Blue Blazes

Trailhead Technology Partners

Just like obstacles blocking a hiking trail, barriers in the path to a successful software project can be frustrating. When you encounter one, it helps to take a trail marked with blue blazes to go around the problem, get back on course, and keep moving forward.

  1. Blue Blazes S04E02: GitHub Copilot App Modernization for .NET – featuring Matthew Soucoup

    FEB 16

    Blue Blazes S04E02: GitHub Copilot App Modernization for .NET – featuring Matthew Soucoup

    In this episode, host Jonathan "J." Tower sits down with Matthew Soucoup, Principal Cloud Advocate and .NET Cloud Advocacy Lead, to explore how GitHub Copilot's new App Modernization agent is transforming the way teams upgrade and migrate .NET applications to modern platforms. Matt breaks down the three core capabilities of this AI-powered modernization tool: assessment and scope planning, step-by-step modernization planning, and detailed task execution with persistent memory. Together, they discuss how the agent handles upgrade scenarios, from moving projects forward through .NET versions to migrating legacy .NET Framework applications to the cloud.  If you're working with legacy .NET applications or thinking about modernization, this episode offers practical insights into how AI agents are making these notoriously difficult projects more manageable. Guest Bio: Matthew Soucoup is a Principal Cloud Advocate and .NET Cloud Advocacy Lead at Microsoft and works to spread the ❤️ of .NET and Azure ☁️. Matt enjoys helping everybody along on their cloud journey, brand new and experienced devs alike. And when he's not thinking about "the cloud" he's trying to hike above the clouds in the mountains of the Pacific Northwest. Follow Matt on Twitter at @codemillmatt, GitHub at codemillmatt, and his personal blog at codemillmatt.com. Additional Resources: - GitHub Copilot App Modernization for .NET: https://github.com/copilot - Jeff Fritz's Web Forms to Blazor migration project (mentioned as a complementary tool for ASP.NET Web Forms modernization)

    34 min
  2. Blue Blazes S03E10: Trailhead at 10 – featuring Trailhead Founders

    11/11/2025

    Blue Blazes S03E10: Trailhead at 10 – featuring Trailhead Founders

    In this special 10th-anniversary episode, guest host Mark Adams turns the microphone toward the founders of Trailhead Technology Partners — Jonathan “J.” Tower, John Waters, and Josh Eastburn — for a candid conversation about a decade of building great software and a great company. The four partners look back at how Trailhead began — with a shared vision for a consultancy built on purpose, craftsmanship, and long-term client partnerships — and how that vision has evolved through global growth and technological change. They discuss what’s changed and what hasn’t over that time, and how the Trailhead Process and Trailhead Framework help deliver consistent client results regardless. They also cover how trust, collaboration, and curiosity have been the company’s real differentiators. The episode closes with a look ahead at AI, quantum computing, and the ever-human side of technology, as the founders toast to the next 10 years of innovation, partnership, and growth. Guest Bio: Jonathan “J.” Tower, John Waters, and Josh Eastburn are the founding partners of Trailhead Technology Partners, a global software consultancy specializing in .NET and modern cloud solutions. Together, they’ve spent decades designing, building, and leading software projects across industries from healthcare to public transit, and have grown Trailhead into a distributed team spanning multiple continents. Mark Adams, Partner at Trailhead and host for this episode, leads many of the firm’s strategic client engagements and product initiatives.

    35 min

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Just like obstacles blocking a hiking trail, barriers in the path to a successful software project can be frustrating. When you encounter one, it helps to take a trail marked with blue blazes to go around the problem, get back on course, and keep moving forward.