TYLER GRAY

TECHNOLOGY LEADER | SOLUTIONS ARCHITECT | PRODUCT BUILDER

334-233-6931  |  hello@tylergray.dev  |  tylergray.dev  |  Alabama

Profile

Technology leader, solutions architect, and product builder with 15+ years of experience across enterprise IT, SaaS, cloud infrastructure, identity, cybersecurity, and AI. Bridges executive strategy and customer conversations with hands-on architecture, development, and implementation. Guides organizations through complex technology decisions, translating ambiguous requirements into secure, workable solutions and communicating clearly with executives and engineers alike.

Brings hands-on pre-sales experience through startabout and Kindly, including prospect discovery, tailored demo environments, business case development, and value articulation. Deep technical experience includes Azure, AWS, cloud governance, enterprise identity, APIs, automation, and the development of multiple Model Context Protocol (MCP) servers and AI tools. Experienced navigating NIST, SOC 2, HIPAA, and FedRAMP requirements across regulated and enterprise environments.

Core Expertise

Enterprise Solutions & Evaluation Leadership: Evaluation Orchestration, Enterprise Solution Strategy, Customer Problem Framing, Custom Demo Strategy, Business Case Development, Executive Briefings, Value Articulation, Solution Validation, Complex Requirements Translation, Multi-Stakeholder Alignment, Cross-Functional Orchestration

Cloud Governance & Architecture: Cloud Governance, Multi-Account Cloud Environments, Cloud Guardrails, Policy Enforcement, Microsoft Azure, AWS, Kubernetes, Terraform, Infrastructure as Code, NIST, SOC 2, HIPAA, FedRAMP, Cloud Migration, Disaster Recovery, Microsoft 365

Identity & Access Management: Enterprise Identity Architecture, Microsoft Entra ID, Active Directory, SAML, LDAP, RBAC, Enterprise SSO, MFA, Identity Federation, Application Authentication

Product Development, AI & Automation: Model Context Protocol (MCP), AI Tool Development, Agent Integrations, Source-Grounded Research, Custom Application Development, API Integrations, Process Automation, CI/CD, PowerShell, Bash, Laravel, SQL, Analytics & Reporting

Experience

Director of Information Technology

Aldridge Borden & Company | Montgomery, AL | April 2024-Present

  • Lead technology strategy and operations for a multi-office accounting firm, translating business, client service, security, and compliance priorities into a multi-year modernization roadmap.
  • Manage a hybrid identity environment spanning on-premises Active Directory and Microsoft Entra ID, including enterprise authentication, SSO, application access, and role-based permissions.
  • Architect and build custom internal applications, AI-enabled workflows, and automation tools that use enterprise SSO and role-aware access to provide employees with secure, seamless experiences.
  • Establish cloud governance across Azure resources, identity services, enterprise applications, and acquired organizations.
  • Established a comprehensive cybersecurity program and directed major modernization initiatives across Azure, networking, communications, audiovisual systems, and business resilience.
  • Develop business cases and brief executive leadership on architecture, cybersecurity risk, operational tradeoffs, technology investments, and governance priorities.
  • Unified systems, applications, identities, and data from two acquired firms without operational disruption.

Co-Founder & Product Lead

startabout | Remote | 2024-Present

  • Co-founded startabout and lead product strategy, architecture, design, development, and iteration across a portfolio of SaaS products.
  • Lead the pre-sales demonstration process for Kindly, designing reusable demo environments and tailoring product walkthroughs around each prospect's workflows, priorities, and technical concerns.
  • Lead prospect discovery, frame business cases, and translate product capabilities into clear value for technical and non-technical stakeholders.
  • Designed and shipped multiple MCP servers and AI-enabled tools that connect assistants to authoritative sources, structured data, and application workflows.
  • Built capabilities spanning source-grounded research, grant-writing assistance, meeting summaries, engagement insights, organizational analytics, and process automation.
  • Lead cross-functional work spanning engineering, design, quality assurance, go-to-market strategy, and partnerships, incorporating customer feedback from concept through ongoing improvement.
  • Build prototypes, integrations, demo assets, and internal tools to test ideas quickly, make complex capabilities tangible, and translate customer feedback into product improvements.
TYLER GRAY TECHNOLOGY LEADER | SOLUTIONS ARCHITECT | PRODUCT BUILDER

Senior Solutions Architect

Tovuti LMS | Remote | 2022-2024

  • Led complex enterprise solution engagements from initial problem framing through architecture and deployment, aligning business goals, security constraints, authentication requirements, and integration needs into a clear path forward.
  • Orchestrated complex evaluations across business and technical stakeholders, maintaining alignment from initial discovery through architecture, solution validation, and implementation planning.
  • Architected and delivered enterprise API integrations and identity solutions spanning SAML-based SSO, directory services, and role-based access.
  • Applied Terraform, Kubernetes, Git, and CI/CD practices to build, validate, troubleshoot, and deliver repeatable solutions across enterprise customer environments.
  • Mapped enterprise solution designs to security, privacy, and compliance requirements, including NIST, SOC 2, HIPAA, and FedRAMP considerations.
  • Presented tailored solution narratives and executive briefings to mixed business and technical audiences, making complex capabilities understandable without sacrificing technical credibility.
  • Translated customer feedback and technical requirements into actionable recommendations for product and engineering teams.
  • Coordinated customer and internal delivery teams to create seamless handoffs from requirements and solution design through implementation.

Board of Directors | Chair, Cybersecurity & Personnel Committees

ASE Credit Union | Alabama | 2020-Present

  • Provide board-level governance and strategic oversight for cybersecurity and technology initiatives protecting more than $400 million in assets.
  • Evaluate cybersecurity controls and compliance frameworks, translating emerging threats, regulatory expectations, and control gaps into clear organizational priorities.
  • Present risk findings and recommendations to executive and board stakeholders in clear business terms.
  • Partner with executive leadership to develop and monitor cybersecurity risk-management frameworks, set modernization priorities, and strengthen organizational controls.

Director of Information Systems | System Administrator

Central Alabama Community College | Alexander City, AL | 2017-2022

  • Directed enterprise infrastructure, identity services, systems, and IT service delivery across four campuses while leading a multidisciplinary technology team.
  • Advised the President's Cabinet, Strategic Advisory Council, and Technology Committee on technology strategy, cybersecurity, institutional risk, and modernization priorities.
  • Administered Active Directory and enterprise access services, implementing MFA, role-based access, and centralized identity-management practices.
  • Led major modernization initiatives spanning network infrastructure, campus-wide Wi-Fi, VoIP, audiovisual systems, VPN, and the migration from Google Workspace to Microsoft 365.
  • Directed administration of Windows, Linux, and Unix environments and introduced centralized monitoring and management systems to improve reliability.
  • Developed PowerShell and Bash automation to reduce manual administration and improve operational consistency.
  • Led development of an accessible public website meeting WCAG standards while overseeing learning platforms, websites, and institutional applications.

Systems Administrator | Technology Analyst

ASE Credit Union | Alabama | 2010-2017

  • Advanced through progressively responsible systems administration and technology analyst roles supporting enterprise infrastructure, identity services, business applications, and cybersecurity within a regulated financial institution.
  • Analyzed operational and technical requirements, resolved complex systems issues, and delivered upgrades that improved reliability, security, and access to critical services.
  • Partnered with employees, leadership, and technology vendors to translate business needs into practical system and process improvements.

Product Portfolio

Kindly | bekindly.app
Nonprofit operations platform combining donor and volunteer management, projects, communications, analytics, AI-enabled workflows, and tailored customer demonstrations.

TaxMCP | taxmcp.io
Model Context Protocol research platform that connects AI assistants to authoritative tax sources and returns verifiable, source-linked results.

Hirosend | hirosend.com
Secure file-sharing platform with encryption, expiring links, access controls, and download visibility.

Lumen | lumencms.com
Local-first content management system with a Git-native workflow and developer-focused user experience.

Education

Associate Degree, Computer Information Systems

Trenholm State Community College

Emphasis in Programming and Web Development