[Hiring] Chief Technology Officer @Sell2Rent

Role Description

This is a remote position.

Sell2Rent is a fast-growing residential real estate platform specializing in sale-leaseback transactions. We help homeowners unlock their home equity without moving, while connecting properties with single-family rental investors. We operate in 30+ states and have closed 200+ transactions.

Technology is a key driver of our growth. We’ve built a proprietary operating platform, AI agents for lead qualification and outreach, an investor-matching layer, and a lead engine that supports our sales process.

We’re looking for a Chief Technology Officer (CTO) who sees technology as a growth and revenue engine — not just an engineering function. You’ll work closely with Sales and Marketing to use AI, automation, data, and product to generate more qualified leads, improve conversion, accelerate the sales cycle, and close more transactions.

You’ll inherit real, revenue-generating technology, a talented team, and the opportunity to create the technology strategy that will help Sell2Rent scale faster and sell more.

If you’re excited about using technology to drive measurable business results, this is your opportunity to make a major impact.

What you'll own

• Technology strategy: You set the direction: architecture, build-vs-buy, which platforms we standardize on, where AI is a genuine advantage and where it's a distraction.
• The engineering organization: You lead a distributed team of roughly ten across engineering and data, all of them in Latin America. You'll grow it, structure it, and set the bar.
• Scaling the platform: Our twelve-month mandate is to ship the roadmap and scale what we've built — completing the migration off legacy systems, hardening the platform, and getting to a place where the business can grow transaction volume without engineering becoming the bottleneck.
• The AI layer: Agents handle a meaningful share of our qualification, outreach, and internal operations today. Deciding how far that goes — and building it so it's a durable advantage rather than a demo — is one of the most interesting problems here.
• Resilience and continuity: Security, access governance, vendor management, monitoring, documentation, and the discipline that ensures no single person is ever again the only one who knows how something works.
• Executive partnership: You sit on the Executive Committee. You'll work directly with the CEO and the sales, marketing, and operations leaders — translating what the business needs into what gets built.

Qualifications

• 15+ years in technology, with progressive leadership responsibility and time as a CTO, VP of Engineering, or Head of Technology.
• Experience in scaling a team and a system from working-but-fragile to reliable-at-volume.
• Technical enough to be trusted, able to read architecture, challenge design decisions, and evaluate vendors.
• Real depth in AI-driven architecture, cloud infrastructure (GCP), APIs, integrations, and data.
• Ability to identify blind spots in architecture, tooling, security posture, and process.
• Strong leadership skills to keep remote, distributed, and international teams motivated and clear on priorities.
• Startup-fluent, comfortable with ambiguity and limited resources.
• Business-minded, able to connect technical investments to revenue.

Requirements

• Helpful, but not required: real estate, proptech, or fintech experience; running a US-based company with a LatAm engineering team; Spanish.

What success looks like

• By 90 days: Knowledge of every system, credential, vendor, and dependency; identification of three architectural concerns; team clarity on reporting and objectives.
• By 6 months: Platform migration on a credible path; established engineering operating cadence; at least one hire that raises the bar.
• By 12 months: Roadmap shipped; platform handles significantly more volume; AI capability as a competitive advantage; no critical dependencies on individuals.

Benefits

• Location: Remote, with meaningful overlap with US Eastern and Latin America.
• Compensation: Competitive base plus meaningful equity.
• Team: ~10 in technology and data; company-wide, a lean and fast-moving organization.

Our process

• Intro call with the CEO — 45 minutes, mutual fit.
• Technical and architectural conversation — we'll walk you through what we've actually built and get your honest read on it.
• Meet the engineering team and two executive peers.
• A working session on a real problem we're facing. Paid, if it requires meaningful preparation.
• References and offer.

Sell2Rent is an equal opportunity employer.