Progressive Leasing

Artificial Intelligence

• Own Four’s marketing strategy across acquisition, retention, brand, and revenue growth
• Define target audiences, customer segments, and lifecycle journeys using behavioral and performance data
• Set and manage marketing budgets, forecasting spend against acquisition targets and ROAS goals
• Develop and maintain a marketing roadmap aligned with company priorities
• Partner with cross‑functional leaders to translate business objectives into measurable marketing initiatives
• Own Four’s presence in AI‑powered discovery so that when consumers ask LLMs about BNPL options, Four is the first and best answer
• Plan, execute, and optimize paid campaigns across Meta, Google, TikTok, Apple Search Ads, and emerging channels
• Build and manage AI‑driven workflows for bidding, targeting, and creative optimization
• Own attribution modeling and marketing analytics to understand performance drivers
• Monitor and improve key metrics including CAC, ROAS, conversion rates, and funnel efficiency
• Test new channels and tactics aggressively, scaling what works and cutting what does not
• Create compelling content across social, video, email, landing pages, app store assets, and more
• Build and maintain Four’s brand voice and visual identity across all touchpoints
• Design content strategies that enable rapid learning, iteration, and sustained relevance
• Manage social media presence with a focus on engagement and community building
• Produce content that resonates with shoppers seeking a smarter, more transparent way to pay
• Architect AI agent workflows that automate content creation, campaign management, audience segmentation, reporting, and competitive intelligence
• Use and extend Four’s internal AI operating system to capture marketing knowledge and performance insights
• Build dashboards and automated reporting for real‑time visibility into results
• Evaluate and adopt emerging AI marketing tools and platforms
• Document workflows and learnings so the marketing system compounds over time
• Partner closely with Compliance and Legal to ensure all marketing activities meet regulatory requirements
• Understand the regulatory landscape for BNPL and consumer financial products
• Embed compliance review directly into marketing workflows
• Maintain auditable records of marketing approvals and reviews

AI-First Marketing Leader

Director

• Lead and define the overarching creative vision across Progressive Leasing, Purchasing Power, and Money.app, spanning all marketing channels including email, paid media, social, web, app experiences, SMS, direct mail, video, in‑store collateral, and emerging platforms
• Develop, maintain, and evolve brand standards and visual guidelines to ensure consistency while allowing for brand differentiation
• Partner closely with Marketing, Growth, CRM, E‑commerce, Product, Merchandising, Analytics, Compliance, and Executive Leadership to translate business objectives into compelling creative strategies
• Oversee the development and delivery of creative assets for lifecycle marketing, acquisition campaigns, paid media, social content, websites, landing pages, sales enablement materials, and internal communications
• Ensure creative deliverables are completed on time, on budget, and aligned with campaign goals and performance targets
• Build, mentor, and lead a high‑performing creative team, including designers, copywriters, content strategists, and external agency partners
• Establish and optimize creative workflows, intake processes, briefing standards, and production timelines to improve efficiency and quality
• Guide concept development from ideation through execution, ensuring strong storytelling, clear value propositions, and performance‑driven design
• Partner with Analytics and Growth teams to implement creative testing frameworks that improve engagement, conversion, and return on ad spend
• Manage relationships with agencies, freelancers, production vendors, and technology partners to scale creative output as needed
• Support brand integration efforts as Purchasing Power transitions into the PROG Holdings ecosystem, aligning messaging and customer experience while honoring brand equity
• Lead rebranding or refresh initiatives tied to campaign launches, seasonal promotions, and major business milestones
• Ensure all creative output meets legal, regulatory, and brand governance requirements

Director, Creative

Data Scientist

• Build, maintain, and improve decision systems and predictive models that are key to Progressive Leasing’s competitive advantage
• Explore new data sources both internal and external to Progressive and use findings to further improve model performance
• Design, implement, and read in-market experiments testing new algorithms, technologies, and processes
• Prototype solutions to business problems using cutting-edge technologies
• Recommend and support strategic changes through rigorous analytics, creative problem solving
• Identify, evaluate, and help implement advanced analytics methods
• Be part of a collegial team of like-minded data scientists!

Account Executive

• Meet target revenue and revenue per eligible rates for each assigned account
• Represent Purchasing Power at the executive level of our clients and brokers to build strong relationships and be able to educate each audience (broker, client, and consumer) of our value proposition
• Proactively offer guidance to help educate our broker and client partners for needed training programs
• Expand and cultivate each account and assigned broker region through frequent visits, ongoing communication, and accurate reporting
• Develop marketing opportunities for promotion to maximize program effectiveness for each account, utilizing broker portals and other communication tools available
• Ensure that account contract terms are adhered to and that all account needs are addressed
• Provide insight and information to cross-functional internal departments to assist SAE to become a valuable resource and partner
• Understand of account industry trends as well as voluntary benefit trends to identity new business opportunities with client and broker partners
• Proactively identify and report potential risks associated with each client and broker
• Effectively identify and partner with brokers to execute any upsell opportunities
• Optimize client and broker experience across sales, client services, marketing, and customer experience
• Serve as account owner and decision maker on relationship affecting issues/escalations
• Develop strategic recommendation for continual improvement and expansion of client and broker relationships
• Document new processes/policies/procedures relating to the client and oversees training on these to applicable internal staff

Employee Benefits Strategic Account Executive

Account Manager

• Lead, mentor, and develop a high-performing account management team
• Optimize and manage business relationships with our largest broker partners
• Develop and implement partner business plans
• Track and report on key performance metrics for the account management team

Director, Account Management – Employer Benefits

Marketing

• Own demand generation strategy across digital, paid, email, content, and events
• Optimize lead acquisition, conversion, and pipeline velocity
• Manage and improve MQL performance
• Work closely with the head of marketing to refine our GTM, messaging, and value proposition and frameworks aligned to ICP and buyer personas
• Refine existing nurture journeys, client journey mapping, and create appropriate segmentation strategies
• Develop and oversee B2B marketing campaigns that drive measurable results including defining success metrics and setting a clear reporting cadence
• Lead end-to-end campaign development (strategy → execution → measurement)
• Ensure integrated execution across channels (digital, content, paid, partner)
• Oversee campaign reporting and performance optimization
• Oversee website strategy and optimization, ensuring alignment with campaign messaging, ICP targeting, SEO best practices, and conversion rate optimization
• Establish clear performance dashboards tied to revenue outcomes
• Continuously test and optimize campaigns for efficiency and effectiveness
• Use AI‑enabled tools when helpful to streamline content development, summarize insights, and improve workflow efficiency — so we can move quickly without sacrificing quality

B2B Marketing Leader – Employer Benefits

• Lead, mentor, and develop a high-performing account management team
• Set clear performance goals and provide regular feedback and coaching
• Assist Account Managers to initiate and cultivate successful partnerships between Purchasing Power and assigned Clients
• Plan and deliver support programs for the Strategic Account Management team and offer guidance on influencing and strengthening performance and partnerships
• Optimize and manage business relationships with our largest broker partners to grow Purchasing Power’s client base
• Act as the primary point of contact for escalated client issues
• Develop and implement partner business plans and account plans strategies to drive client engagement and retention
• Track and report on key performance metrics for the account management team
• Provide regular updates to senior leadership on team performance and client satisfaction

Director, Employer Partnerships – Employer Benefits

Recruitment

• Own full life cycle recruiting across a broad range of corporate roles, including: Technology & engineering, Sales & marketing, Accounting & finance, Corporate leadership and specialized roles.
• Step in quickly to take ownership of active requisitions and keep hiring moving during periods of growth, transition, or increased demand.
• Partner closely with hiring managers as a consultant and advisor — helping clarify needs, calibrate talent, and drive timely decisions.
• Manage candidate experience end‑to‑end, including communication, coordination, and offer support.
• Actively source talent using a variety of methods and tools, not just inbound applicants.
• Adapt recruiting approach as priorities shift, providing coverage and continuity across teams.
• Leverage downtime to support recruiting operations, process improvement, or experimentation with AI‑enabled tools and workflows.
• Contribute ideas that help modernize recruiting — from sourcing strategies to automation and efficiency gains.

Contract Technical Recruiter

Product Manager

• Define the 3–5 year vision and roadmap for Progressive’s API platform, aligned with company strategy and future platform growth
• Own the API product portfolio and prioritization across internal and external consumers
• Lead the end-to-end API lifecycle including discovery, design, development, launch, versioning, and deprecation
• Establish and own API governance, including design standards, documentation quality, security practices, and lifecycle policies
• Partner closely with Retail Operations, engineering, sales, and customer success to enable retailer integrations at scale
• Define, track, and optimize KPIs such as API adoption, usage, latency, error rates, reliability, and partner satisfaction
• Manage and mentor product managers responsible for individual APIs or platform surfaces.

Group Product Manager – B2B API Platform

• Own demand generation strategy across digital, paid, email, content, and events
• Optimize lead acquisition, conversion, and pipeline velocity
• Manage and improve MQL performance
• Work closely with the head of marketing to refine our GTM, messaging, and value proposition and frameworks aligned to ICP and buyer personas
• Refine existing nurture journeys, client journey mapping, and create appropriate segmentation strategies
• Develop and oversee B2B marketing campaigns that drive measurable results including defining success metrics and setting a clear reporting cadence.
• Lead end-to-end campaign development (strategy → execution → measurement)
• Ensure integrated execution across channels (digital, content, paid, partner)
• Oversee campaign reporting and performance optimization
• Oversee website strategy and optimization, ensuring alignment with campaign messaging, ICP targeting, SEO best practices, and conversion rate optimization
• Establish clear performance dashboards tied to revenue outcomes
• Continuously test and optimize campaigns for efficiency and effectiveness
• Use AI‑enabled tools when helpful to streamline content development, summarize insights, and improve workflow efficiency — so we can move quickly without sacrificing quality.

B2B Marketing Leader

Marketing Operations

• Develop and implement operational processes that support B2B marketing efforts.
• Implement scalable solutions to improve workflow and productivity and identify opportunities to enhance performance dashboards to measure operational effectiveness.
• Own and manage all marketing automation platforms.
• Support campaign builds, QA, and deployment across channels (email, paid media, webinars, events, etc.).
• Develop scalable workflows for lead nurturing and segmentation.
• Partner with team members on demand generation, events, and content efforts to ensure operational excellence.
• Monitor funnel performance and identify optimization opportunities.
• Track performance of campaigns and assets so we know what’s landing well, where we’re seeing engagement, and what needs to evolve.
• Use AI‑assisted tools to streamline content development, improve workflow efficiency, and help the team work smarter across campaigns.
• Support foundational marketing operations needs — simple list pulls, segmentation, basic performance reporting, and helping ensure data consistency across employer outreach.
• Represent the company at marketing tradeshows, industry conferences, and client events to support lead generation and brand visibility.
• Work with Sales Operations to improve pipeline visibility and conversion and ensure information flows correctly through Salesforce and Marketo as our B2B tools mature.
• Assist in building and scaling our B2B marketing processes — helping document workflows, maintain consistency, and introduce automation as tools expand.
• Coordinate with vendors or external creative partners when needed to support the production of prospect and employer‑facing materials.
• Provide basic budget awareness (what’s driving value, what’s being used, where materials are most effective) to help Marketing prioritize resources.

Marketing Operations Manager – B2B

B2B Marketing Operations Manager

Manager

• Provide formal structure throughout the software development lifecycle, including the creation of concrete artifacts for planning, iterative improvement, and outcomes
• Coach team(s) on the software development lifecycle, Agile principles, and general ways-of-working best practices
• Foster a safe team environment that promotes learning, personal growth, and fulfillment for all team members
• Create detailed delivery plans with participation and inputs from Product Manager(s), Software Engineer(s), UX Designer(s), and other relevant stakeholders
• Identify and communicate dependencies and risks to relevant Product Managers, teams, and other relevant stakeholders
• Schedule and facilitate Backlog Refinement sessions regularly to select and prioritize stories for development
• Facilitate periodic sessions with development teams to define (or refine) their definition(s) of ready for epics and user stories, publishing the final definition(s) of ready publicly
• Facilitate periodic sessions with development teams to define (or refine) their definition(s) of done for any/all increments and publish/ maintain the definition(s) of done publicly
• Maintain and communicate updates to the delivery plan that result from scope and prioritization changes
• Inform team Software Engineers of any approval demos that are required and schedule demos with approvers as necessary
• Schedule and facilitate a stand-up cadence that works for your team to provide visibility to recently completed, currently in-progress, and soon-to-begin work as well as "blockers" that require removal
• Triage identified “blockers” and take initiative to remove them
• Coach Product Manager(s) to author well-constructed initial epics and user stories that meet a formalized “definition of ready”
• Assist the team to break down larger pieces of work into manageable increments
• Coach Product Manager(s) on good acceptance criteria writing (clear, concise, testable, from a user perspective)
• Educate team members on story pointing methodologies
• Review definitions of key performance indicators that the Product Manager includes in the product scorecard and share with the Product Manager your observations of relatedness (or unrelatedness) of each key performance indicator to Progressive Leasing’s key business priorities
• Schedule and facilitate regular Sprint Planning sessions, including leading the team to craft and document sprint goals that logically further the product goal(s)
• Schedule and facilitate regular Sprint Retrospective sessions (including provision of insightful analysis, interpretation of key metrics and behavior patterns, and a published Sprint Retrospective output document)
• Present to Product Manager(s) and Project/Program Managers analyses related to team velocity, cycle time, and predictability and explain implications on delivery timelines
• With the Product Manager’s permission, schedule and facilitate Sprint Review sessions that emphasize the pursuit of feedback (i.e., not just “show-and-tell” demos)

Senior Delivery Manager

Full-stack Engineer

• Architect, design, and develop proof-of-concepts and early-stage production systems leveraging LLMs, agentic workflows, vector databases, and emerging AI technologies
• Work closely with the VP of Research & Development to shape technical direction, evaluate emerging tools, and identify high-impact opportunities for AI adoption
• Build integrations with platforms such as Microsoft Copilot, ChatGPT, and other leading models using APIs, SDKs, and custom toolchains
• Develop full-stack solutions end-to-end, including API development, data pipelining, infrastructure provisioning, and cloud-native deployments
• Create advanced prompts, system instructions, tools, and agent architectures to elevate automation, reasoning, and decision-making across business processes
• Partner with engineering, product, data, and security teams to validate feasibility, ensure responsible-AI standards, and transition successful POCs toward production readiness
• Maintain a high sense of ownership over solution design, performance, quality, and reliability
• Actively research, experiment, and document findings to keep Progressive Leasing at the cutting edge of applied AI

Principal Software Engineer

Data Analyst

• Support the design, execution, and monitoring of Information Technology General Controls (ITGCs)
• Manage and review User Access Controls, including user provisioning, access reviews, and segregation of duties.
• Utilize data analytics to identify control gaps, trends, and risks within financial and information technology processes.
• Assist with internal and external audit requests related to Information Technology General Controls and Sarbanes-Oxley compliance.
• Partner with information technology and business stakeholders to remediate control deficiencies and improve control design.
• Work with Workday to support access controls, reporting, and control-related activities.