Ryan Sheehan

About Ryan Sheehan

I’ve made it my mission to make technology accessible, intuitive, and impactful—especially for the government and public sector organizations that serve millions of people every day.For over a decade at Tyler Technologies, the leading software provider for the public sector, I’ve helped modernize large-scale systems, scale healthy engineering organizations, and translate complex business goals into clear, executable technical strategies. I thrive at the intersection of UX, application development, and cloud transformation, where thoughtful design and strong engineering culture drive real-world outcomes. What I’ve Done:• Directed a UX design system that scaled from 5 to 100+ applications across diverse tech stacks, strengthening brand consistency and improving inside sales effectiveness.• Scaled engineering teams from 5 to 30, guiding developers from on-prem legacy systems to cloud-native microservices—ultimately enabling the elimination of two fully owned datacenters.• Built and led high-trust, high-performing development cultures that balance delivery speed, quality, and long-term sustainability. How I Help as a Fractional CTO:I partner with software companies serving government and the public sector (no security clearance required) to:• Align engineering teams, tools, and SDLC processes to real business objectives• Design and execute pragmatic on-prem → cloud transformation strategies• Build efficient, resilient application development pipelines• Identify risks early and prevent them from stalling progress• Scale teams and platforms without sacrificing usability or cultureWhat sets me apart is my ability to simplify complexity—finding the throughline between business intent and technical execution—while building development teams that people actually want to be part of.I partner with a small number of GovTech and public-sector software companies at a time to provide focused, hands-on technical leadership. If you’re building software for the public good and need experienced technical leadership to scale with confidence, let’s talk. r•••@prospercto.com Schedule a call: https://prospercto.com

Experience

1. Software Development Manager

   Tyler Technologies

   Jan 2020 — Present · Plano, TX, US

   Engineering leader at the largest and leading software provider serving the U.S. public sector.• Progressed from Software Engineer → Team Lead → Software Development Manager, reflecting sustained performance and leadership growth• Directed a UX design system that scaled from 5 to 100+ applications, strengthening brand consistency and improving inside sales across diverse technology stacks• Scaled teams from 5 to 30 engineers, building leadership structures, hiring practices, and healthy team cultures• Led the transition of developers from on-prem legacy systems to cloud-native microservices development• Enabled the elimination of two wholly owned datacenters through modernization and cloud adoption strategies• Defined and refined SDLC processes balancing delivery speed, quality, security, and long-term maintainability• Acted as a bridge between product, business, and engineering—translating strategic goals into executable technical plans

Education

• Southern Methodist University

  Executive MBA, Business Administration and Management, General

• Southern Illinois University Edwardsville

  Bachelor of Science - BS, Computer Science

  2001 — 2005

• Southern Methodist University

  Graduate Certificate, Interactive Entertainment w/ specialization in Software Engineering

  2006 — 2008

Skills

• Redux
• C++
• Docker
• Xbox 360
• Angularjs
• Angular Material
• Vue.js
• Typescript
• Kubernetes
• Game Development
• User Experience
• Software Development
• Scrum
• C#
• .net
• Simulation
• .net Core
• Psp
• Xml
• Unity3d
• User Interface
• Visual Studio
• Programming
• Mono
• Software Engineering
• Wpf
• Wii
• Asp.net Core
• Code
• Real Time
• Video Games
• Javascript
• Html 5
• Angular