About Randy
Randy Hinders, CISSP
LinkedIn: Randy Hinders
A seasoned IT leader with over 20 years of experience in building and managing high-performing IT teams, leading digital transformation initiatives, and ensuring robust cybersecurity measures. Known for a strategic mindset, strong leadership, and the ability to align technology with business goals. Holds a clearance and a valid US passport.
Education and Certifications
Education: Waldorf College 2014, BS - Organizational Leadership (Cum Laude)
Certifications:
- CISSP (ISC)²
- C)ISSO (Mile 2)
- Microsoft Certified Trainer (MCT) (Retired)
- Microsoft Certified Systems Engineer (MCSE 4.0)
- Microsoft Certified Azure Fundamentals
- Microsoft Certified Technology Specialist MCTS (SharePoint 2010)
- OnBase Systems Administrator (OCSA)
- CompTIA A+
Technical Skills and Expertise
- Agile Processes • Asset Management • Budgeting/Forecasting
- Building Technical Teams & Training and Development
- Business Alignment • Business Requirements
- CI/CD Processes • Client Relationship Management • Change Management (ITIL)
- CMMC • NIST • Data Management/Databases • DevSecOps/SRE/Development
- Hyland OnBase • IaaS/PaaS/SaaS • IT Operations & SDLC
- ITIL/CMDB/RFC/CAB • MDM Management • Office 365 (GCCH & Com)
- Pen Testing & Incident Response • Pipeline/Build/SAST/DAST
- Process Automation • Product Ownership
- Risk Management • SAML/OAuth/AAD/Okta • Salesforce • SAP Integrations • Security practices • SSO
- Staffing & recruiting • Unified Communications • Vendor Management
- Virtual Desktop Management • Vision & Roadmap (Planning and Execution) • Zero Trust Network Architecture
Professional Experience
RH2, LLC | Dayton OH
Jan 2022 – Present
Founder & Co-Inventor
- Invented & Developed a novel medical device that attaches to an existing JP Drain to automate the milking process, reducing infections and preventing readmissions
- Pitched and awarded $50,000 from Innovation Fund USA
- Functioning prototype proved the concept, and a patent was awarded. Currently applying for STTR for a feasibility study
- Looking to exit with pre-seed funding or sale of IP and LLC to an incumbent medical device manufacturer
Mile Two, LLC | Dayton OH
Oct 2020 – Present
Director of Information Technology
- Set direction, vision, and roadmap for all core IT systems and managing day-to-day operations for a custom software development company
- Responsibilities included IT Help desk, Information Security, Enterprise Architecture, Quality Assurance, DevSecOps, FSO, and Data Management teams
- Managed the IT budget for hardware/software purchases, vendor management (GRC), CMMC verifications, and NIST 800-171 compliance
- Oversaw resource utilization in a diverse matrixed environment and department-wide budgeting for a 125-person company
- Achieved excellent rating in 2024, up from commendable on the 2022 DCSA Cyber Security Review & Rating Process assessment
- Assisted the C-Suite in long-term technology decisions and planning for Finance, CRM, HR, and ITSM systems
- Implemented enterprise architecture processes to reduce software licensing costs by more than 15% through consolidation
- Implemented a ZTNA based approach based on Cloudflare and GWS (Chrome Profile)
- Led the migrations from Okta to Google federated authentication and from M365 Commercial to M365 GCC High
- Implemented MDM standards and migrated from Jamf Pro to Mosyle for Apple devices and InTune O365 for Windows users
Speedway LLC | Enon OH
May 2018 – Oct 2020
Information Management Tower Lead & Emerging Technologies Projects Leader
- Oversaw 8 projects to migrate existing platforms without impacting 3,900+ stores or 40,000+ employees as a part of the M&A team
- Managed complex migrations including Historical Data, Salesforce, SharePoint Online, and Hadoop
- Negotiated total software license savings of more than $7MM over 3 years
- Successfully led the technology integration during Speedway's acquisition by 7-Eleven
- Led the migration to M365 SharePoint Online for the company intranet
- Led a 4-person team researching emergent technologies for process improvements
- Aided in Digital Transformation Discovery Project identifying $100MM+ in savings across 3 years
CareSource Medical Management Group | Dayton OH
Apr 2010 – May 2018
IT Manager of Workflow & Collaborations
- Helped grow membership from 800,000 to nearly 2M and revenue from $2B to nearly $10B
- Led 4 agile teams with 50 matrixed reports, growing from 3 to 33 members with zero turnover
- Implemented workflow automation processes contributing to $400M+ in cost savings in licenses and headcount
- Oversaw Office 365 migration, SharePoint farm consolidation, and system integrations
- Led DevOps platform build-out and managed 90+ Windows servers across environments
- Improved SharePoint adoption to 300 site collections with 20 million hits per month
Interlink Advantage | Kettering OH
Aug 2008 – Mar 2010
Director of Operations, V.P.
- Design, developed and deployed the Microsoft Hosted Messaging and Collaborating 4.5 (HMC) system on Windows Server 2008 R2 and Hyper-V • Created Multi Tenant RDP infrastructure • Microsoft Office SharePoint Server (MOSS) 2007 and Office Server Integration
- Managed 3 field engineers • Level 3 Tech support and backup for 20 different networks
- Grew and enhanced relationships with key vendors like Dell and Microsoft by researching various partner programs
DONet, Inc. (Now DataYard) | Dayton OH
Feb 1999 – Jul 2008
Deputy Director of Business Development
- Grew from technical installer to Deputy Dir of Business Development
- Managed Help Desk, Systems Administration, Network Administration teams
- Handled pre-sales design projects for Windows services and Tier 3 support
- Built multiple new verticals, (SaaS, IaaS, Managed dedicated hosting) many of which are still core capabilities today
- Maintained 175+ servers with 99.99% uptime for 6 consecutive years
Military Experience
- HHD 417th BSB, Kitzingen, GE (Mar 1996 - Jan 1998)
- 1st MP Co., Wurzburg, GE (Mar 1995 - Mar 1996)
- 50th Signal Battalion, Ft. Bragg, NC (Apr 1993 - Mar 1995)
- C co. 1st Signal Battalion, Kaiserslautern, GE (Mar 1992 - Apr 1993)
- C co. 304th Signal Battalion, Camp Colbern, ROK (Dec 1991 - Mar 1992)
- A co. 307th Signal Battalion, Camp Carroll, ROK (Mar 1990 - Dec 1991)
Patents & Publications
- Patent #11638780 – Medical Drainage Pump (Issued May 2023)
- Technical Reviewer: MCSE Training Kit: Microsoft Windows 2000 Advanced Server Clustering Services (Microsoft Press, May 2001, ISBN 0735612935)
Ventures
RH2 Medical

A novel medical device that attaches to an existing JP Drain to automate the milking process, reducing infections and preventing readmissions.
- Patent #11638780 Awarded May 2023
- $50,000 Innovation Fund USA Award
- STTR Application In Progress
CMMC Prep Consulting with Randy Hinders IT Consulting
Get more with your IT

Providing IT consulting services to DoD contractors to help them prepare for the Cybersecurity Maturity Model Certification (CMMC) Program and ensure compliance with NIST 800-171 standards.
- Expert guidance on CMMC requirements before calling the C3PAO
- Unbiased & Comprehensive NIST 800-171 compliance assessments
- Customized remediation plans that are private between us before the 3rd party assessor submits a report
- Work to automate business functions to help you "get more with your IT"
