Senior Product Manager (Miami)

Extenteam Careers

4h•$120,000 - $150,000•Onsite

About The Position

This is not your typical job description. My name is Ari, founder of Extenteam. I entered the short-term rental industry by mistake while studying Industrial Engineering at USC back in 2009. After running short-term rental management companies for more than a decade, I started Extenteam - a staffing and proptech company that helps short-term rental operators. We grew to a team of 350 people and more than $10MM ARR, but we also became complacent. We focused on the wrong things and instead of executing, we spent too much time strategizing. Everything changed at our South of France offsite in October 2025. We decided that the future of the short-term rental industry will be shaped by AI and automation. This is where Tailwind comes in. Tailwind is Extenteam's automation and guest communication platform built specifically for the short-term rental industry. It helps property management companies streamline operations by centralizing guest messaging, automating repeatable tasks, and improving response times across all communication channels. Our mission is to help our existing client base of 300 property management companies become more efficient using the Tailwind platform. We are building a new team with an ownership mindset that values execution and takes pride in doing excellent work with urgency. If you turn ambiguous problems into clear specs, ship constantly, and always ask how a workflow can be smarter or more automated before adding complexity - we want to speak with you You'll be the first Senior PM hired under our incoming Head of Product, owning one of two core product scopes: either our internal agent/shared-services platform (the operational backbone powering our 20+ person customer service team), or our external SaaS platform (the product we're taking directly to STR property managers at scale). Exact scope will be defined in partnership with the Head of Product based on your background and where you can add the most leverage. Either way, you'll have meaningful ownership from day one. This is consulting meets product - you'll diagnose problems, design solutions, and own the execution.

Requirements

3–6 years of product management experience at a B2B SaaS company.
Strong spec-writing and communication skills - you can turn fuzzy ideas into clear requirements.
Comfortable working in a fast-moving, relatively unstructured environment.
Experience shipping full product features from discovery to launch.
Proven ability to work cross-functionally with engineering, ops, and customer-facing teams.
Hands-on experience designing or improving workflows, decision trees, or automation-ready processes.
Comfort working with data, dashboards, and analytics tools to guide decisions.
Proficient in Jira - you use it daily to manage your backlog, write and organize tickets, track sprint progress, and keep engineering aligned without constant back and forth

Nice To Haves

Experience with operations-heavy or workflow automation products.
Background in proptech, hospitality tech, or adjacent industries.
Familiarity with AI-powered or human-in-the-loop products.
Experience at a company going through a services-to-SaaS transition.

Responsibilities

Own your product scope end-to-end: discovery, definition, prioritization, delivery, and iteration.
Write clear, unambiguous specs and user stories that engineers can act on without constant clarification.
Run structured discovery: talk to customers and internal agents, synthesize insights, identify patterns.
Maintain and groom a prioritized backlog, balancing quick wins with meaningful product bets.
Partner closely with engineering to scope work, manage tradeoffs, and keep delivery on track.
Lead automation-first thinking in your area - every workflow you touch should reduce manual effort.
Communicate progress, blockers, and decisions clearly to the Head of Product and leadership.
Track adoption and outcomes; use data to inform what to build next.

Benefits

Real ownership from day one: Not a feature-factory environment - you'll have genuine scope and accountability.
Strong engineering team: Work alongside experienced engineers who have collaborated across multiple projects worldwide and hold a high standard for their work.
Executive visibility: Direct access to the Head of Product and leadership with fast feedback loops.
Competitive compensation: $120,000 – $150,000 base

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