Head of Revenue Operations

Casechek; Chicago (IL); Remote; USD 180,000 - 240,000; Full time

Benefits offered by this job

Competitive Salary & Annual Bonus

Opportunity for Long-Term Incentives (

401(k) Match

Work-from-Home Flexibility

Flexible Time Off (Unlimited PTO)

Parental Leave

Comprehensive Medical and Dental

Brand-New Pro-Level Laptop

Annual Education Budget

Job summary

Casechek is hiring a Head of Revenue Operations to own the systems, data, and processes that power our commercial organization. You will build the infrastructure that makes the pipeline predictable, forecasts accurate, and the customer lifecycle measurable.

The role requires hands-on leadership, deep Salesforce expertise, and proven success scaling RevOps at a growth-stage B2B SaaS company, preferably in healthcare tech.

Qualifications

• 10+ years in revenue, sales or business operations.
• 5+ years leading a team.
• Comfort working hands-on as an individual contributor while building a team.
• Experience scaling RevOps at a growth-stage B2B SaaS company.
• Healthcare, health-tech or hospital-facing enterprise SaaS experience strongly preferred.
• Deep Salesforce expertise.
• Hands-on experience in Pardot and Gong.
• Fluent in forecasting, SaaS metrics, and comp/territory design.

Responsibilities

• Build a revenue strategy across the lifecycle.
• Own and evolve the commercial tech stack.
• Partner with Product and Engineering to bring platform usage into the CRM.
• Build the operating model, data, and reporting for the supplier side of the platform.

Skills

Forecasting

SaaS metrics

Territory design

Leadership

Tools

Salesforce

Pardot

Gong

Job description

Role Overview

The Head of Revenue Operations owns the systems, data, and processes behind Casechek’s commercial organization, building the infrastructure that makes the pipeline predictable, forecasts accurate, and the customer lifecycle measurable.

What You Will Do

Responsibilities include building a revenue strategy across the lifecycle, owning and evolving the commercial tech stack, partnering with Product and Engineering to bring platform usage into the CRM, and building the operating model, data, and reporting for the supplier side of the platform.

Why It Might Be a Fit

The ideal candidate will be hands-on and results-driven, with a builder’s mindset, and have experience scaling RevOps at a growth-stage B2B SaaS company, preferably in the healthcare or hospital-facing enterprise SaaS space.

Requirements

• 10+ years in revenue, sales or business operations
• 5+ years leading a team
• Comfort working hands-on as an individual contributor while building a team over time
• Experience scaling RevOps at a growth-stage B2B SaaS company
• Healthcare, health-tech or hospital-facing enterprise SaaS experience strongly preferred
• Deep Salesforce expertise
• Hands-on experience in Pardot and Gong
• Fluent in forecasting, SaaS metrics, and comp/territory design
• Working knowledge of regulated-data environments (HIPAA, BAAs, SOC 2) and comfort partnering with Security and Legal

Benefits

• Competitive Salary & Annual Bonus
• Opportunity for Long-Term Incentives (LTI)
• 401(k) Match
• Work-from-Home Flexibility
• Flexible Time Off (Unlimited PTO)
• Parental Leave
• Comprehensive Medical and Dental Benefits
• Brand-New Pro-Level Laptop
• Annual Education Budget

Tagged as: Forecasting, Pardot, Salesforce, Territory Planning