Hi, I'm Reggie Ragsdale

Digital Delivery Lead • Scrum Master • Agile Coach

Dynamic leader with 20+ years of industry experience, specializing in Agile coaching, digital transformation, and building high-performing cross-functional teams. I help organizations scale through AI-powered enhancements, continuous coaching, and proven methodologies and principles that deliver measurable business impact across global service areas.

About Me

Dynamic and entrepreneurial leader with over 19 years at Bosch, specializing in Agile coaching across global service areas, IT Consulting, and Digital Transformation. Proven track record in leading large-scale digital transformation initiatives and coaching high-performing, cross-functional teams.

Agile & Scrum

Certified Scrum Master, Product Owner, and Advanced Scrum Master, leading global teams and coaching Agile transformation with experience in scaled Scrum approaches.

JIRAAzure DevOpsLeSSSAFe

AI & Automation

AI Product Management and enablement, leveraging Microsoft Power Platform for automation solutions and integrating Gen AI experiences into platforms.

Gen AIPower PlatformPower AutomatePower BI

Analytics & UX

Data-driven decision making with analytics tools and user-centered design thinking methodologies.

Google AnalyticsPower BIUX Design ThinkingOKR Strategy

Digital Transformation

Leading large-scale digitalization initiatives, product launches, and customer care support.

Product ManagementCustomer CareStrategyLeadership

Key Achievements

Highlights from my 19+ years at Bosch, leading digital transformation initiatives and delivering measurable business impact.

Smart Information Hub

Led end-to-end launch of internal Bosch smart information hub, scaling from concept to 20,000+ users in under two years. Defined product-market fit, established OKRs/KPIs, and achieved first external sale (5,000 licenses) within two months.

Product ManagementOKRGo-to-MarketGen AIDIA Brain

Enterprise Scrum Scaling

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

ScrumAgile CoachingJIRAAzure DevOpsLeSS

Mac@Bosch Initiative

Served as North America Responsible for the Mac@Bosch initiative, leading strategy and implementation across the region. Championed technology adoption and internal community building.

IT ConsultingStrategyChange ManagementLeadership

Additional Initiatives

Power Platform Strategy

Led Power Platform strategy and enablement in North America, implementing automation improvements across multiple regions.

Power PlatformPower AutomateAutomationStrategy

Curated Information Page

Developed and deployed curated information page to 20,000+ desktops, improving user access to critical tools and resources across the Americas. Enhanced productivity and user experience company-wide.

DeploymentIT SupportUser ExperienceScale

Customer-Centric Development

Implemented a customer-centric development cycle leveraging user feedback, mockups, and iterative development to deliver measurable customer value in every sprint.

AgileUX Design ThinkingIterative DevelopmentCustomer Value

Choose Your Path

Start with a quick assessment or dive into continuous coaching

Quick Assessment

One-time snapshot

Time Commitment:15 minutes
Frequency:One-time
Cost:Free
Delivery:Instant PDF report

Best for: Teams wanting a quick health check and actionable recommendations to get started

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AI Scrum Master

Continuous platform

Time Commitment:Upload meetings anytime
Frequency:Every sprint
Cost:Subscription
Delivery:Email + PDF + Dashboard

Best for: Teams committed to ongoing improvement with AI-powered coaching for every ceremony

AI-Powered Assessment

How Agile Is Your Team?

Get an instant snapshot of your team's Agile maturity with my one-time, AI-powered assessment. Receive personalized recommendations in minutes—completely free.

One-time, 15-minute assessment
Instant AI-generated recommendations
Downloadable PDF report
Free—no credit card required
Take the Assessment

Free • No credit card required • Get results immediately

Want continuous coaching? Try AI Scrum Master →

AI-Powered Platform

AI Scrum Master

Go beyond one-time assessments with ongoing AI coaching for every sprint. Upload meeting transcripts and get continuous analysis, health tracking, and personalized recommendations.

Every Meeting

Continuous AI analysis of standups, retros, and planning sessions

Track Over Time

Monitor team health and engagement trends across sprints

Ongoing Action Items

Auto-extract, assign, and track tasks sprint after sprint

Evolving Insights

Get smarter coaching recommendations as patterns emerge

Let's Work Together

I'm always excited to collaborate on interesting projects and explore new opportunities. Feel free to reach out if you'd like to discuss a project or just say hello!

Send a Message

I'll get back to you as soon as possible.

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