[Hiring] Program Manager, Strategic Implementations @Your Money Line

Role Description

Our growing company is seeking an experienced Program Manager to lead the complex, cross-functional initiatives that are critical to Your Money Line's growth, beginning with a high priority white label partner solution. Reporting directly to the COO, you'll own the structure, execution, and relationship management to bring a strategic partner program to life. You'll also serve as a key client-facing leader throughout the implementation process.

As the Program Manager, Strategic Implementations, you'll play a central role in how YML plans and executes high stakes partner implementations. Your time will be focused on:

• Creating and managing project plans
• Aligning stakeholders
• Managing risks and dependencies
• Ensuring initiatives move from concept to launch

You will also serve as a trusted point of contact for partners and clients, bringing structure, clear communication, and strong execution to complex implementations.

The ideal candidate is:

• Proactive and decisive
• Exceptional at creating structure in ambiguous environments
• Skilled at identifying blockers early and escalating when needed
• Able to push stakeholders toward timely decisions

This role is remote and open to candidates based in the United States. Candidates must be willing and able to travel for internal collaboration and key partner meetings, including onsite work in the Chicago suburbs for a specific partner engagement. Applicants must be legally authorized to work in the United States without the need for current or future employment visa sponsorship.

Responsibilities

• Strategic:
  • Lead execution for complex strategic implementations with authority to adjust milestones, manage scope changes, and make day-to-day project decisions.
  • Translate broad business goals into actionable project plans with clear milestones, dependencies, owners, timelines, and decision points.
  • Partner with leadership to identify implementation needs, pressure test plans, surface tradeoffs, and ensure alignment across teams.
  • Develop and strengthen repeatable implementation processes, templates, and operating rhythms that make future launches more scalable.
  • Surface risks, dependencies, and operational implications early enough to support strong decision making and avoid downstream disruption.
• Operational:
  • Create, maintain, and drive detailed project plans, ensuring priorities are clear and deadlines are realistic and visible.
  • Create structure where process, ownership, and decision-making is unclear.
  • Lead regular status meetings and communicate progress, blockers, risks, dependencies, decisions, and next steps clearly.
  • Manage changes in scope or timing while preserving momentum and execution quality.
  • Track follow-through and hold internal and external teams accountable for commitments while maintaining strong working relationships and a collaborative tone.
• Client Communication:
  • Build trust and confidence with partner contacts from kickoff through launch.
  • Lead partner-facing meetings with professionalism, clarity, and strong command of the project details and business context.
  • Collaborate closely with Client Success and other internal teams to ensure a strong partner and client experience before, during, and after launch.
  • Help create a culture of accountability, transparency, and thoughtful execution around major company initiatives.
  • Capture lessons learned and continuously improve the way YML approaches implementations, partner communication, and cross-functional program management.

Qualifications

• 5+ years of experience in program management, project management, implementation management, or other similar roles.
• Direct partner-facing experience in the benefits, financial wellness, or retirement advisory space is required.
• Strong experience building and maintaining project plans, managing timelines, mitigating risks, and driving accountability across teams.
• Demonstrated ability to create order in ambiguous, fast-moving environments where process and ownership are still evolving.
• Demonstrated AI fluency, with the ability to leverage Generative AI tools (e.g., Claude, ChatGPT, Gemini) to automate administrative tasks, refine program documentation, and synthesize complex data.
• Willingness and ability to travel as needed, including onsite work with clients in the Chicago suburbs.
• PMP or similar certification preferred.
• Experience in SaaS, fintech, HR tech, health tech, or partner-driven businesses strongly preferred.

Benefits

• Medical Insurance (Company pays 75% of the premium for all tiers)
• Health Savings Account with employer HSA contribution
• Dental and Vision Insurance
• Company Equity
• 401K with Company Match
• Hybrid Office Model
• Unlimited Wellness Time Off
• Unlimited Paid Time Off
• Unlimited access to YML platform and resources
• Elective Accident, Disability, and other non-medical insurance coverages
• Monthly Technology Stipend (Remote Employees)
• Group-Life & AD&D Insurance
• Paid Paternity, Maternity, and Adoption Leave
• Flexible Spending Accounts and Dependent Care Flexible Spending Account
• Voted a 'Best Place to Work in Indiana'