Director Portfolio Operations

Job Description:

Job Details

Position Type Full TimeJob Shift Day

At Liberty Dental Plan, we are driving transformation across the healthcare ecosystem to deliver smarter, faster, and more impactful outcomes for our members and providers. We're seeking a strategic and dynamic Portfolio Director, Transformation & Agile Delivery to lead enterprise-level initiatives that fuel operational efficiency, digital modernization, and scalable innovation.

This is a high-impact opportunity to shape Liberty’s transformation strategy, build cross-functional alignment, and promote a culture of agility, accountability, and execution excellence.

Job Summary

As the Portfolio Director, Transformation & Agile Delivery, you’ll be a critical partner to the COO, CIO, VP of Transformation, and VP of Application Development, leading governance and execution across our strategic and business-as-usual (BAU) portfolios. In this highly visible leadership role, you will:

• Orchestrate planning, execution, and value realization of enterprise transformation initiatives and functional-specific projects.
• Partner with executive leadership to mature Agile, PMLC (Project Management Life Cycle), and SDLC (Software Development Life Cycle) practices across the organization.
• Build and lead a scalable governance model that ensures timely delivery, quality outcomes, and strategic alignment across multiple portfolios.
• Coordinate digital, regulatory, automation, and operational efficiency initiatives across business and technical teams.
• Develop and maintain real-time dashboards and reporting tools (e.g., Smartsheets, Jira) to communicate progress, risks, and resource utilization.
• Lead cross-functional intake processes, ensuring proper scoping, resourcing, and stakeholder engagement from concept to completion.
• Manage resource forecasting and allocation across teams and escalate constraints to protect delivery timelines.
• Serve as project or program lead for high-visibility initiatives, ensuring disciplined execution with measurable business value.
• Champion change management, communication, and stakeholder engagement strategies across portfolios.

What You’ll Bring

• 10+ years of experience leading portfolios, programs, and cross-functional projects in a healthcare, insurance, or regulated environment.
• 5+ years of leadership experience, with a track record of mentoring teams and influencing at the executive level.
• Bachelor’s degree required; PMI/PMP certification strongly preferred. SAFe Program Consultant or ICAgile Certified Professional in Agility is a plus.
• Proven expertise in Agile frameworks (Scrum, SAFe) and implementing Agile in matrixed, compliance-driven organizations.
• Proficient in SDLC methodologies (Waterfall, Agile, Hybrid) and enterprise portfolio management tools such as Smartsheets, Jira, MS Project, and Visio.
• Exceptional skills in communication, organization, risk management, and cross-functional coordination.
• Strong analytical mindset with the ability to synthesize complex information into clear strategies and decisions.
• Experience developing change management and training plans to support project adoption and sustainability.

Why Join Us

• Purpose-driven mission: Be part of a team making a real impact on healthcare accessibility and innovation.

• High-impact role: Influence enterprise-wide architecture strategy and drive modernization initiatives.

• Collaborative culture: Work with passionate, cross-functional teams in an agile, forward-thinking environment.

• Growth opportunity: Shape your career in a growing organization that values innovation, continuous learning, and thought leadership.

• Flexible workplace: Enjoy the benefits of a remote-first company that values work-life balance and employee well-being.

Location

Our employees are distributed in office locations in multiple markets across the United States. We are unable to hire or allow employees to work outside of the United States.

What Liberty Offers

Happy, healthy employees enhance our ability to assist our members and contribute more actively to their communities. That’s why Liberty offers competitive and attractive benefit packages for our employees. We strive to care for employees in ways that promote wellness and productivity.

Our first-class benefits package supports employees and their dependents with:

• Competitive pay structure and savings options to help you reach your financial goals.

• Excellent 401(k) retirement benefits, including employer match, Roth IRA options, immediate vesting during the Safe Harbor period, and access to professional financial advice through Financial Engines.

• Affordable medical insurance, with low-cost premiums for employee-only coverage. Liberty subsidizes the cost for eligible dependents enrolled in the plan.

• 100% employer-paid dental coverage for employees and eligible dependents.

• Vision insurance with low-cost premiums for employee-only coverage and dependents.

• Company-paid basic life and AD&D insurance, equal to one times your base salary, with options to purchase additional supplemental coverage.

• Flexible Spending Accounts for healthcare and dependent care expenses.

• Voluntary benefit programs, including accident, critical illness, and hospital indemnity insurance.

• Long-term disability coverage.

• Expansive wellness programs, including company-wide wellness challenges, BurnAlong memberships, and gym discounts.

• Employee Assistance Program (EAP) to support mental health and well-being.

• Generous vacation and sick leave policies, with the ability to roll over unused time.

• 10 paid company holidays.

• Tuition reimbursement for eligible educational expenses.

• Remote or hybrid work options available for various positions.

Compensation

In the spirit of pay transparency, the base salary range for this position is $150,000 - $170,000, not including fringe benefits or potential bonuses. At Liberty, your final base salary will be determined by factors such as geographic location, skills, education, and experience. We are committed to pay equity and also consider the internal equity of our current team members when making final compensation decisions.

Please note that the range listed represents the full base salary range for this role. Typically, offers are not made at the top of the range to allow for future salary growth.

Liberty Dental Plan commits to maintaining a work environment that acknowledges all individuals within the workplace and will continue to engage in practices that are inclusive of all backgrounds, experiences, and perspectives. We strive to have every person within the organization have a sense of belonging while encouraging individuals to unleash their full potential. Liberty will leverage diverse perspectives in building high performance teams and organizational culture. 

Liberty Dental Plan will continue to strengthen and develop external partnerships by providing equitable health care access and improving population health in the communities we serve. 

We comply with all applicable laws and regulations on non-discrimination in employment, recruitment, promotions, and transfers, as well as work authorization and employment eligibility verification requirements.