Skip to content
BackNov 8
Michael R.

Michael R.

CTO | Full-Stack Payments Engineer | AWS DevSecOps | AI Engineer

I build AI-powered applications and payment systems, with 20 years of hands-on experience across software engineering, infrastructure, cybersecurity, and FinTech. My current focus is AI/LLM development and payments, particularly projects where security, scalability, and real-world production requirements matter. **AI & LLM** • Agentic integrations using OpenAI and Claude • Lead developer of early AI memory application Memri.ai • AI/inference pipeline experience dating back to 2016 • Air-gapped open-weight/open-source LLM architectures for privacy-sensitive environments • Full-stack development of AI-enabled products and integrations **Payments & FinTech** • Direct experience with Stripe, Payscout, payment processing, ecommerce, and PayFac environments • PCI-DSS, SOC 1, and SOC 2 experience • Payment APIs, backend systems, infrastructure, and security architecture • Experience spanning FinTech startups through enterprise environments **Engineering** 20 years across full-stack development, APIs, cloud infrastructure, DevOps, networking, and cybersecurity. 9+ years AWS. Former EVP Technology, CTO, and Lead Developer. I’ve built and scaled products from MVP through production and acquisition, contributed to four startup acquisitions, and managed engineering teams ranging from 2 to 200 while remaining hands-on technically. If you're building an AI product, integrating LLMs into an existing platform, or developing secure payment infrastructure, I can work across the application, infrastructure, security, and business requirements rather than just one layer of the stack.

🇺🇸Fort Myers, United States$195/hr100% JSS4.48 (7)Since Dec 2016
GlobeUpwork

Earnings and projects

MRR
$1.5k

Last 6 months ÷ 6

World#32,394 / 412k
🇺🇸Country#6,218 / 62.1k
Revenue, last 30 days
$7.6k

Last 6 months: $8.9k

World#2,610 / 412k
🇺🇸Country#1,037 / 62.1k
Total earnings
$219k

Billed in all: $226k

World#13,241 / 412k
🇺🇸Country#3,327 / 62.1k
Per project
$10k

$4.5k in the last 6 months

World#15,104 / 412k
🇺🇸Country#2,557 / 62.1k
Projects, last 6 months
2
50% fixed50% hourly
World#88,922 / 412k
🇺🇸Country#11,762 / 62.1k
Projects in all
21

Across 22 contracts

27% fixed73% hourly
World#128,799 / 412k
🇺🇸Country#18,743 / 62.1k

Earnings, last 30 days

$226k+$7.6k earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$215k$220k$225k$230kOct 9Oct 24Nov 8

Skill rankings: Top 7% in Magento

Ranked by MRR among everyone on Upwork with the skill.

  1. 3SOC 141 freelancers · 🇺🇸 #1Top 7%
  2. #36SOC 2200 freelancers · 🇺🇸 #16Top 18%
  3. #79RESTful Architecture795 freelancers · 🇺🇸 #8Top 10%
  4. #118Amazon EC21,513 freelancers · 🇺🇸 #21Top 8%
  5. #142MySQL Programming2,017 freelancers · 🇺🇸 #26Top 7%
  6. #154Magento2,249 freelancers · 🇺🇸 #13Top 7%
  7. #207Linux System Administration2,578 freelancers · 🇺🇸 #36Top 8%
  8. #604Microsoft Azure4,659 freelancers · 🇺🇸 #91Top 13%