About Checkr

Checkr is building the data platform to power safe and fair decisions. Established in 2014, Checkr’s innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100,000 customers including Door Dash, Coinbase, Lyft, Instacart, and Airtable.

We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company.

About the team/role

Our Revenue Operations team is looking for a Sr. Business Systems Analyst to serve as our dedicated Quote to Cash (Q2C) expert. In this role, you will combine strong technical architecture and design skills with a deep understanding of financial workflows to fully activate our revenue technology stack. You will help us scale our deal operations across all segments and go-to-market motions - from high-velocity self-service to complex enterprise contracts.

You will be the guardian of our Q2C infrastructure, ensuring our systems are scalable, stable, and secure. Your mission is to translate complex business requirements and monetization strategies into a world-class quoting experience. You aren't just configuring fields; you are diagnosing friction points in how we sell, designing automated quoting workflows, and consulting on how our ordering and billing engines should evolve to support new ways of doing business.

What you'll do

• Drive the Sales Motion: Lead the strategy and execution of the Quote-to-Order lifecycle. Ensure the path for a customer to purchase our products is seamless, automated, and built for scale.

• Product Launch Partner: Serve as a core stakeholder in the Go-To-Market process. Consult on and implement how new products and complex pricing models are brought to market within our sales systems.

• Systems Strategy: Act as a key advisor to Sales, Finance, Legal, and Engineering leadership on the evolution of our ordering and scalability of billing engines to support new, complex consumption and subscription models.

• Scale Through Innovation: Champion the transition toward automated proposal-to-order infrastructure, identifying opportunities for AI-driven contract analysis, natural language quoting, or automated data flows that reduce manual effort.

• Diagnose & Design: Translate high-level business needs into technical requirements. You move beyond "order taking" to diagnose the root cause of process friction and design the system to drive revenue outcomes.

What you bring

• Experience: 5+ years of GTM Systems or Revenue Operations experience in a B2B environment.

• Technical Expertise: Deep proficiency in Salesforce CPQ.

• Multi-channel Knowledge: Background across various go-to-market motions, including enterprise sales, PLG, and consumption-based billing models.

• DevOps Mindset: You value system stability and approach changes with engineering rigor - designing for the long term, testing thoroughly, and monitoring for errors.

• Process Optimization: A relentless focus on efficiency, with the ability to refactor legacy billing processes into streamlined, automated workflows.

• AI Fluency: An "AI-First" thinker interested in using AI tools and APIs to drive business efficiency.

What you’ll get

• A fast-paced and collaborative environment

• Learning and development allowance

• Competitive cash and equity compensation and opportunity for advancement

• 100% medical, dental, and vision coverage

• Up to $25K reimbursement for fertility, adoption, and parental planning services

• Flexible PTO policy

• Monthly wellness stipend

Pay Transparency Disclosure

One of Checkr’s core values is Transparency. To live by that value, we’ve made the decision to disclose salary ranges in all of our job postings. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, seeour website*.*

On-target Earnings OR Base Salary range (San Francisco, CA)$161,000—$189,000 USD
At Checkr, we believe a hybrid work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO, San Francisco, CA, Nashville, TN, and Santiago, Chile. Individuals are expected to work from the office 3 days a week. In-office perks are provided, such as lunch five times a week, a commuter stipend, and an abundance of snacks and beverages. A relocation stipend may be available for those willing to relocate to a Checkr hub location.

Equal Employment Opportunities at Checkr:

Checkr is committed to building the best product and company, which requires hiring talented and qualified individuals with a diverse set of perspectives and lived experiences. Checkr believes in hiring people of all backgrounds, including those whose histories are impacted by the justice system in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance.

Applicant Privacy Policy

If you are a California resident or are located in Alberta or British Columbia, our Applicant Privacy Policy applies to our collection and processing of your personal information when you apply for a role with us or otherwise participate in our recruitment process.

**Legitimate Checkr emails will always include our official domain name after the @ symbol (e.g., name@checkr.com or name@ext.checkr.com).