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Atlanta, GA, USA

Chris H.

Fractional CTO & AI Solutions Architect — Turning "We Need AI" Into Production Systems That Actually Work

I build production AI systems for small and midsize companies. Not demos/chatbots, but agentic workflows that automate real business processes and deliver measurable ROI.

Over the past year, I've designed and deployed AI solutions across multiple organizations: intelligent model routing that cut LLM costs 50-70% without sacrificing quality, real-time voice AI with sub-1.5-second latency, human-in-the-loop approval workflows that took executive AI adoption from near-zero to daily use, and on-premise LLM pipelines for companies with data sovereignty requirements. Before that, I spent seven years as CTO of a regulated fintech processing millions monthly, where I deployed ML-based fraud detection and introduced LLM tooling that accelerated engineering delivery.

What I Actually Do

I help companies in two ways. First, if you have a team and need direction, I plug in as a fractional CTO to define your AI strategy, pick the right models and infrastructure, and get your engineers building effectively. Second, if you need the solution built, I architect and deliver it - from RAG pipelines and multi-agent systems to voice AI and cost-optimized cloud deployments on AWS.

My 30 years in software and 12+ in leadership mean I'm not just chasing the AI hype cycle. I know how to evaluate what's real, what's vaporware, and what will actually move your business forward. I've done this across fintech, healthcare, compliance, and advocacy at scale.

Why Work With Me?

Most companies don't need a full-time AI hire - they need someone who's already built these systems, can cut through the noise, and get them into production fast. That's what I do. If you're trying to figure out where AI fits in your business or you already know and need someone to execute, let's talk.

Hire Chris
Chris H.

Work

Six Pillar Financial

app-dev.sixpillarfinancial.com
Six Pillar Financial

Six Pillar Financial is being launched to bring Home Savings Plans to those looking to save for a downpayment on their first home. Six Pillar is working closely with Congress to offer tax-advantaged home savings plans, similar to a health savings plan.

I was brought on as an fCTO during the initial phases. I have managed the technical goals, relevant partnerships, and long term strategy for both financial and technical regulatory compliance.

Given the company's current position, I am also building out the MVP of the product for initial product launch. I have employed 25 different AI agents to manage all aspects, including CI/CD deployment, security, banking regulation, SOC2 compliance, KYC, and others.

The company is targeting a 2026 launch, depending on legislative progress.

StaffOps.ai

staffops.ai
StaffOps.ai

Architected and built a multi-tenant SaaS platform that deploys AI agents as autonomous digital coworkers that interact with real employees through the same channels they already use - Slack, Microsoft Teams, email, and live video calls via Zoom and Google Meet. Unlike chatbot implementations that sit behind a separate interface, these agents show up where work actually happens: responding in team channels, joining standup calls, sending follow-up emails, and escalating decisions to the right person.

Each agent is configured with a distinct role, persona, and operational responsibilities - executive assistant, project manager, sales ops, customer success - and proactively monitors inboxes, CRM pipelines, and ticketing systems on scheduled cycles. Agents take autonomous action across 18+ enterprise integrations (Google Workspace, Microsoft 365, Slack, Jira, HubSpot, Zendesk) and route sensitive operations through human-in-the-loop approval workflows. Real-time voice AI integration enables agents to participate in video meetings with sub-second speech-to-speech latency, contributing context, taking notes, and surfacing action items alongside human participants.

The platform runs on a three-service architecture: React/TypeScript frontend, Python/FastAPI control plane with multi-tenant auth and Stripe billing, and a TypeScript/Fastify agents engine powered by Claude via AWS Bedrock. An intelligent model routing layer classifies each request by complexity and selects the optimal LLM tier, achieving 50-70% cost reduction versus single-model routing. Infrastructure includes ECS Fargate, Aurora PostgreSQL, DynamoDB, SQS FIFO, and S3-backed RAG for organizational knowledge. Full CI/CD via GitHub Actions.

EZ-Close - Real Estate closing document workspace

ezclose.co
EZ-Close - Real Estate closing document workspace

EZ-Close is a transaction-management platform for all real estate transactions.

I was brought on to build out the EZ-Close platform after the initial development effort failed. Using 15 AI agents, I created a full product within several months, complete with a backend UI and AI-integrated document scanning and field extraction. Product was completely hosted within AWS, uses Bedrock, and fully automated CI/CD deployment.

Idea to launch in a matter of several months.

Agentic Operations Dashboard

Agentic Operations Dashboard

Designed and built a real-time observability platform for monitoring production agentic AI systems across multiple tenants. The dashboard provides operational intelligence across several dimensions: an intelligent routing pipeline that classifies inbound message complexity (fast-path, general chat, analytical, deep reasoning) and selects the optimal LLM tier (Haiku, Sonnet, Opus) per request; routing latency distribution; fast-path hit rates to measure cost avoidance; fallback rate monitoring against defined thresholds; and per-tenant model usage and token cost breakdowns. The platform gives engineering and leadership teams the visibility needed to optimize AI spend, identify performance regressions, and make data-driven decisions about model selection and agent behavior - turning a black-box AI deployment into something operationally manageable.

ComplyGraph - AI Compliance Platform

complygraph.com
ComplyGraph - AI Compliance Platform

ComplyGraph is a product designed for compliance analysis, AI model risk assessment, and gap analysis. The target audience is highly regulated industries (fintech, banking, healthcare, pharma, defense, etc) that need validation of their existing AI agents and platforms, to ensure up to date compliance.

I have been working with ComplyGraph to bring experience in both compliance and self hosted LLM's, and to help strategize in their GTM efforts.

WearLinq Labs - Cardiac Monitoring

wearlinq.com
WearLinq Labs - Cardiac Monitoring

WearLinq had a number of legacy servers at an on-prem location. This project consisted of identifying how to migrate these servers to an AWS cloud environment without impacting operations, then executing the plan for migration.

The solution required site-to-site VPN setup, as well as a secure gateway between their multiple AWS environments.

The site-to-site VPN and AWS gateways were setup and tested for both security and accessibility. Then the servers were moved and verified, ensuring minimal operational downtime.

Experience

May 2025 — Present
Ascend Technology Partners

Ascend Technology Partners

Fractional CTO

Ascend Technology Partners, Inc., a provides fractional CTO services, specializing in elevating the technological trajectory of small to mid-sized companies.

  • Aligns technology strategy with business goals for multiple clients, ensuring tech advancements directly supported growth and efficiency.
  • Dries engineering and product delivery improvements, facilitating better cross-functional workflow and enhancing the product launch cycle.
  • Guides clients through AI/ML implementation, offering strategic insights that led to the adoption of cutting-edge technologies and competitive advantage.
  • Conducts thorough technical audits for clients, providing crucial insights for M&A activities, fundraising efforts, and compliance with regulatory standards.
Mar 2018 — Jun 2025
BitRail

BitRail

Chief Technology Officer

BitRail offers innovative fintech solutions, specializing in digital payment processing and harnessing the power of AI for fraud detection.

  • Spearheaded the development of a transaction platform that processes millions of dollars monthly, serving over 1.2M users.
  • Collaborated closely with the legal team for compliance, contributing to the acquisition of Money Transmitter Licenses in multiple jurisdictions.
  • Led the implementation of AI systems for real-time fraud detection, significantly enhancing security measures and reducing financial risks.
  • Successfully managed the SOC2 audit, affirming the company's enterprise-grade security and operational integrity.
Jul 2013 — Mar 2018

Political Activist Organization

Chief Information Officer

Political Activist Organization, a fast-paced advocacy group, leveraging technology to rally support and drive legislative changes.

  • Managed scalable AWS-based architecture optimizing campaign outreach, significantly increasing engagement and impact.
  • Developed a sync service between Salesforce and a custom data warehouse, enabling targeted campaign efforts and enhanced analytics.
  • Integrated multiple payment sources to increase funding through frictionless donations, boosting campaign resources and flexibility.
  • Coordinated multi-platform "Get out the Vote" initiatives, contributing significantly to legislative wins and increased voter turnout.
Sep 2010 — May 2017

C Squared Enterprises, Inc

Co-founder and Chief Technical Officer

C Squared Enterprises, Inc focuses on innovative digital solutions, notably creating impactful apps like Photosmith for iPad.

  • Developed Photosmith, an app that revolutionized workflows for professional photographers by enhancing iPad-Desktop integration.
  • Led a team in optimizing GPU usage for raw data processing, distinguishing the app in a competitive market.
  • Formed strategic partnerships with industry giants such as Adobe and Seagate, expanding the app's functionality and user base.
  • Generated over $500k in sales, demonstrating the app's impact and the company's profitability over its lifecycle.
Apr 2004 — Aug 2013
MedQuest Associates

MedQuest Associates

Senior Software Developer

MedQuest Imaging provides leading outpatient imaging services, utilizing cutting-edge technology for diagnostic accuracy and patient satisfaction.

  • Architected advanced C#/.Net enterprise projects, enhancing the company's medical imaging software solutions.
  • Implemented HIPAA-compliant server solutions, ensuring data security and scalability across imaging operations.
  • Saved millions annually by developing custom DICOM management solutions, effectively replacing costly PACS systems.
Mar 2003 — Jun 2003
Hewlett Packard / Wal-Mart

Hewlett Packard / Wal-Mart

IT Consultant - Software Development

  • Created a unique Perl-based backup solution for over 4,000 Wal-Mart stores, demonstrating innovation in system monitoring and data safety.
  • Played a pivotal role in the development of samsclub.com's build-to-order section, significantly improving user experience and operational efficiency.
  • Successfully collaborated with cross-functional teams at HP, ensuring seamless project integration and adherence to timelines.
Jan 2003 — Aug 2013

Horne Consulting, Inc

IT Consultant

Horne Consulting, Inc specializes in offering high-quality technical consultancy services, aligning with clients' specific IT development needs.

  • Spearheaded the integration of Interwoven/Teamsite in London, drastically enhancing content management functionalities.
  • Substantially modified existing CMS using Java and Oracle, catering to specialized needs and boosting operational efficiency.
  • Successfully mitigated costs by approximately $2.2M annually, significantly benefiting operational dynamics and employee productivity.
Sep 2002 — Feb 2004
Better Homes and Gardens Real Estate Metro Brokers

Better Homes and Gardens Real Estate Metro Brokers

Technology Consultant - Server Infrastructure

Better Homes and Gardens Real Estate Metro Brokers champions innovative real estate solutions, providing comprehensive services to facilitate property transactions.

  • Designed and executed a high-availability server environment, ensuring uninterrupted business operations and data integrity.
  • Crafted a resilient infrastructure blending Microsoft Server Cluster with Fibre Channel RAID storage, optimizing data management.
  • Established a multi-node web server cluster, guaranteeing site availability and performance, critical for real estate listings and transactions.
Sep 2000 — Jan 2004
Thomson Holidays

Thomson Holidays

Senior Software Developer

TUI Group stands as the world’s premier tourism company, offering expansive travel services across various sectors, including package tours, hotel bookings, and cruise operations.

  • Led technical strategy for the integration of TeamSite, improving the CMS capabilities and website performance for Thomson Holidays.
  • Custom developed advanced scripting solutions for unique data retrieval requirements, showcasing problem-solving skills and technical expertise.
  • Successfully launched optimized websites before the project deadline, exemplifying commitment to efficiency and excellent project management.
Jun 2000 — Nov 2000
Rockwell Automation

Rockwell Automation

Software Developer

Rockwell Automation specializes in industrial automation and digital transformation solutions, driving innovation and efficiency in manufacturing processes across the globe.

  • Led the TeamSite integration project, boosting Rockwell Automation's website functionality and content management flexibility.
  • Engineered scripting solutions for complex data retrieval, meeting unique customer requirements and enhancing system usability.
  • Achieved early project completion, demonstrating exceptional time management and dedication to meeting organizational goals.
Jan 2000 — Oct 2000
GE Capital

GE Capital

Senior Software Developer

GE Capital, part of GE, is known for aviation, healthcare, energy financing, and industrial financial solutions, aimed at making a better world through inventive projects.

  • Directed a $1M intranet project, modernizing internal communication for GE Capital's global workforce and promoting efficient information sharing.
  • Employed Lotus Notes/Domino and Netscape NES server for a cutting-edge document management system, marking a leap in data handling and security.
  • Enhanced organizational productivity through improved information flow, substantiating the strategic impact of technology on business processes.