Director, Product Management, Digital Payments

Sorry, this job was removed at 06:11 a.m. (CST) on Thursday, May 21, 2026
3 Locations
Hybrid
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Creating the best products with the best people in insurance technology!
The Role
Job Description
Amazing Career Moments Happen Here
Transforming the insurance industry is ambitious, we know. That's why at Applied, we're building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers - all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable; we're creating a place where amazing career moments are made possible.
Position Overview
We're searching for a Director, Product Management to join our Digital Payments team in hybrid location from either our Chicago, Salt Lake City or Toronto office. To keep us headed in the right direction, we're looking for people who understand winning is a team sport, who value and seek to learn from our team's diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun.
What You'll Do
Lead People & Product Organizations
  • Recruit, retain, and develop high performing Product Management leaders and ICs.
  • Coach leaders to reach their full potential, fostering a culture of accountability, experimentation, and collaboration.
  • Identify current and future talent and skill needs and implement plans to scale team capabilities across the portfolio.
  • Establish clear goals that align teams around delivering highvalue, highquality, and highimpact enterprise solutions.

Own Strategy, Planning & Portfolio Management
  • Own the product strategy and roadmap for an entire product line or portfolio, ensuring alignment with company and business unit vision and objectives.
  • Partner closely with Technology, UX, Marketing, and GTM leaders to define priorities, commitments, and sequencing.
  • Make informed tradeoff and prioritization decisions that balance shortterm delivery with longterm strategic outcomes.
  • Use customer feedback, market insights, and data analysis to shape strategic direction and investment decisions.

Drive GotoMarket, Commercialization & Outcomes
  • Lead go-to-market and postlaunch execution for product lines and major initiatives.
  • Evangelize product vision and customer value through compelling storytelling with senior leaders and cross functional partners.
  • Ensure teams are aligned on outcomes, execution approach, and success metrics.

Ensure Financial & Operational Excellence
  • Incorporate P&L, budgeting, and commercial considerations into product strategy and execution.
  • Monitor and manage team budgets, resourcing plans, and operating costs.
  • Ensure products across the portfolio are delivered on time, on budget, and at a high level of quality.
  • Remove systemic roadblocks and drive scalable, efficient delivery practices across teams.

We're Excited to Learn More About You
Your experience may include:
  • 5+ years of related experience, with at least 3 years in Product Management leadership roles.
  • 5+ years of people management experience, including leading Product Managers or managers of managers.
  • Proven success building and scaling high performing product organizations.
  • Demonstrated ownership of product strategy and roadmaps for a product line or portfolio.
  • Strong ability to synthesize qualitative and quantitative data into actionable insights.
  • Deep understanding of portfolio management, prioritization, and cross functional software delivery.

You may have other skills or credentials, including:
  • Strong financial acumen, including experience with P&L, budgeting, and commercial strategy.
  • Understanding of reconciliations in an insurance, payments or general accounting context
  • Expertise in enterprise SaaS product development and go-to- market execution.

We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply!
When You Join Team Applied, You Can Expect:
A culture that values who you are and recognizes that you aren't just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day.
We flex our time together, collaborating remotely and in-person to empower our teams to work in the ways that work best for them.
A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day:
  • Medical, Dental, and Vision Coverage
  • Holiday and Vacation Time
  • Health & Wellness Days
  • A Bonus Day for Your Birthday

Learn more about the people behind our products at https://www1.appliedsystems.com/en-us/about-us/jobs/
Our targeted starting base salary in the United States for this position ranges from $150,000 - $225,000 USD. To determine a new team member's starting pay, we consider a variety of factors, including someone's depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission.
Your Security Matters:
Our candidates' personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers.
AI Utilization
We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, candidate screening, interviews, and final decisions are conducted by real humans.
EEO Statement
Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don't discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.
#LI-Hybrid
#LI-US

What the Team is Saying

Daragh Borelan

Applied Systems Compensation & Benefits Highlights

  • Leave & Time Off Breadth Benefits begin on day one and include vacation, sick time, holidays, a birthday day, volunteer time, and paid parental leave. The variety of PTO types provides multiple avenues to take time away as needed.
  • Healthcare Strength Medical, dental, vision, and mental health coverage start on the first day, complemented by wellness incentives and FSA options. Immediate eligibility and broad core coverage are consistently emphasized.
  • Retirement Support A traditional/Roth 401(k) with employer match is offered alongside employer‑paid life, AD&D, and short/long‑term disability. Access to financial advisory support further reinforces the financial security stack.

Applied Systems Insights

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The Company
HQ: Chicago, IL
3,040 Employees
Year Founded: 1983

What We Do

Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other, too. At Applied, we have a mission and a vision that guide us, values that anchor us, and a determination to achieve that propels us forward. We push the boundaries of innovation to solve the biggest challenges in insurance – helping us earn the title of indispensable partner from our customers. Our teammates show up as they are, creating an authentic environment that fosters collaboration, curiosity and connections – and one that doesn’t waste time on the unnecessary confines of corporate bureaucracy or hierarchy. No matter the role or title, you have a voice at the table, space to work hard and achieve, and unending opportunities to be a great teammate.

Why Work With Us

Our commitment to you is simple: when you bring your best, we promise you a place where amazing career moments are made possible.

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Applied Systems Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

At Applied, we trust that our people will achieve the outcomes and deliver high-impact results to our customers, in whatever way - hybrid, in-person, or remote - that works best for them.

Typical time on-site: Flexible
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HQFulton Market
Atlanta
Adelaide Exchange
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