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S03E10: Trailhead at 10 – featuring Trailhead Founders

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.

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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.

Montage Portal

Montage Furniture Services provides furniture protection plans and claims processing services to a wide selection of furniture retailers and consumers.

Project Background

Montage was looking to build a new web portal for both Retailers and Consumers, which would integrate with Dynamics CRM and other legacy systems. The portal needed to be multi tenant and support branding and configuration for different Retailers. Trailhead architected the new Montage Platform, including the Portal and all of it’s back end integrations, did the UI/UX and then delivered the new system, along with enhancements to DevOps and processes.

Logistics

We’ve logged countless miles exploring the tech world. In doing so, we gained the experience that enables us to deliver your unique software and systems architecture needs. Our team of seasoned tech vets can provide you with:

Custom App and Software Development

We collaborate with you throughout the entire process because your customized tech should fit your needs, not just those of other clients.

Cloud and Mobile Applications

The modern world demands versatile technology, and this is exactly what your mobile and cloud-based apps will give you.

User Experience and Interface (UX/UI) Design

We want your end users to have optimal experiences with tech that is highly intuitive and responsive.

DevOps

This combination of Agile software development and IT operations provides you with high-quality software at reduced cost, time, and risk.

Trailhead stepped into a challenging project – building our new web architecture and redeveloping our portals at the same time the business was migrating from a legacy system to our new CRM solution. They were able to not only significantly improve our web development architecture but our development and deployment processes as well as the functionality and performance of our portals. The feedback from customers has been overwhelmingly positive. Trailhead has proven themselves to be a valuable partner.

– BOB DOERKSEN, Vice President of Technology Services
at Montage Furniture Services

Technologies Used

When you hit the trails, it is essential to bring appropriate gear. The same holds true for your digital technology needs. That’s why Trailhead builds custom solutions on trusted platforms like .NET, Angular, React, and Xamarin.

Expertise

We partner with businesses who need intuitive custom software, responsive mobile applications, and advanced cloud technologies. And our extensive experience in the tech field allows us to help you map out the right path for all your digital technology needs.

  • Project Management
  • Architecture
  • Web App Development
  • Cloud Development
  • DevOps
  • Process Improvements
  • Legacy System Integration
  • UI Design
  • Manual QA
  • Back end/API/Database development

We partner with businesses who need intuitive custom software, responsive mobile applications, and advanced cloud technologies. And our extensive experience in the tech field allows us to help you map out the right path for all your digital technology needs.

Our Gear Is Packed and We're Excited to Explore with You

Ready to come with us? 

Together, we can map your company’s tech journey and start down the trails. If you’re set to take the first step, simply fill out the contact form. We’ll be in touch – and you’ll have a partner who cares about you and your company. 

We can’t wait to hear from you! 

Thank you for reaching out.

You’ll be getting an email from our team shortly. If you need immediate assistance, please call (616) 371-1037.