Chief Technology Officer (Mid-Market) - Orlando

Signify Technology; Orlando (FL); Hybrid; USD 210,000 - 275,000; Full time

Benefits offered by this job

Equity or LTIP

Medical, dental, and vision coverage

401(k) with employer match

Paid time off

Job summary

Signify Technology is recruiting for a CTO‑level technology executive to Own the technology vision, lead a 25–150 person engineering org, and modernize a platform in the Orlando area.

You will manage cloud strategy on AWS/Azure, drive FinOps, and define build vs. buy decisions while enabling AI and data platform initiatives with measurable impact.

Qualifications

• 12+ years in software engineering with leadership experience.
• Hands-on credibility across a modern stack (Java/.NET/Python/JS, React/Angular, AWS/Azure, Kubernetes).
• Experience leading engineering budgets and headcount plans.

Responsibilities

• Own the technology vision, product‑engineering roadmap, and R&D budget, and present to CEO and board.
• Lead and scale an engineering organization across multiple teams.
• Modernize platform, move from monolith to services, reduce debt, improve release velocity.
• Own cloud strategy and cost on AWS or Azure, including FinOps and IaC (Terraform).
• Set engineering standards: CI/CD, containerization, observability, secure SDLC.
• Lead practical AI adoption with measurable business outcomes.
• Build data platform strategy in partnership with product/analytics.
• Own build vs. buy decisions, vendor selection, and contracting with external partners.
• For government/defense-adjacent clients, own technology compliance (CMMC, NIST 800-171, FedRAMP awareness).

Skills

Java

Python

Node.js

AWS

Azure

Kubernetes

PostgreSQL

Tools

Terraform

Datadog

New Relic

Splunk

GitHub Actions

Azure DevOps

Jenkins

Job description

Job type: Perm

Salary: $210,000 to $275,000 base plus 20 to 30% performance bonus (DOE). Equity or LTIP available with some clients.

Role Location: Orlando, FL metro. Onsite or hybrid (3+ days in office). Local or relocating candidates only.

The company: Signify Technology partners with growing mid‑market companies across Central Florida (roughly 200 to 2,000 employees, $50M to $750M in revenue) in sectors including simulation and training technology, hospitality and travel tech, healthcare services, and logistics. We are building a confidential shortlist of CTO‑level leaders for clients who are scaling their product and engineering organizations and need a hands‑on technology executive to own the platform. This posting represents the type of opportunity we are currently engaged on rather than a single named vacancy, and we discuss specific client openings, fit, and timing on a first conversation. All conversations are handled discreetly.

Role And Responsibilities

• Own the technology vision, product‑engineering roadmap, and R&D budget, and present them to the CEO and board.
• Lead and scale an engineering organization of roughly 25 to 150 people across engineering, architecture, DevOps, QA, and data.
• Modernize a platform that has outgrown its first architecture: move from monolith toward services, retire technical debt, and improve release velocity.
• Own cloud strategy and cost on AWS or Azure, including FinOps discipline and infrastructure as code (Terraform).
• Set engineering standards: CI/CD (GitHub Actions, Azure DevOps, or Jenkins), containerization (Docker, Kubernetes), observability (Datadog, New Relic, or Splunk), and secure SDLC.
• Lead the company's practical AI adoption, from embedding LLM features in the product to AI‑assisted engineering, with measurable business outcomes.
• Build the data platform strategy (Snowflake, Databricks, or equivalent) in partnership with product and analytics.
• Own build vs. buy decisions, vendor selection, and contract negotiation, including when and how to use external partners and staff augmentation.
• For clients serving government or defense‑adjacent customers, own the technology side of compliance (CMMC, NIST 800‑171, FedRAMP awareness).

Job Requirements

• 12 or more years in software engineering, with 5 or more years leading engineering leaders (manager of managers).
• Current or recent seat as CTO, VP Engineering, or Head of Engineering at a mid‑market company (roughly 200 to 2,000 employees). This is a hands‑on executive role; candidates whose leadership experience is only inside Fortune 500 or large enterprise environments are unlikely to be a fit.
• Direct ownership of an engineering budget and headcount plan, not execution against someone else's.
• Hands‑on credibility across a modern stack: one or more of Java, .NET/C#, Python, Node.js, or C++; React or Angular; AWS or Azure; Kubernetes; PostgreSQL or SQL Server.
• Track record of a platform modernization or re‑architecture delivered with measurable results.
• Experience in a PE‑backed, founder‑led, or high‑growth environment strongly preferred.
• Industry experience in simulation, hospitality/travel, healthcare, or logistics is a plus and weighted by client. Some clients require eligibility for a U.S. security clearance.
• Able to work onsite or hybrid in the Orlando metro.
• Legally authorized to work in the United States.

Benefits

• Competitive base salary plus performance bonus; equity or LTIP with some clients
• Medical, dental, and vision coverage
• 401(k) with employer match
• Paid time off and paid holidays
• Executive ownership of the technology roadmap and budget
• A seat at the executive table with direct CEO and board exposure
• The chance to build rather than maintain

**Due to high application volume, we'll reach out directly to candidates whose experience most closely matches the requirements of this role.**

Accessibility Statement: We make an active choice to be inclusive towards everyone every day. Please let us know if you require any accessibility adjustments through the application or interview process.

Our Commitment to Diversity, Equity, and Inclusion: Signify's mission is to empower every person, regardless of their background or circumstances, with an equitable chance to achieve the careers they deserve. Building a diverse future, one placement at a time.

Check out our DE&I page here: https://www.signifytechnology.com/diversity-and-inclusion/