Jason J. Wickman - Professional Timeline
Jason Wickman

Jason J. Wickman

Technology Leader | Entrepreneur | Singer-Songwriter

30 Years of Technology Consulting | Singer-Songwriter (Jason Jakes) | Serial Entrepreneur | Problem Solver

🚀 Current Ventures

Chartr

Fishing Charter Platform empowering Captains to run their charters like businesses. ChartrAPP: Run Your Fishing Charter Like a Business — Not a Text Thread. Streamline bookings, maximize revenue.

EstateWatch365

AI-Powered Estate Home Watch & Concierge Software. Revolutionary platform bringing cutting-edge technology to luxury property management and estate services.

GridLuck Classic

Traditional Football Squares, Same Tradition, Expanded Digitally. Modernizing the classic game day experience while preserving the social connection that makes it special.

🎯 2020 - Present
Founder & Principal
Agilidy Consulting
Founded and continue to lead consulting firm focused on Microsoft D365 and Power Platform. Helping companies solve business challenges faster than traditional models with agile, customer-first solutions for marketing, sales, and service organizations.
Active Founder D365 Expert Power Platform Agile Solutions
💼 2022 - 2024
Vice President, Microsoft Digital Experiences
Alithya
Led accelerated growth strategy for Digital Experience, Microsoft Industry Clouds, and Predictive Customer Workloads from Dynamics 365. Leveraged Agilidy expertise to scale enterprise solutions at North America's largest Microsoft partners.
VP Leadership Strategic Growth Industry Clouds
⚡ 2015 - 2020
Principal & Owner
Atrio
Built and scaled consulting practice specializing in Microsoft Dynamics CRM. Developed proprietary IP specifically designed to enhance CRM capabilities. Led strategic engagements for enterprise clients. Successfully exited with acquisition by Avtex Solutions.
✓ Successful Exit CRM IP Development Enterprise Strategy Owner/Operator
🌎 2018 - 2019
North America Launch Leader
PAFNow - Process Analytics Factory
Spearheaded North American market entry for German-based Process Analytics Factory. Built go-to-market strategy, established partner network, and drove initial customer acquisition in new territory. Successful exit following market establishment.
✓ Successful Exit Market Launch Process Analytics International Expansion
🎓 Education
Pursuing Master of Business Administration in Leadership
Jack Welch Management Institute at Strayer University
Pursuing advanced leadership training combining strategic thinking with operational excellence. Applying business principles to technology consulting practice while scaling entrepreneurial ventures.
MBA in Progress Leadership Strategic Management
💎 2005 - 2017
CRM Specialist & Sales Leader
Microsoft Corporation
Spent 12+ years helping Microsoft launch and scale Dynamics CRM. Drove Enterprise deals and achieved Microsoft 2012 President's Club for top Partner sales growth. Was instrumental in bringing Dynamics CRM to market and establishing it as an enterprise solution.
Dynamics CRM Launch President's Club 2012 Enterprise Sales Product Launch

🎸 Jason Jakes - Singer/Songwriter

Solo acoustic artist crafting authentic Americana and coastal vibes. Released singles building toward 2026 album debut. Music available on major streaming platforms.
🎵 Cabbage Key
🎵 Sandbar
🎵 Right Amount of Redneck
🎵 Two-Soon Two Step
🎼 Full Album Coming 2026

⚡Core Strengths & Expertise

🎵 Creative + Strategic

Unique blend of artistic creativity (as Jason Jakes) and data-driven business strategy that drives innovation

🎯 Pattern Recognition

Identifies market opportunities and strategic connections across technology, business, and customer needs

🚀 Serial Entrepreneur

Multiple successful exits + 3 active ventures. Proven track record launching and scaling businesses

🔧 Solution Builder

Developed proprietary CRM IP and platform solutions that solve real business challenges

🎭 Multi-Disciplinary

Balances technical consulting, entrepreneurship, and creative pursuits with equal expertise

💡 Market Pioneer

Launched Dynamics CRM at Microsoft, PAFNow in North America, and now 3 new platforms simultaneously

Building businesses that scale, creating music that resonates, and proving that innovation happens at the intersection of passion and pragmatism. From launching Microsoft Dynamics CRM to releasing music as Jason Jakes, from successful exits to new ventures—every chapter contributes to the journey.