Dennis Bailey is a Senior Systems Engineer at Tech The Right Way, bringing over 29 years of experience as an entrepreneur, technical leader, and multi-disciplinary engineer. Although his title says “Systems Engineer,” Dennis’ role spans far beyond traditional engineering—encompassing technical sales, systems operations, cybersecurity, accounting and budgeting, and legal contract development. This combination allows him to support clients from both a technical and strategic business perspective.

Dennis has built three successful businesses, giving him a unique ability to blend deep technical expertise with strong financial, operational, and strategic insight. He specializes in designing secure, scalable IT solutions that reduce cost, strengthen cybersecurity posture, improve uptime, and drive measurable business value.

Technical Strengths:

• Systems engineering, architecture, and virtualization
• Data center operations and secure infrastructure design
• Linux, Windows, macOS, networking, cybersecurity fundamentals
• Programming in C/C++, Go, JavaScript/TypeScript, PowerShell, Bash
• Automation, scripting, API development, and systems integration

Business & Operations Expertise:

• M&A support, forensic accounting, budgeting, and operational accounting
• Drafting and negotiating contracts, SLAs, MSAs, NDAs, and service agreements
• Technical sales, solution scoping, cost modeling, and client strategy
• MBA, Our Lady of the Lake University

Dennis excels at translating complex technology into clear, actionable business outcomes. Whether he is engineering secure infrastructure, analyzing financials, drafting contracts, or leading technical sales initiatives, his focus remains consistent: delivering reliable, secure, and cost-effective solutions that help organizations grow with confidence.

Connect with Dennis on LinkedIn