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Product Manager - Trust Accounting - Remote - EMEA OR North America - EST

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Hostaway
Remote/Work from Home position
Listed on 2026-03-14
Job specializations:
  • Business
    Business Development, Business Analyst
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below
Position: Staff Product Manager - Trust Accounting - 100% Remote - EMEA OR North America - EST

Job Description

NOTE:

This is a fully remote role, but candidates must be located in North America (EST) or EMEA. If you’re based in North America you’ll need to be in the EST time zone to work as close as possible to the team.

Trusted by 20,000+ property managers worldwide, Hostaway is an industry-leading, AI‑powered vacation rental management platform designed for professional short‑term rental operators. Hostaway brings everything together for greater efficiency and faster growth. Profitable, high‑growth, and the first short‑term rental PMS unicorn 🦄.

About the Role

Hostaway powers the future of short‑term rental property management. Our platform helps property managers scale their operations, delight guests, and grow revenue with innovative technology tailored to the vacation rental industry.

As a Staff Product Manager for Trust Accounting, you will shape the future of how property managers handle financial compliance and accounting workflows. You will define and execute product strategy for our embedded trust accounting solution, ensuring it meets stringent regulatory requirements while delivering an exceptional user experience.

Your Mission
  • Develop and champion a product vision and roadmap for our Trust Accounting solution that aligns with overall company strategy and regulatory compliance requirements.
  • Plan and execute thorough customer research and analysis to deeply understand the needs and pain points of property managers and accountants, translating insights and legal requirements into product specifications and user stories.
  • Collaborate closely with UX/UI designers to create intuitive and user‑friendly experiences that simplify complex accounting workflows.
  • Partner with legal and accounting subject matter experts to ensure all regulatory requirements are properly addressed while maintaining excellent user experience.
  • Prioritize and manage the product backlog, ensuring alignment with business objectives, compliance needs, and user requirements.
  • Oversee the entire product development lifecycle, from ideation and design to development, testing, and launch of trust accounting features.
  • Define and analyse metrics that determine success, ensuring the product not only meets compliance standards but also demonstrably simplifies the financial operations of the Property Managers we serve.
  • Spearhead the discovery of our reporting and insights layer, identifying essential compliance reports, operational dashboards, and financial statements that provide clarity, ensure audit‑readiness, and deliver indispensable value to our users.
Job Requirements
  • Six or more years of product management experience with a specific focus on accounting software systems.
  • Proven leadership in managing complex, cross‑domain products from ideation to launch, working closely with engineering teams to turn ideas into real solutions.
  • Deep understanding of financial operations, compliance and accounting systems, ideally within the US landscape.
  • Strong customer empathy and experience translating insights into impactful product decisions.
  • Proven ability to own complex product strategies and deliver industry‑leading solutions.
  • Excellent analytical and problem‑solving skills, with the ability to interpret data and translate it into actionable insights.
  • A strong ability to work with subject matter experts to detect and translate pain points into tangible, user‑centric but compliant product solutions.
What we Offer
  • Competitive Compensation:
    Pay based on market rates in the applicant’s country.
  • 100% Remote:
    Work from anywhere within your country of residence—home office, co‑working space, or dining room table. (We do not have an office.)
  • Equity:
    Every role includes valuable stock options in a fast‑growing, profitable company.
  • Values‑Driven Leadership:
    Our core values guide daily strategic and tactical decisions.
  • Professional Growth:
    Rapid growth offers unparalleled learning and development opportunities and many career advancement possibilities.
  • Annual Paid Leave:
    Specific amounts vary by country and align with local norms.
  • Geographic‑Specific Benefits:
    Country‑specific benefits such as health insurance and pensions where customary.
  • Dynamic Team Culture: A global team in over 40 countries fuels innovation and creativity.

Thank you for your interest. If you apply for this role, you will receive an email from our Talent Acquisition team after your application has been reviewed alongside the qualifications for this role and those of other applicants.

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