Manager of Strategic Planning & Analysis

Location: Boston, MA

Department: Finance

Type: Full Time

Min. Experience: Mid Level

True Fit is a data-driven personalization platform for footwear and apparel retailers and is seeking a highly driven and passionate professional to join our team, reporting directly to the CFO.  This critical role provides a unique opportunity to make a significant impact on the future valuation of True Fit and the apparel and footwear industry. Specifically, this professional will provide decision support and forward-looking strategic and business analysis, performance measurements, and be part of a revolutionary global start-up that is changing the way consumers shop online.


  • Identify and report on KPI’s, including SaaS metrics, and business drivers to optimize financial and operational performance compared to industry standards
  • Research and perform competitive analysis to assess True Fit’s competitive position and strategic opportunities
  • Monitor industry M&A activity including comp transactions and valuations
  • Review retailer contracts and report on revenue recognition including the conversion of bookings to revenue and performance to plan
  • Develop and maintain reports and dashboards for senior management, investors, and strategic business partners
  • Assist in the preparation of Board presentations including the reporting of past performance and future forecasts
  • Work collaboratively with all True Fit departments to manage and plan future operating plans and capital investments
  • Ability to communicate insightful analytics and performance results
  • Contribute to ad hoc projects and analysis


  • 5-7 years’ experience developing, building and delivering strategic and financial analysis and KPI reporting in a retail or e-commerce SaaS business
  • Experience analyzing and developing models and forecasts to measure bookings and revenue growth and operating expense management
  • Demonstrated ability to review and assess competitive positioning and M&A activities
  • Expert level experience with MS Office and Google applications, including the creation of high quality presentations
  • Dedicated follow-through with a strong attention to detail and time management
  • Analytical thinker and problem solver with an ability to prioritize in a fast-growth environment with multiple stakeholders
  • Highly motivated and organized individual with an ability to think strategically, understand the “big picture” and evaluate and interpret results
  • Comfortable communicating results and recommendations to senior management
  • Entrepreneurial and collaborative, thrives in a fast-paced, rapid growth environment
  • Self-starter and team player
  • Excellent verbal and written communication skills
  • BA/BS required; MBA a plus

We are proud to foster a workplace free from discrimination. We strongly believe that diversity of experience, perspectives, and background will lead to a better environment for our employees and a better product for the brands, retailers, and users that we work with. This is something we value deeply, and we encourage everyone to come be a part of the digital revolution of fashion retail.  

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