Jobs at Hostaway

Lead consultative sales engagements with Account Executives for a SaaS property management platform. Conduct discovery and workflow analysis, deliver tailored demos, handle technical questions, and position product value. Collaborate with Product, Marketing, and Customer teams, support enablement, and stay current on industry trends. Role requires bilingual English + French or Spanish and 3+ years in solutions/sales engineering.

Own the vision, roadmap, and delivery of the Hostaway mobile app (iOS/Android). Drive discovery, metrics, adoption, engagement, retention, and instrumentation. Lead cross-functional teams through full product lifecycle, coordinate GTM readiness, and prioritize multi-persona workflows. Collaborate with Design, Engineering, Research, and GTM teams; leverage AI opportunities for mobile-first experiences.

Own and evolve the company design system (Figma): define strategy, roadmap, components, documentation, and adoption. Collaborate with engineering to integrate production workflows, contribute to end-to-end product features, pilot AI tooling for design, mentor teams, and drive consistency and quality across the product.

Build, operate, and extract guest-facing backend services for a high-traffic booking platform using PHP and Go. Design APIs for agentic interfaces, improve performance and page speed, collaborate with Product and Design, and leverage AI coding tools to accelerate delivery while contributing to architecture and migration from a monolith to service-oriented systems.

Lead and build Hostaway's brand, content, and creative function across strategy, AI-enabled production, and team hiring. Create positioning, narrative, visual identity, and high-velocity content to support GTM, demand generation, product launches, and revenue. Partner cross-functionally, define KPIs, manage vendors, and scale AI-augmented workflows while ensuring quality and measurable business outcomes.

Lead design and delivery of a greenfield trust accounting backend: build secure, scalable, auditable financial services, enforce quality and observability, collaborate with product/finance/legal, and mentor engineers.

Own the AI platform roadmap and build reusable capabilities (prompting, RAG, tool calling, agents, evaluation, observability). Run discovery, prioritize AI investments, partner with Product, Engineering, Design and Data, guide other PMs, define success metrics, and ensure scalable, reliable AI-powered features that deliver customer and business value.