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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 seeking a Portfolio Strategy Director. This is the portfolio strategy and operating layer for Product and Engineering. You build the operating cadence frameworks and reporting that help product and engineering leaders make and defend their decisions and that translate portfolio performance for the E-Team and the Board.
This is a role with real strategic weight. You are the person in the room who connects what we're building to why it matters who pressure-tests the business cases behind the roadmap and who operates at the portfolio level to make sure our product and engineering outcomes achieve our long-term goals. You will have direct visibility into E-Team decisions and influence across every function at Applied with a true end-to-end perspective on how we build launch and realize value from our software.
What You'll Do
- Facilitate portfolio prioritization and tradeoff conversations. Bring the analysis and frameworks that make roadmap tradeoff conversations productive between product engineering and ultimately business leaders. Help product and engineering leaders make allocation decisions they can confidently defend to the E-Team and the Board including tradeoffs and risks to manage.
- Connect product and engineering work to the financial plan. Articulate how the roadmap connects to meeting our long-term financial goals. Maintain our product and engineering capacity model and use it to define ROI. This is the bridge between what Product defines Engineering builds and what the E-Team/Board see.
- Define the reporting architecture for product and engineering outcomes. Work with engineering and product on what gets measured (quality productivity delivery) how it is framed and when it surfaces from regular operating rhythms to E-Team reviews to Board-level narratives. Build the structures that translate product and engineering data into action not just updates by combining the data with the real-world context and cross-team relationships that produce game-changing insight.
- Partner across functions on major cross-functional programs. You'll have a dotted line to the COO and direct access to E-Team conversations. When a cross-functional tradeoff between Product Engineering Sales or CX needs senior alignment you bring the framing that makes the decision actionable and ensure the right leaders are in the room to resolve. From time to time you will be asked to lead critical initiatives across these teams.
We're looking for someone who:
- Has the ability to work from an Applied Systems office or 100% remotely
- Your experience should include some or all of the following:
- 12+ years combined across product operations business operations chief of staff roles strategy/operations consulting or high-growth SaaS operations
- High agency. You take ambiguous high-stakes problems and drive them to a decision without waiting to be told how
- You can build an operating model structure a complex cross-functional analysis and pull together a board-ready deck in the same week
- Comfortable being the operational and analytical backbone in a room full of engineers product managers and commercial leaders
- Scrappy enough to pull your own data when the perfect report doesn't exist yet
- Communicates naturally across audiences: Teammates engineering teams product leaders C-suite
- You've built the playbook in places where one didn't exist then made it repeatable
- Genuine curiosity about insurance technology and AI commercialization
- 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!
Location
Candidate will need to reside in North America working arrangement will be remote.
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 $159000 - $190000. 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.
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-Remote
Skills Required
- 12+ years combined across product operations business operations chief of staff roles strategy/operations consulting or high-growth SaaS operations
- Ability to work from an Applied Systems office or 100% remotely and reside in North America
- High agency: take ambiguous high-stakes problems to decision without waiting for direction
- Ability to build an operating model structure complex cross-functional analysis and produce a board-ready deck quickly
- Comfortable serving as the operational and analytical backbone for engineers product managers and commercial leaders
- Able to maintain product and engineering capacity models and define ROI linking roadmap to financial plan
- Strong communication across audiences including engineering teams product leaders and C-suite
- Able to pull and analyze own data when formal reports are unavailable (scrappy data skills)
- Proven experience creating repeatable playbooks where none existed
- Genuine curiosity about insurance technology and AI commercialization
What the Team is Saying
Applied Systems Compensation & Benefits Highlights
- Healthcare Strength—Coverage begins on the first day spanning medical dental vision mental health resources wellness incentives and FSAs. Life and disability insurance are also included as part of the core package.
- Parental & Family Support—Six weeks of paid parental leave for all parents (birth or adoption) is provided alongside fertility benefits childcare and eldercare resources and onsite mother’s rooms. Family medical leave and broader caregiving resources are also highlighted.
- Leave & Time Off Breadth—Time off extends beyond vacation and holidays to include paid sick time a birthday day volunteer time floating holidays wellness days and bereavement leave. Remote/hybrid flexibility under a “Work Reimagined” model complements formal leave with location flexibility.
Applied Systems Insights
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 Teams
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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.

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