Chief Technology Officer Remote (Americas time zones)

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. Weve 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.

Were looking for a Chief Technology Officer (CTO) who sees technology as a growth and revenue engine not just an engineering function. Youll 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.

Youll 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 youre excited about using technology to drive measurable business results this is your opportunity to make a major impact.

Technology strategy. You set the direction: architecture build-vs-buy which platforms we standardize on where AI is a genuine advantage and where its a distraction. Youll be the person in the room who knows whats actually possible and what it costs.

The engineering organization. You lead a distributed team of roughly ten across engineering and data all of them in Latin America. Youll grow it structure it and set the bar.

Scaling the platform. Our twelve-month mandate is to ship the roadmap and scale what weve 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 its 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. Weve learned this lesson the expensive way and were not repeating it.

Executive partnership. You sit on the Executive Committee. Youll work directly with the CEO and the sales marketing and operations leaders translating what the business needs into what gets built and telling us honestly when what were asking for is a bad idea.

• 15 years in technology with progressive leadership responsibility and time as a CTO VP of Engineering or Head of Technology.
  

• Youve scaled a team and a system before. Not just managed one took something from working-but-fragile to reliable-at-volume and grew the org that did it.
  

• You are technical enough to be trusted but your job is not to write the code. You should be able to read our architecture challenge a design decision and evaluate a vendor on the merits. We have engineers to build. We need someone who can direct them and know when the answer is wrong.
  

• Real depth in AI-driven architecture cloud infrastructure (we run on GCP) APIs integrations and data. Depth not enthusiasm you can tell us what LLM-based agents actually break on in production.
  

• You find blind spots. Much of the value in your first six months is telling us what we dont know were missing in our architecture our tooling our security posture and our process.
  

• You lead people well. Our team is remote distributed and international. Keeping engineers motivated growing and clear on what matters is a large part of this job.
  

• Startup-fluent. Youre comfortable with ambiguity limited resources and making decisions before all the information arrives.
  

• Business-minded. You can connect a technical investment to revenue and defend it to a CEO who will ask.
  

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

Our CEO owns product direction and will continue to for the foreseeable future working closely with the commercial leadership team. You own technology architecture and execution. Youll have real influence on what we build and strong input on sequencing but the product roadmap is not yours to set and were not planning to hand it over.

Were stating this plainly because the previous version of this role blended both and the wrong expectation here makes an otherwise great partnership fail. If owning a product is what youre looking for in your next role this isnt it.

What success looks like

By 90 days you know where every system credential vendor and dependency lives and so does someone besides you. Youve told us the three things about our architecture that worry you most. The team knows who they report to what theyre building and why it matters.

By 6 months the platform migration is on a credible path engineering has a real operating cadence and technology decisions are being made deliberately rather than reactively. Youve made at least one hire that raises the bar.

By 12 months weve shipped the roadmap the platform handles significantly more volume without more people and our AI capability is a genuine competitive advantage rather than a set of internal tools. Nothing critical depends on any single individual including you.

• Location: Remote with meaningful overlap with US Eastern and Latin America.
  

• Compensation: Competitive base plus meaningful equity. Well be direct about the range early in the process.
  

• Team: 10 in technology and data; company-wide a lean and fast-moving organization.
  

1. Intro call with the CEO 45 minutes mutual fit.
   

2. Technical and architectural conversation well walk you through what weve actually built and get your honest read on it.
   

3. Meet the engineering team and two executive peers.
   

4. A working session on a real problem were facing. Paid if it requires meaningful preparation.
   

5. References and offer.
   

We move quickly and well tell you where you stand at every step.

Sell2Rent is an equal opportunity employer.