Summary
Overview
Work History
Education
Skills
Timeline
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Brian Flynn

Brian Flynn

Noblesville,IN

Summary

With over 25 years of experience spanning engineering, architecture, and emerging technologies—and more than a decade as a proven leader—I bring a wealth of knowledge and expertise to the field of software engineering. My career is distinguished by a deep specialization in artificial intelligence, where I guide organizations in harnessing AI’s transformative potential to drive innovation and business value.


I am a lifelong learner and a strategic problem solver, adept at diagnosing systemic challenges and crafting long-term improvement plans anchored by measurable milestones. My leadership style emphasizes fostering systemic change, aligning development teams with architectural and engineering best practices such as rigorous code reviews, technical debt management, effective branching strategies, and static code analysis.


I am passionate about mentoring developers, helping them advance their skills and disciplines, and empowering them to deliver high-quality functionality with greater speed and confidence. Additionally, I have extensive experience leading teams through complex modernization initiatives, including migrating from legacy monolithic systems to event-driven, vertically sliced microservices that reflect the bounded contexts of their business domains.

Overview

27
27
years of professional experience

Work History

Director of Engineering and AI

Allied Solutions
12.2023 - 06.2025
  • Planned and executed a comprehensive two-year transformation roadmap, evolving the Engineering department from a fragmented, contractor-dependent group into a unified, high-performing team recognized for engineering excellence, built-in quality, and mature standards. Drove the adoption of SOLID principles, Event-Driven Architecture, SonarQube, Harness, Pluralsight, modern coding standards, and Domain-Driven Design, while fully integrating AI tools into engineering workflows to elevate code quality, knowledge sharing, and deployment success


  • Established and led a dedicated AI team to maximize the organization’s use of emerging AI technologies. This team spearheaded the implementation of AWS Q Pro, Cursor, agentic capabilities, MCP servers, AI-powered code reviews, and self-healing testing and remediation, positioning the company at the forefront of AI-driven engineering innovation.


  • Championed systemic change to foster a culture of continuous improvement, collaboration, and technical innovation across engineering teams. Launched Communities of Practice, Summits, Retreats, and other ceremonies to facilitate organizational improvements, accelerate knowledge transfer, and reinforce best practices for sustainable, measurable progress

Sr. Solutions Architect/Director of Architecture

Sallie Mae
11.2019 - 12.2023
  • Company Overview: one of the leading providers of student loans and financial services in the US.
  • Work directly with teams to help architect cloud native solutions with an emphasis on not allowing past decision and constraints in solutions to drive future architecture.
  • Identify systemic changes impacting all teams, organizing a diverse working group, help facilitate conversations that will lead to positive change, roll out guidance and put in place accountability optics to measure adoption and efficacy.
  • Examples of this may be Code Review best practices, Tech Debt strategies, branching best practices, adoption and maturation strategy with a static code analyzer (SonarQube) and many more.
  • Lead Architect on several company initiatives including the Documentum retirement project, which completed ahead of time, and Ping implementation which replaces our 17 year old proprietary internal solution with a best in class, industry standard Authentication Provider.
  • Part of a thought group on how to best introduce Domain Driven Design/vertical slice principles to development teams and how they can practically align with this direction given the many logistical impediments that would inhibit them from engaging in this direction.
  • One of the leading providers of student loans and financial services in the US.

Lean Agile Leader (Software Development Manager)

Sallie Mae
06.2018 - 11.2019
  • Company Overview: one of the leading providers of student loans and financial services in the US.
  • Managed several development teams at any given time, including developers, product owners, quality assurance and interns.
  • Worked with teams to ensure Sprint commitments were on track for scheduled releases, helped resolve impediments, provided coaching on how to overcome obstacles.
  • Interviewed, hired, managed and coached up or out dozens of developers over the course of a couple years.
  • Worked with teams to design solutions that met all NFR, business requirements and acceptance criteria for a given feature with the best architecture in place to allow for support and extensibility given the capacity allocated in a Sprint/PI.
  • Coached team members on an ongoing basis on how to resolve conflict, how to mature in their craft and how to take the next step forward in their career, successfully helping several achieve promotions.
  • One of the leading providers of student loans and financial services in the US.

Software Development Manager

BakerHill
06.2016 - 04.2018
  • Oversee the day to day development of all new development being done at Bakerhill.
  • Responsible for hiring and standing up 6 development teams, defining and implementing AGILE SDLC based on the SAFE model, as well as processes and procedures used to deliver software.
  • Oversee 6 Team Leads, 2 Senior Leads to manage day to day delivery of sprint commitments of the ~30 developers and ~20 QA team members.
  • Work directly with Executive Leadership to address issues and roll out initiatives as needed.
  • Monitor and troubleshoot overall health of the project deliverables.
  • Serve as Release Train Engineer (SAFE), manage Triage process, as well as several other roles.

Leader, Product Technology, Host Interfaces

D+H
02.2016 - 06.2016
  • Managed a development team which provided custom interfaces to facilitate connectivity between products and cores.
  • This product allowed for information missing from loans from the different products but needed by the cores.
  • Manage a multi-year initiative to create a multi-tenant, hosted application replacing the legacy software that was in place at 1,800 financial institutions that is at risk.
  • Manage offshore resources who support both teams.

Principal Software Engineer/FCM Team Lead

D+H
01.2015 - 01.2016
  • Served as Scrum Master/Team Lead for FCM (FlexConnect Configuration Manager).
  • Created and implemented Agile SDLC for FCM Project to follow.
  • Successfully lead and completed technology update estimation project to replace an at risk legacy product that was written on visual basic 6 that was falling out of support.
  • This was a 30 day project viability study on if it can be done in a cost effective measure. This project was a success and the project was approved.
  • Architect/Create API/Middle Tier infrastructure for Project.
  • Lead efforts to research and document Azure technologies to be used in hosting FCM solution.

Principal Software Engineer

D+H
01.2009 - 01.2015
  • Took the lead in designing and creating Cloud Solution (ActiveView Platform); an environment where ActiveView Content Management software, and other D+H solutions, could be hosted in the Datacenter as Software as a Service (SAAS).
  • Was one of 2 developers who designed and created Distributed Capture application and services to support remote upload of content into ActiveView Content Management.
  • Created all middle tier/back end functionality needed for key Document Tracking functionality in AVCM to facilitate identifying content required to satisfy policies at the financial institution.
  • Helped design/create Document Retention functionality to automatically delete content no longer meeting criteria defined by the financial institution.

Senior Engineer Software

D+H
01.2005 - 01.2009
  • Created Integration Services Tier to allow integration via XML Web services utilizing WSE 3.0 technologies.
  • This allowed our customer to directly interact with functionality we provided like our Search Engine, or Document Generation engine.
  • Created Advanced Search, Dynamic Search Forms and Full Text Indexing for Content Management Solution.
  • Helped Design/Create Security engine, Search engine and refactor many parts of the Content Management Solution.

Web Developer

Various
01.1998 - 01.2005
  • Various Website, Web Services, Desktop, Batch Jobs, Stored Procs, etc., etc. development almost all using .Net, Javascript, HTML, CSS, SQL, VB 6, VB.Net, C#, Entity Framework and other technologies.

Education

Bachelor's degree - Organizational Leadership

Anderson University
04.2004

General studies - undefined

Walla Walla Community College
01.1990

Skills

  • Artificial Intelligence
  • Machine learning
  • Domain-Driven Design (DDD)
  • Cloud Native Architecture
  • Solution Architecture
  • Organizational Leadership
  • Software Engineering
  • Agile Methodologies
  • Project management
  • Roadmap design

Timeline

Director of Engineering and AI

Allied Solutions
12.2023 - 06.2025

Sr. Solutions Architect/Director of Architecture

Sallie Mae
11.2019 - 12.2023

Lean Agile Leader (Software Development Manager)

Sallie Mae
06.2018 - 11.2019

Software Development Manager

BakerHill
06.2016 - 04.2018

Leader, Product Technology, Host Interfaces

D+H
02.2016 - 06.2016

Principal Software Engineer/FCM Team Lead

D+H
01.2015 - 01.2016

Principal Software Engineer

D+H
01.2009 - 01.2015

Senior Engineer Software

D+H
01.2005 - 01.2009

Web Developer

Various
01.1998 - 01.2005

General studies - undefined

Walla Walla Community College

Bachelor's degree - Organizational Leadership

Anderson University

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