Avi Flombaum
Product engineer, educator, and founder
im@avi.nyc · New York · github.com/aviflombaum · avi.nyc
I founded Flatiron School, taught its early cohorts, and helped turn its curriculum and classroom experience into Learn.co. Today I build AI products at Innovent Capital, staying close to the code and the people using it.
10,000+ alumniFlatiron School
$30MWeWork acquisition
600 / 60Employees / product & engineering team
Experience
Innovent Capital
Jun 2025–presentChief Technology & Product Officer / Entrepreneur-in-Residence
Building AI products inside a small team of founders, operators, and investors.
- Conduct technical and product due diligence, informing fundraising decisions and aligning the firm’s strategy with portfolio opportunities.
- Built and launched VCMatch, connecting pitch-deck analysis, investor matching, fit explanations, and founder outreach in one workflow.
- Built PostMoney, turning unstructured company updates into organized portfolio reporting. The product is currently in private beta.
- Built an AI development harness that accelerates and standardizes application delivery, enabling non-technical teammates to contribute directly to product and code while maintaining high-quality outcomes.
- Integrated AI workflows across product and engineering, increasing delivery efficiency, decision transparency, and communication across the team.
- Advise four portfolio companies and lead Innovent’s CTO Huddle, alongside hands-on product design and development.
VCMatch’s first six months: 600+ startups matched and $10K in revenue. Milestone reported June 2026.
Revature
Oct 2020–Aug 2023Chief Technology & Product Officer
Software and learning systems for technical training and staffing.
- Developed RevUP and eXa with the team, connecting candidate preparation, technical training, and progress tracking.
- Introduced Ruby on Rails to reduce sprint time by 50%, and reworked AWS infrastructure to reduce cloud costs by 30%.
- Built a training-event tracking system that connected data across tools so marketing and training teams could act on it.
- Led a remote product and engineering team of 50.
- Helped scale the company from $60M to more than $260M in annual revenue.
Avi FlombaumProduct Manager · Founders Software StackFlatiron School
Jun 2012–May 2020Founder / Chief Technology & Product Officer
From personally teaching the early cohorts to building the school’s learning platform and product organization.
- Authored Ruby, Rails, JavaScript, and test-driven curriculum. Connected concepts to practical labs, real developer tools, and increasingly independent project work.
- Shaped the learning formats, teacher development, and classroom culture: peer support, public work, constructive feedback, and learning through building.
- Built Learn.co, a social learning platform with GitHub-backed curriculum, a coding CLI, test-driven curriculum, live community and TA help, a web-based IDE, and teacher tools to track student progress and operational mechanics.
- Helped grow Flatiron to 600 employees and led a 60-person product and engineering organization across six squads, with daily deployments supporting the school’s in-person and online programs.
- Helped scale Flatiron to 13 campuses, 10,000+ alumni, and $60M in annual revenue through its $30M acquisition by WeWork.
In 2018, 2U entered a $14.5M agreement for a perpetual Learn.co source-code license and integration services.
Education & community
Kode With Klossy
Program design, curriculum & mentorship
Conceived of and designed the program and curriculum with Karlie Kloss. The work connected technical learning with confidence, peer support, and ownership of a real project.
The teaching guide makes those ideas practical: short explanations followed by exercises, questions rather than taking over, and small, achievable projects.
Designer Pages
Co-founder · 2008–2012
Built a search and specification platform for architects and designers, indexing more than one million products.
NYC on Rails
Founder · Founded 2007
Built a community around Ruby on Rails through technical talks, events, and shared work.
Build
Ruby · Rails · JavaScript
HTML · CSS · Hotwire
React · PostgreSQL
Ship
AI-assisted development
Working prototypes · TDD
Git · Docker · CI/CD
Connect
Product discovery · UX
Curriculum · Assessment
Teaching · Team development
Selected work: work.avi.nyc · vcmatch.ai · postmoney.ai
Open source: github.com/aviflombaum/prompt_engine
Company-scale figures are not counts of people personally taught. Learn.co’s $14.5M agreement covered a perpetual source-code license and integration services, as described in 2U’s 2018 annual filing.