Job description

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. With more than 20 years in FinTech, we’ve grown from start-up to industry leader by innovating, simplifying, and valuing people. We are a subsidiary of PROG Holdings (NYSE: PRG), a FinTech holding company with three business segments: Progressive Leasing, Purchasing Power (a leading employee purchase program for consumer products and services using payroll deduction), and Four, a Buy Now Pay Later (BNPL) platform. Purchasing Power (a PROG Holdings company, NYSE: PRG) ABOUT PURCHASING POWER: Purchasing Power is a leading employee purchase program that helps people buy the products and services they need through the convenience of payroll deduction. As part of PROG Holdings (NYSE: PRG), a fintech holding company with more than 20 years of experience, we build simple, responsible financial solutions that put people first. PROG Holdings’ portfolio includes Progressive Leasing, a market leader in lease-to-own solutions; Purchasing Power; and Four, a Buy Now, Pay Later platform — all united by a commitment to innovation, access, and meaningful impact. We’re looking for a Senior Director, Financial Planning & Analysis to lead FP&A for Purchasing Power at a pivotal moment for the business. This is a build-and-transform role for a retail-savvy, AI-forward finance leader who can modernize how the business plans, forecasts, and makes decisions while partnering closely with senior leadership. The ideal candidate brings strong FP&A experience, deep business partnership skills, and a practical understanding of retail or consumer business drivers, including unit economics, margins, customer behavior, and operational KPIs. This leader will help shape a more data-driven, AI-enabled finance function while building scalable processes for a growing business. WHAT YOU LL WORK ON: Lead financial planning, forecasting, and budgeting with a strong emphasis on operational alignment and execution Serve as the financial partner to leaders across merchandising, operations, technology, and servicing, providing real-time insight and decision support Drive visibility into unit economics, customer and cohort behavior, margins, and operational KPIs, and translate insights into actions that improve performance Build and modernize forecasting models, operational reporting, and dashboards tied directly to business drivers Lead adoption of AI and automation across FP&A to streamline recurring work, surface trends, pressure-test assumptions, and create capacity for higher-value analysis Set the vision for an AI-forward finance function by identifying high-value use cases, evaluating tools, and establishing practical, responsible workflows Support scenario planning and investment analysis to help leaders weigh trade-offs and prioritize initiatives Partner with Accounting and central PROG finance teams to ensure accuracy and alignment of financial data and reporting Build scalable, right-sized processes for a growing business, balancing structure with agility Lead, mentor, and develop a high-performing FP&A team, fostering accountability, curiosity, continuous improvement, and thoughtful adoption of new tools WHAT YOU BRING: 10 years of progressive experience in FP&A, operational finance, or related roles, including leading and developing teams Proven retail experience is required. Candidates should bring a strong understanding of unit economics, gross margin management, merchandising and assortment strategy, promotional planning, and customer cohort performance. Proven ability to partner closely with business leaders and influence operational decisions Strong financial modeling, forecasting, and analytical capabilities, with the ability to connect financial outcomes to operational drivers and strategy Excellent communication skills with the ability to translate complex data into clear, executive-ready insight Comfort operating in high-growth, mid-sized, or dynamic environments with a hands-on, roll-up-your-sleeves mindset Bachelor’s degree in Finance, Accounting, Economics, or a related field; MBA or professional certification such as CPA or CFA preferred Experience with ERP systems such as Oracle or Workday is important Strong Excel and PowerPoint skills; familiarity with data tools such as SQL, Tableau, Power BI, or Snowflake highly valued PREFERRED QUALIFICATIONS: Hands-on, practical use of AI or large-language-model tools such as Claude, ChatGPT, or Copilot to accelerate finance and analytical work Experience piloting or deploying AI- or automation-enabled forecasting, variance analysis, or reporting workflows A clear point of view on how AI is reshaping the finance function, with a track record of leading adoption by example Comfort evaluating tools and designing practical, responsible AI workflows a team can rely on AI‑enabled tools are already part of how work gets done across our organization, and their use will continue to expand over time. We value people who are curious, adaptable, and open to learning as roles and workflows evolve. WHY THIS ROLE IS UNIQUE: You’ll make a direct and visible impact within a nimble, growing business with close partnership across senior leadership You’ll help modernize how the business plans, forecasts, and makes decisions using stronger data, clearer reporting, and practical AI-enabled workflows You’ll have real opportunity to shape strategy, influence outcomes, and build a scalable FP&A function for the future We are a people-first, data-driven fintech focused on enabling access and financial flexibility for our customers WHAT WE OFFER: Comprehensive benefits: medical, dental, vision, company-paid Basic Life/AD&D 401(k) Retirement Plan Paid Time Off Career Development Employee Purchase Program Progressive Leasing welcomes and encourages diversity in the workplace. We do not discriminate in any aspect of employment on the basis of race, color, religion, national origin, ancestry, gender, sexual orientation, gender identity and/or expression, age, veteran status, disability, or any other characteristic protected by federal, state, or local employment discrimination laws where Progressive Leasing does business.

Requirements

Must-haves

Purchasing Power (a PROG Holdings company, NYSE: PRG)
Lead financial planning, forecasting, and budgeting with a strong emphasis on operational alignment and execution
Serve as the financial partner to leaders across merchandising, operations, technology, and servicing, providing real-time insight and decision support
Drive visibility into unit economics, customer and cohort behavior, margins, and operational KPIs, and translate insights into actions that improve performance
Build and modernize forecasting models, operational reporting, and dashboards tied directly to business drivers
Lead adoption of AI and automation across FP&A to streamline recurring work, surface trends, pressure-test assumptions, and create capacity for higher-value analysis
Set the vision for an AI-forward finance function by identifying high-value use cases, evaluating tools, and establishing practical, responsible workflows
Support scenario planning and investment analysis to help leaders weigh trade-offs and prioritize initiatives
Partner with Accounting and central PROG finance teams to ensure accuracy and alignment of financial data and reporting
Build scalable, right-sized processes for a growing business, balancing structure with agility
Lead, mentor, and develop a high-performing FP&A team, fostering accountability, curiosity, continuous improvement, and thoughtful adoption of new tools
10 years of progressive experience in FP&A, operational finance, or related roles, including leading and developing teams
Proven ability to partner closely with business leaders and influence operational decisions
Strong financial modeling, forecasting, and analytical capabilities, with the ability to connect financial outcomes to operational drivers and strategy
Excellent communication skills with the ability to translate complex data into clear, executive-ready insight
Comfort operating in high-growth, mid-sized, or dynamic environments with a hands-on, roll-up-your-sleeves mindset
Experience with ERP systems such as Oracle or Workday is important
Strong Excel and PowerPoint skills; familiarity with data tools such as SQL, Tableau, Power BI, or Snowflake highly valued
You’ll make a direct and visible impact within a nimble, growing business with close partnership across senior leadership

Nice-to-haves

Bachelor’s degree in Finance, Accounting, Economics, or a related field; MBA or professional certification such as CPA or CFA preferred
Hands-on, practical use of AI or large-language-model tools such as Claude, ChatGPT, or Copilot to accelerate finance and analytical work
Experience piloting or deploying AI- or automation-enabled forecasting, variance analysis, or reporting workflows
A clear point of view on how AI is reshaping the finance function, with a track record of leading adoption by example
Comfort evaluating tools and designing practical, responsible AI workflows a team can rely on

Application prep

Use the role’s language and application details while tailoring your materials.

Keywords to mirror

aisql

Platform: workday
Effort: long

Benefits

Benefits detected in the listing.

Dental

Vision

401(K)

Paid Time Off