Sales Operations Manager - Contract to Hire

Roo; Chicago (IL); On-site; USD 68,880 - 85,411; Full time

Benefits offered by this job

Accelerated growth & learning potential

Stipends for home office setup

Comprehensive health benefits

Job summary

Roo is looking for a motivated Sales Operations Manager in Chicago to enhance our go-to-market strategy. This individual contributor position focuses on building tools and insights for our Sales and Marketplace teams. Major responsibilities include optimizing performance dashboards, analyzing sales productivity, and executing GTM strategies in new markets.

The ideal candidate has over 5 years in Sales Operations and experience in a SaaS startup, showcasing strong analytical skills and the ability to work cross-functionally.

Qualifications

• 5+ years of experience in Sales Operations or related role.
• Experience in a startup or early-stage SaaS environment.
• Strong analytical and problem-solving skills.

Responsibilities

• Drive execution and optimization of go-to-market strategy.
• Build, maintain, and optimize tools, dashboards, and reporting.
• Analyze field performance and deliver actionable insights.

Skills

Sales Operations experience

Cross-functional partnership

Analytical skills

CRM tools proficiency (HubSpot, Salesforce)

Attention to detail

Communication skills

Tools

Excel

GSuite

Job description

About the Role

Roo is seeking a highly motivated Sales Operations Manager to drive the execution and optimization of our go-to-market (GTM) strategy. This is a hands‑on, individual contributor role focused on building the systems, tools, and insights that power our Sales and Marketplace teams. You will play a critical role in improving sales productivity, enabling data‑driven decision making, and ensuring operational excellence across new and existing markets.

Responsibilities

• Partner with Business Development and Marketplace leadership, as well as cross‑functional teams, to support initiatives that accelerate Roo’s growth
• Build, maintain, and optimize tools, dashboards, and reporting to track performance across markets and sales activities
• Analyze field performance and deliver actionable insights to improve productivity and outcomes
• Support the development and execution of sales and account management playbooks
• Identify and implement systems and processes that improve efficiency, scalability, and revenue attainment
• Support and continuously improve Roo’s operating cadence (weekly, monthly, and quarterly business reviews)
• Drive execution of GTM programs and operational rollouts in new markets and geographies
• Monitor performance against targets and proactively surface insights, risks, and opportunities
• Identify gaps in reporting, tools, or processes and independently drive solutions
• Partner with Business Development and Account Management teams to support market strategies, including:
  • Lead generation and conversion optimization
  • Supply acquisition and marketplace health
  • Listing quality and pricing optimization
• Collaborate with the Data team to size market opportunities and measure ROI of key initiatives
• Conduct ad‑hoc analyses to inform strategic and operational decisions

Qualifications

• 5+ years of experience in Sales Operations or a related analytical/operational role
• Experience in a startup or early‑stage SaaS environment
• Proven ability to operate as a strong cross‑functional partner and influence without authority
• Experience supporting or executing GTM strategies at a regional or market level
• Strong experience building and maintaining metrics, dashboards, and reporting frameworks
• Familiarity with the full customer lifecycle (pre‑sales, sales, and customer success)
• Understanding of recurring revenue business models and key value drivers
• Comfortable working across sales methodologies, metrics, and day‑to‑day operational needs
• Strong analytical and problem‑solving skills with high attention to detail
• Clear and effective communication skills (written and verbal)
• Self‑starter with the ability to prioritize and execute in a fast‑paced environment
• Proficiency in CRM tools (e.g., HubSpot, Salesforce), Excel, and GSuite

Compensation

For this posting (Contract to Hire), the ranges below are hourly.

Tier 1 (examples: San Francisco, NYC): $55 USD – $72 USD
Tier 2 (examples: LA, Boston, Seattle, DC, San Diego, Chicago): $50 USD – $62 USD
Tier 3 (examples: Austin, Dallas, Portland, Denver, Philadelphia, Baltimore, Sacramento): $47 USD – $60 USD
Tier 4 (examples: Minneapolis, Miami, Atlanta, Phoenix, Orlando, Las Vegas, Salt Lake City): $43 USD – $58 USD

Benefits

• Accelerated growth & learning potential
• Stipends for home office setup, continuing education, and monthly wellness
• Comprehensive health benefits with base medical plan covered at 100% and optional premium buy‑up plans
• 401(k)
• Unlimited paid time off
• Paid maternity/paternity and reproductive care leave
• Birthday & anniversary gifts
• Domestic travel opportunities, including regional team‑building events

Roo is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. We are committed to creating an inclusive environment for all employees and candidates. If you do not meet every qualification listed, we encourage you to apply.

Ready to join the Roo‑volution?