Taddesse · Jabari Ennis

Track record

Twenty-two years of systems people depend on.

Twelve years leading enterprise architecture for Fortune 500 clients at Deloitte. Three years founding a regulated payments platform and running it. Most people selling AI transformation have only run pilots. My agents are in production, handling live payments. This page is the long version of who you're working with.

Now

Founder & CTO, Flash · 2023 to present

Flash is a regulated Bitcoin and stablecoin payments platform for the Caribbean: a consumer app, merchant tools, and the fiat on- and off-ramps behind them. 6,000+ registered users, merchants across Jamaica and the Cayman Islands, and interoperability with 27,500+ Lightning merchants worldwide, with six-figure USD volume moved through the platform. I architected all of it and built the team that runs it. Twelve people at peak, deliberately rightsized to three contractors working alongside the AI agents I built.

Before

What came before Flash

2021 – 2023

Software Engineer · Start9 Labs

Packaged Bitcoin and privacy infrastructure for StartOS, the open-source sovereign-server operating system, running one-click services on hardware you own. 25+ packages across the official, community, and Island Bitcoin registries, including BTCPay Server, Core Lightning, LND, and Nextcloud.

2019 – 2021

Managing Partner · Performatics Group

My own consultancy: Clarizen implementations, PMO transformation, and portfolio governance for enterprise clients.

2007 – 2019

Specialist Master / Manager · Deloitte Consulting

Twelve years leading enterprise architecture, portfolio management, and digital transformation programs for Fortune 500 organizations. Multi-workstream delivery teams, executive stakeholders up to CIO level, and the discipline that comes from shipping inside large regulated companies.

2004 – 2007

Consultant · IBM

Enterprise integration, healthcare data systems, and business-process automation.

Case studies

How the headline claims actually happened

Beyond the day job

Boards, speaking, education

Working together

Where this experience goes to work

I take on a few fractional CTO and advisory engagements alongside Flash. Usually that means owning the architecture, regulated delivery work, or getting an AI project out of pilot and into production properly. Rates and how the engagements work are on the fractional CTO page.

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