Fractional CTO, HIPAA healthcare SaaS (AWS, Python/FastAPI, React, Medicaid EDI) - Contract to Hire

CTO◯ Remote5–10 hrs/weekPosted 10 days ago

What the listing tells us

“Not verified” means we cannot confirm that detail from the listing data. It does not mean the employer excludes you.

Engagement
Fractional title; terms unclear
Time commitment
5–10 hrs/week
Applicant countries
Applicant countries not verified from the posting
Work setup
Remote
Compensation
100–175/hour · currency not stated
Timezone overlap
Not stated
See supporting text from the listing
  • engagement type: “Fractional CTO, HIPAA healthcare SaaS (AWS, Python/FastAPI, React, Medicaid EDI) - Contract to Hire”Source ↗
  • hours per week: “5–10 hours a week”Source ↗

About the role

Compliance Pro is a HIPAA-regulated SaaS for home-care, 245D, mental health (ARMHS) and assisted living agencies. It covers caregiver onboarding, e-signatures, training, client intake, EVV, Medicaid billing and compliance. We’re in production on AWS with agencies onboarding now. Much of our development is done by AI coding agents under a defined process. We need an experienced technical leader to oversee architecture, security and releases, and to be our accountable human engineering lead.

What you’ll do (about 5–10 hours a week to start, flexible)

Review and approve architecture, pull requests and releases, and set engineering standards and guardrails for AI-assisted development.

Own security and HIPAA technical safeguards: access control, encryption, audit logging, incident response, backup and restore testing, and vendor BAAs.

Lead SOC 2 readiness: choose a compliance platform and auditor, and coordinate a third-party penetration test.

Oversee AWS infrastructure in Terraform (ECS Fargate, CloudFront and WAF, DocumentDB, S3, Secrets Manager, KMS, Bedrock) and approve infrastructure changes.

Guide Medicaid integrations: X12 837P, 835, 270/271 and 276/277 through a clearinghouse; state EVV aggregators (Sandata, Netsmart, HHAeXchange); and trading partner setup.

Monitoring, on-call escalation and uptime. Join a monthly roadmap review with the founder.

Must have

8+ years in software engineering, including 3+ in a CTO, VP Engineering or principal role.

Hands-on HIPAA experience in production (BAAs, PHI handling, audits).

AWS production experience; Terraform.

Python (FastAPI or similar) and React; MongoDB or DocumentDB.

Experience leading a SOC 2 Type II or HITRUST effort.

Strong plus

Healthcare EDI (X12) and clearinghouses; Medicaid or home-care / HCBS domain.

EVV programs and state Medicaid systems (ND, MT, MI, MN, ME).

Overseeing AI-assisted or agent-based development workflows.

Mobile (React Native / Expo).

How we work

Remote, U.S.-based. You’ll sign an NDA and a BAA before access.

Least-privilege access; no PHI outside our systems.

Start with a paid 2-week assessment: an architecture and security review with a prioritized plan. Then ongoing monthly.

To apply, please answer:

Describe a HIPAA system you were responsible for, and how you handled audits.

What’s your SOC 2 experience, and how long did readiness take?

What experience do you have with X12/EDI or EVV, if any?

What’s your hourly rate and weekly availability?

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