Where Agile Meets AI

Leadership for the New Era

I'm Reggie Ragsdale

20 years driving digital transformation at a Fortune 500. Now building AI-native products and leading global teams into what's next.

I Can Help You...

Three ways I create value—whether you need AI expertise, program leadership, or team transformation.

Build AI Products

AI Product Management

Transform AI capabilities into customer value. From LLM integration to full-stack AI applications.

AI Product StrategyLLM IntegrationClaude APIFull-Stack Development

Deliver Programs

Technical Program Management

Lead complex, cross-functional initiatives. Align stakeholders, manage dependencies, deliver results.

Program LeadershipCross-Functional TeamsRisk ManagementGlobal Delivery

Transform Teams

Agile Coaching

Build high-performing teams and cultures of experimentation. Scale Agile across organizations.

Scrum / SAFeTeam DevelopmentOrganizational ChangeContinuous Improvement

What I'm Building

AI products I'm building now, plus highlights from 20 years of enterprise delivery.

AI Projects

Agile Team Assessment Tool

Live AI-powered Agile maturity assessment. Analyzes team health across multiple dimensions and generates personalized recommendations using Claude API. Try it now—completely free.

Claude APINext.jsTypeScriptAI Analysis
Try It Free →

AI-Powered Publishing Platform

Full-stack SaaS for authors: AI-powered manuscript analysis, blurb generation trained on 200+ bestseller patterns, and publishing budget tools. Stripe integration, email workflows, and comprehensive user dashboard.

Next.jsClaude APIPostgreSQLStripeTypeScript

Algorithmic Trading Systems

Dual automated trading bots (stocks + crypto) with 10 strategies each. Features market regime detection, risk management, backtesting engine, and real-time monitoring dashboard.

PythonAlpaca APITechnical AnalysisAutomation

Home Lab & Automation Hub

24/7 development infrastructure with automated workflows. Custom dashboard, n8n workflow automation, knowledge management tools (YouTube/X exporters), and monitoring systems.

n8nDockerNode.jsTailscaleAutomation

Enterprise Experience

Key achievements from 20 years at Fortune 500

Enterprise AI Platform

Achieved first external B2B sale (5,000 licenses) within two months. Led launch of digital ecosystem platform, scaling from concept to 20,000+ users in under two years with AI-powered personalized recommendations and intelligent search.

Product ManagementAI/MLGo-to-MarketOKRs

Global Scrum Scaling

Scaled Enterprise Scrum to 12 IT teams supporting 20,000+ customers across the Americas. Served as Global Scrum Master across 5 countries, building high-performing cross-functional teams.

Agile CoachingJIRAAzure DevOpsLeSS

Mac@Bosch Initiative

North America Lead for enterprise Mac rollout. Managed strategy, support integration, and user enablement across the region. Championed technology adoption and internal community building.

IT StrategyChange ManagementEnterprise Tech

Power Platform Center of Excellence

Led Power Platform strategy and virtual team across North America. Drove automation improvements and low-code solutions across multiple business units.

Power PlatformPower AutomatePower BILow-Code

Multilingual Curation Platform

Self-taught web development to build and deploy curated information platform to 20,000+ users across US, Mexico, and Brazil. Improved access to critical tools and resources.

Web DevelopmentSelf-TaughtUser ExperienceScale

Certifications & Recognition

Certified expertise across AI product management, program leadership, and Agile coaching.

20+
Years Experience
20K+
Users Supported
12
Teams Scaled
5
Countries

Certifications

Project Management Professional (PMP)

PMI

AI Product Management Bootcamp & Certification

AI Product Academy

Advanced AI Product Leadership Certification

AI Product Academy

AI Product Management 101 & Certification

Building AI Products end-to-end

Advanced Certified ScrumMaster (A-CSM)

Scrum Alliance

Certified Scrum Product Owner (CSPO)

Scrum Alliance

Certified ScrumMaster (CSM)

Scrum Alliance

Bosch Talent Development Pool

Selected for leadership development program

Let's Connect

Looking for AI product leadership, program management, or Agile coaching? I'd love to hear about what you're building.

Saint Joseph, MI • Open to Remote & Relocation

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