Jobs at Hostaway

Manage the full sales cycle for Spanish-market customers, focusing on outbound prospecting, relationship-building with decision-makers, and upsell/cross-sell. Collaborate with marketing, product, and customer success, maintain CRM records, provide market insights, and represent Hostaway at industry events to drive revenue and retention.

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.

Manage and grow revenue from existing Hostaway customers by selling add-ons (e.g., Dynamic Pricing, Smart Locks, QuickBooks Online). Conduct high-volume outbound outreach, run demos, qualify opportunities, handle objections, negotiate and close deals. Maintain accurate Salesforce pipeline, meet monthly/quarterly quotas, and partner with Customer Success to identify expansion opportunities.

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.

Lead and scale a remote North America sales team of Account Executives for a SaaS vacation-rental platform. Drive revenue, set and monitor KPIs, coach reps, refine sales strategy, manage pipeline and forecasts, collaborate cross-functionally, optimize processes, and act as market expert for NAM.

Enable and support partner-built API integrations across onboarding, certification, go-live, and ongoing support. Provide technical guidance on APIs, webhooks, data flows, troubleshoot authentication/webhook/sync/rate-limit issues, monitor integration health, validate certifications, communicate API changes, and improve support processes while collaborating cross-functionally with Product and Engineering.

Own the full outbound-focused B2B SaaS sales cycle for North America: build strategic account plans, manage relationships with decision-makers, exceed revenue targets, pursue upsell/cross-sell, keep accurate CRM records, and collaborate with marketing, product, and customer success to support regional expansion.

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.