training, and process development.
• Interest and experience in using AI and automation to improve sales workflows.
• Comfortable operating in a high-ownership, early-stage environment where you’ll build processes rather than inherit them.
• Strong written and verbal communication skills with the ability to work directly with executive leadership.

Responsibilities

• Own and optimize core GTM systems including HubSpot, Clay, Gong, and other sales technology.
• Build and maintain dashboards, reporting, and analytics for leadership to track pipeline, productivity, conversion, and revenue performance.
• Partner with AEs and BDRs on sales enablement, including processes, workflows, playbooks, training, and onboarding.
• Run system and process trainings for the go-to-market team and drive adoption of new tools and workflows.
• Identify opportunities to use AI and automation to streamline sales processes, improve productivity, and eliminate manual work.
• Support the development of whitepapers, sales collateral, and other GTM content.
• Analyze sales data and translate findings into actionable recommendations for leadership.
• Build and improve the processes, infrastructure, and documentation needed to scale the revenue organization.
• Serve as a cross-functional partner between sales, leadership, and technology, ensuring systems and processes support the needs of the business.

Skills

Revenue Operations

Sales Operations

Sales Enablement

Analytics

Tools

HubSpot

Clay

Gong

Salesforce

Outreach

Job description

Founding Revenue Operations & Enablement

Location: Chicago, IL — Onsite

Reports to: CEO

Company Stage: Series A, profitable

About the Role

We’re looking for a Founding Revenue Operations & Enablement hire to build and optimize the infrastructure that supports our growing go-to-market organization.

This is a highly hands-on role with broad ownership across RevOps systems, sales enablement, analytics, and AI-driven process automation. You’ll work directly with the CEO and partner closely with AEs and BDRs to improve how the team operates, sells, and scales.

What You’ll Do

• Own and optimize core GTM systems including HubSpot, Clay, Gong, and other sales technology.
• Build and maintain dashboards, reporting, and analytics for leadership to track pipeline, productivity, conversion, and revenue performance.
• Partner with AEs and BDRs on sales enablement, including processes, workflows, playbooks, training, and onboarding.
• Run system and process trainings for the go-to-market team and drive adoption of new tools and workflows.
• Identify opportunities to use AI and automation to streamline sales processes, improve productivity, and eliminate manual work.
• Support the development of whitepapers, sales collateral, and other GTM content.
• Analyze sales data and translate findings into actionable recommendations for leadership.
• Build and improve the processes, infrastructure, and documentation needed to scale the revenue organization.
• Serve as a cross-functional partner between sales, leadership, and technology, ensuring systems and processes support the needs of the business.

What We’re Looking For

• 3+ years of experience in Revenue Operations, Sales Operations, Sales Enablement, or a similar GTM function.
• Hands-on experience managing CRM and GTM systems; HubSpot experience strongly preferred.
• Experience with tools such as Clay, Gong, Salesforce, Outreach, Apollo, or similar sales technologies.
• Strong analytical skills and experience building dashboards and reporting for leadership.
• Experience supporting AE and/or BDR teams through enablement, training, and process development.
• Interest and experience in using AI and automation to improve sales workflows.
• Comfortable operating in a high-ownership, early-stage environment where you’ll build processes rather than inherit them.
• Strong written and verbal communication skills with the ability to work directly with executive leadership.