Senior Delivery Manager - Remote

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. As an almost 20+ year old FinTech company that has gone from start-up to industry leader, we know how to innovate, simplify, and value all people. We are a company founded on our grit and we are constantly looking to the future. As an ever-evolving group of entrepreneurs and technologists, we strive to do the right thing period in all aspects of our work. We are a subsidiary of PROG Holdings (NYSE: PRG), an exciting FinTech holding company, with three business segments including Progressive, Vive Financial, and Four, a Buy Now Pay Later (BNPL) platform.

We are currently hiring a Senior Delivery Manager to help grow our company and ensure our mission is achieved!     

This role is work from home position and can be performed remotely anywhere in the continental US or in our corporate office in Utah. 

Employee Value Proposition (EVP): PROG is dedicated to providing people with opportunity; opportunity for inclusive collaboration, opportunity for innovation, and opportunity for development. 

WE ARE: Prog Tech is the driving force behind our company’s technological evolution. We are passionate problem solvers and technical experts, working together to deliver impactful solutions. We pride ourselves on craftsmanship, continuous improvement, and collaboration. Our culture encourages experimentation, learning from failures, and delivering meaningful outcomes. 

We are seeking a Delivery Manager to drive the successful execution of technology initiatives across multiple software development teams within our organization. This role is responsible for coordinating project execution, tracking progress, managing dependencies, and ensuring the efficient delivery of software solutions. The Delivery Manager will work closely with Product, Engineering, Enterprise Technology, and Business stakeholders to support teams in structured planning, execution, and continuous improvement. While we do not operate in a traditional Agile-only environment, we leverage two-week sprint cycles and a Scrum team structure. The ideal candidate will be able to facilitate key team ceremonies while ensuring overall delivery excellence.

YOUR KEY RESPONSIBILITIES: 

Delivery Management

• Oversee end-to-end delivery of technology initiatives, ensuring successful execution across multiple teams.
• Work with Product Managers and Engineering Leaders to define roadmaps, set expectations, and track progress.
• Create and maintain delivery plans, capturing dependencies, risks, and blockers.
• Support teams in managing work within Jira and other project tracking tools.

Facilitation of Key Team Ceremonies

• Daily Stand-ups – Ensure visibility into work-in-progress and unblock teams as needed.
• Sprint Planning – Help teams scope and prioritize upcoming work for the next sprint.
• Backlog Refinement – Collaborate with Product Managers and Engineering to ensure work is well-defined and estimated.
• Sprint Retrospectives – Guide teams in reviewing and improving delivery processes over time.

Process Optimization & Continuous Improvement

• Ensure that teams follow structured planning, execution, and tracking processes, adjusting approaches as needed.
• Leverage a mix of iterative (Agile) and structured (Waterfall) methodologies, tailoring processes to fit project complexity.
• Help teams break down work into manageable increments and track deliverables against business objectives.
• Identify and drive opportunities for efficiency improvements across teams and functions.

Stakeholder Communication & Reporting

• Provide weekly status updates to leadership on key initiatives, highlighting progress, risks, and mitigation plans.
• Act as the point of contact between technical teams and business stakeholders, ensuring alignment and expectation-setting.
• Manage cross-team dependencies and proactively remove blockers that could impact delivery timelines.

Performance & Metrics Tracking

• Track and report on key performance indicators (KPIs) to measure delivery success, including:
• Completion vs Commitment % (Target: ≥80%)