Olo

Sr. Director, Sales Operations & Analytics

Job Description

Olo is a leading SaaS platform accelerating digital transformation in the restaurant industry, by helping customers deliver more personalized and profitable guest experiences. As a result, our digital ordering, payment, and guest engagement solutions enable brands to do more with less and make every guest feel like a regular.

We’re looking for a Sr. Director, Sales Operations & Analytics to lead and optimize our sales functions by overseeing and enhancing operational efficiency, and driving incremental improvements to key areas of the sales organization, including Analytics & Reporting, Compensation, Sales Systems, and Renewals & Deal Desk. As Sr. Director, Sales Operations & Analytics, you will take a hands-on approach to optimizing key sales processes, systems, and operational functions.

You will report to the SVP, Sales and can work remotely from anywhere in the U.S. or at Olo’s headquarters in NYC.


What You'll Do
  • Lead and develop a high-performing Sales Operations team.
  • Focus on optimizing current processes and systems to improve operational efficiency, sales effectiveness, and scalability by Identifying and implementing minor but meaningful improvements.
  • Work to reduce friction in the sales cycle and remove bottlenecks where possible, streamlining key operational workflows.
  • Collaborate with senior leadership to align sales operational strategies with overall business goals, ensuring the sales team is fully supported and equipped to succeed.
  • Work with Sales, Finance, Legal, and Customer Experience teams to ensure seamless execution of sales initiatives and cross-functional alignment.

    • Analytics & Reporting
  • Through collaboration with Sales Leadership, drive the strategy and execution of capacity planning, productivity review, market segmentation, territory carving, quota/incentive design, and headcount allocation.
  • Manage, develop & deliver sales performance reports, dashboards, and KPIs, and share key metrics & actionable insights for executive and board-level reporting to drive measurable improvements. 
  • Ensure sales forecasts and performance metrics are accurate and aligned with business goals, working closely with the sales team to track results.

    • Sales Compensation & Incentives
  • Drive the design and execution of sales compensation plans that align with business goals and drive motivation across the sales organization.
  • Oversee compensation processing, ensuring accurate and timely processing of commissions, incentives, and performance tracking.
  • Assess the effectiveness of compensation structures and make data-driven recommendations to optimize them for sales performance.

    • Deal Desk & Renewals Operations
  • Oversee the Deal Desk function to ensure timely and effective deal structuring and approvals.
  • Oversee the Renewals process, ensuring smooth execution and effective customer retention strategies.
  • Work closely with sales and customer-facing teams to streamline deal and renewal workflows, focusing on impactful process optimizations.

    • Sales Systems & Tools Optimization
  • Lead the development and optimization of CPQ (cost price quote) & sales systems and related sales tools, ensuring that they remain user-friendly and effective (including Salesforce, Clari and Copilot, Zoominfo, Linkedin SalesNav, and more) 
  • Focus on driving efficiencies through system improvements, integrating sales tools where needed, and enhancing data quality.

    • What We'll Expect From You
  • 10+ years of progressive experience in sales operations, with at least 5 years in a hands-on leadership role.
  • Experience with Deal Desk, Renewals, Sales Compensation, and Sales Systems in a technology or high-growth environment, B2B SaaS experience strongly preferred
  • Excellent analytical and quantitative skills used to translate data and trends, along with market and customer insight, into the execution of a clear selling strategy
  • Demonstrated success operating in a cross-functional environment and delivering outcomes, with the ability to influence and work across departments.
  • Proficiency with Salesforce with excellent analytical, reporting, data manipulation, dashboard creation and business intelligence skills
  • Strong knowledge of other sales and BI tools like Clari, Tableau, Domo, etc
  • Strong problem-solving skills with a focus on execution, continuous improvement, and optimizing existing systems and processes.

    • Apply Now
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