Hostaway

Product Manager

• Hostaway is a SaaS startup transforming the vacation rental industry; Hostaway AI streamlines routine work, elevates decisions with insights, and simplifies complex tasks.
• Senior Product Manager, AI will define and execute the AI product strategy to serve property managers, owners, and cleaners, partnering with engineering, design, and marketing.
• Drive outcomes and own results on a multi-million dollar business line; develop and implement Hostaway AI vision, strategy, and roadmap into rapidly shippable projects.
• Collect and analyze customer, stakeholder, and team feedback to shape requirements, features, and end products; be directly involved in user research.
• Work with senior management to create product plans and roadmaps based on customer interaction and aggregate feedback.
• Partner with sales, customer success, and engineering to ship features; ensure products and releases are launched correctly and on schedule.
• Define and analyze metrics that determine success; make creative recommendations to expand the product base and vision and actively seek opportunities to innovate.

Senior Product Manager, AI

Account Manager

• Own the post-sale commercial relationship with assigned customers, focusing on driving Net Revenue Retention (NRR) through add-on adoption, upsells, and renewals.
• Proactively engage with accounts to uncover opportunities, increase product adoption, and ensure long-term customer value.
• High-volume outreach and disciplined pipeline management with 80–100 targeted outbound calls/day.
• Collaborate cross-functionally with Customer Success, Product, Marketing, and Sales.
• Serve as the primary commercial contact building executive and operational relationships.
• Manage a portfolio of existing U.S. & Canadian customers to drive adoption, expansion, and retention.
• Lead structured add-on campaigns for Dynamic Pricing, Smart Locks, QuickBooks Online (QBO), and Insurance.
• Follow up on marketing leads and self-service activations to convert into ARR.
• Maintain accurate Salesforce pipeline hygiene with clear next steps, close dates, and deal values.
• Overcome objections with value-based selling and competitive positioning.
• Ensure contracts and addenda for upsells are executed in compliance with company policies.

Accounting Manager

• 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'll play a key role in shaping the future of how property managers handle financial compliance and accounting workflows.

Senior Product Manager, AI

Account Manager

Staff Product Manager, Accounting - 100% Remote