David Sullivan

David Sullivan

Founder | AI Project Risk Diagnostics
#102788740 followers77 following
🦄 9 day streak
#5,865Last month
5 KP
>10,000All time
6 KP

About

Senior IT delivery executive turned founder. After multi-decades leading enterprise program transformations, testing organizations, and complex rollouts, I’m building and sharing. I build because I’m an eternal nerd, and I share because I want the next generation to avoid repeating systemic past mistakes. That starts with my first build — artofdelivery.io — using AI agents and diagnostic metrics to eliminate superficial status reporting and uncover delivery risk early. Passionate about practical AI workflows, engineering rigor, and helping teams ship predictably. Here to support fellow makers, exchange constructive feedback, and build in public.

Badges

Gemologist
Gemologist
Tastemaker
Tastemaker
Gone streaking
Gone streaking
Gone streaking 5
Gone streaking 5

Maker History

Forums

The Art of Delivery: Risk AIp/the-art-of-delivery-risk-ai•

6d ago

Can 21 AI personas diagnose what traditional project reporting misses?

Most project failures are not sudden surprises. They are the compounding result of subtle delivery debt, structural blind spots, and polite status reporting that masks project drift until milestones are irreversibly missed.

Over decades of overseeing complex enterprise delivery, the single most persistent failure pattern has been consensus reporting. When an entire delivery ecosystem relies on self-reported sentiment, optimism inevitably shields critical risk.

•

4h ago

The Art of Delivery: Risk AI - AI agents diagnosing project delivery risk & health

Replace superficial status reporting with radical clarity and comprehensive Delivery Health Index (DHI) reporting. artofdelivery.io deploys 21 Persona AI Agents to uncover project drift, delivery debt, and structural risks. Benchmarked against 5 Pillars of industry-level standards with configurable options for multi-methodology frameworks, third-party consumption, and governmental policies—generating actionable DHI reports before milestones fail.
View more