Director, Product Management (Digital Experiences)

Achieve•Chicago, IL
•$220,000 - $250,000•Hybrid

About The Position

Achieve is seeking an innovative, talented Director, Product Management to spearhead the digital acquisition and service experiences for our acquisition & loan servicing flows across all Achieve Lending product lines. This is a high-visibility, Player/Coach position with leadership responsibilities for a team of PMs. You will refine and execute on the overarching digital experience vision, while maintaining the technical depth and hands-on drive required to step directly into the engineering, data, user research, and product squads and drive execution when complex delivery challenges arise.

Requirements

  • 10+ years of proven product management experience delivering complex, consumer-facing digital products, with at least 3–5 years in a Product Leadership capacity. with a Bachelor's degree in a related field or equivalent practical experience.
  • Deep domain expertise in consumer lending (Personal Loans, Mortgages/HELOCs, or debt consolidation/acceleration).
  • Direct experience with Loan Origination Systems (LOS), servicing platforms, digital underwriting, and credit bureau integrations.
  • Proven success consolidating fragmented product flows into a seamless digital experience with effective cross-selling capabilities to match consumers with the best possible product.
  • Strong technical depth with the ability to review API documentation, participate in architectural discussions, write detailed specifications, and lead technical execution squads directly when needed.
  • Incessant search to push our digital experiences into new channels to provide a best-in-class consumer experience, meeting all consumers where they prefer (digital, phone, SMS, email, AI)
  • Robust understanding of lending compliance and regulatory requirements.
  • Demonstrated ability to leverage product analytics, A/B testing methodologies, and conversion rate optimization frameworks to guide strategic decisions.
  • Maintains composure and steady communication during high-pressure pivots.
  • Instills trust across teams through consistency, fairness, and transparent communication.
  • Bridges the competing stakeholder priorities, using credibility and relationships to align divergent teams around shared goals.
  • Sets high-impact objectives that streamline cross-team execution and remove low-value work.
  • Actively leads teams through change by providing context, engaging managers, addressing resistance, and adjusting plans as needed.
  • Navigates complex ambiguity with confidence, evaluating options and providing sufficient clarity for teams to act while remaining flexible.
  • Drives consistently high performance through disciplined execution and clear, transparent accountability practices.
  • Standardizes core cross-team workflows so execution remains dependable without relying on crisis management or individual heroics.
  • Actively identifies where workflows break down between managers, replacing manual workarounds with repeatable, scalable procedures.
  • Identifies key talent, holds managers accountable for developing their teams, and supports active coaching.
  • Drives strong leadership development across teams and builds capable managers.
  • Invests in coaching, feedback, and growth opportunities to elevate capability and consistency across the function.

Responsibilities

  • Own the long-term vision, strategy and integrated roadmap for the Digital Acquisition & Loan Servicing Portal across all Achieve Lending Products (Personal Loans and HELOCs), including integration of AI agents and tools.
  • Lead multi-functional product squads at a strategic level while staying close enough to architecture, backlog, and technical specs to step in as a hands-on technical product leader during critical delivery phases.
  • Standardize and unify digital onboarding, origination, automated decisioning, document collection, and post-origination servicing into a seamless, high-conversion experience, while ensuring a seamless transition between consumer self-serve and human assisted experiences.
  • Relentlessly analyze user behavior and funnel metrics to drive conversion, self-serve loan management, and referrals and cross-sell/refinancing opportunities.
  • Drive full funnel conversion by expanding omnichannel tools to engage consumers however they prefer to be engaged, including AI tools and integrations.
  • Partner with Engineering, Marketing, Enterprise Product Management, Credit Risk, Legal, Compliance, Sales and Operations to deliver scalable, compliant products on time.
  • Coach, mentor, and develop a team of Product Managers, establishing clear career pathways and elevated execution standards across the department.

Benefits

  • Hybrid and remote work opportunities
  • 401 (k) with employer match
  • Medical, dental, and vision with HSA and FSA options
  • Competitive vacation and sick time off, as well as dedicated volunteer days
  • Access to wellness support through Employee Assistance Program, Talkspace, and fitness discounts
  • Up to $5,250 paid back to you on eligible education expenses
  • Pet care discounts for your furry family members
  • Financial support in times of hardship with our Achieve Care Fund
  • A safe place to connect and a commitment to diversity and inclusion through our six employee resource groups
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