Demo

CTO

The Caldwell Group
York, NY Full Time
POSTED ON 6/15/2026
AVAILABLE BEFORE 7/13/2026

You will be getting Equity from day one, you need to come out of a top tier school.

 

Looking for an exceptional CTO (This is not an advisory CTO role, but hands-on) to lead technology, product architecture, and engineering execution for a new AI healthcare payments company.

This is a funded, early-stage venture built around a high-conviction thesis at the intersection of healthcare, payments, revenue cycle, and AI. The company is focused on improving complex financial workflows across the healthcare ecosystem, including provider-payer payment processes, claims workflows, revenue cycle operations, payment reconciliation, denials, and administrative automation.

This is not an advisory CTO role. We are looking for a hands-on technical leader who can build the product, architect the platform, recruit the early engineering team, and move quickly from MVP to scalable commercial product.

What We’re Building

The company is developing an AI-enabled healthcare payments application designed to improve how healthcare organizations manage payment, claims, and revenue-cycle workflows.

The platform will use AI, workflow automation, data integrations, and secure infrastructure to reduce manual work, improve accuracy, accelerate payment processes, and create better visibility across healthcare financial operations.

Areas of focus may include:

Claims and payment workflow automation
Provider-payer financial operations
Revenue cycle and reimbursement workflows
Denials, reconciliation, and payment exceptions
Healthcare data ingestion and normalization
Secure integrations with healthcare, billing, claims, and payment systems
AI-assisted decisioning, workflow routing, and operational intelligence

What We’re Looking For

We are looking for a CTO Co-Founder who combines strong technical depth with founder-level urgency.

Ideal candidates will have:

Experience building products from zero to one

Former founder or early technical leadership experience (Not Required)
Structured technical training in computer science, engineering, or a related field

 

Experience in top-tier engineering environments, high-growth startups, or complex technical organizations (think 1-2 years with Palantir in a Health Tech role)

Ability to personally build while also recruiting and leading an engineering team

Strong product instincts and comfort working with customers, commercial leaders, investors, and advisors

Interest or experience in healthcare, payments, fintech, revenue cycle, or healthcare infrastructure

A strong bias toward action and comfort operating with ambiguity

Healthcare payments experience is strongly preferred, but not required if the candidate has strong technical leadership experience in a regulated, data-heavy, workflow-heavy, or transaction-oriented environment.

Relevant Backgrounds

Strong candidates may come from:

Healthcare technology
Revenue cycle management
Claims technology
Payments / fintech
AI workflow automation
B2B SaaS
Enterprise software
Data infrastructure
Healthcare interoperability
Provider, payer, billing, or financial operations platforms

What You’ll Do

Own the technology vision, architecture, and engineering roadmap
Build and launch the initial product
Evaluate and select the technical stack
Design secure, scalable systems for healthcare payment workflows
Build AI-enabled workflow automation into the product from the beginning
Lead integrations with healthcare, claims, payment, billing, and data systems
Recruit and lead the early engineering team
Work directly with the CEO, investors, advisors, and early customers
Turn a validated thesis into a scalable commercial product and company

Salary : $150,000 - $200,000

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