About Tiffani
Tiffani Conley Washington
Systems Strategist. Infrastructure Architect. Capital-Calibrated Operator.
The Proper Group Executive
Building what holds. Designing what scales. Executing what matters.
Tiffani Conley Washington is a systems strategist, execution architect, and capital-aligned operator with two decades of experience guiding AI governance, defense infrastructure, and institutional transformation under pressure.
As Founder & CEO of Sovereign Signal Systems, she built one of the only execution platforms designed for high-stakes environments—translating complexity into scalable systems that hold under volatility, leadership turnover, and global market shifts.
Her background spans $5.2B+ in transformation portfolios across the U.S. Department of Defense, private equity innovation layers, and AI-integrated decision infrastructure. At The Proper Group, she serves as Chief Strategy Officer, AI & Execution Systems, embedding directly with organizations to help them build systems that not only scale—but survive.
Tiffani also advises digital health startups, ethical AI coalitions, and capital innovation platforms across the U.S., Europe, the Middle East, and Asia-Pacific.
Comprehensive Offerings:
Execution Architecture
• Strategic operating models
• ERP/post-ERP workflow alignment
• Transformation roadmaps
• Institutional execution infrastructure
Capital-Aligned Systems
• Fund-level and board-facing frameworks
• Capital planning under volatility
• Investor-grade system diagnostics
• Infrastructure integration during M&A or scale-up
AI & Intelligent Governance
• Agentic architecture + LLM deployment
• AI feedback loops, model orchestration, and audit pathways
• Ethics-informed system design for regulated markets
• Post-ERP automation aligned to compliance and security
Crisis & Complexity Navigation
• Execution under geopolitical, leadership, or funding pressure
• Cross-sector integration of capital, strategy, and systems
• Compression modeling for volatile markets
• Strategic system design for long-term resilience
Embedded Executive Strategy
• Fractional Chief Strategy or Infrastructure Officer roles
• Leadership team alignment & board advisory
• System-level problem solving across product, tech, and ops
• Cross-functional collaboration with The Proper Group experts
📍 Based in Huntsville, AL — serving clients nationally
🗓 Book a complimentary consultation
📧 hello@thepropergroup.com