About Us

The Founder of AndThereWas

Cleo H.

Principal Transformation Consultant & Fractional Design Leader

Cleo Henderson, is a 10+ award-winning Principal Transformation Consultant & Fractional Design Leader with 20+ years of experience transforming complex technical challenges into revenue.

Cleo is a versatile executive who has successfully navigated every stage of the business lifecycle: scaling early-stage startups, optimizing growth-stage ventures, and leading design for publicly traded enterprises. Specializing in Design Operations, SDLC Optimization, and Agentic AI Strategy to reduce Customer Acquisition Costs (CAC) and accelerate speed-to-market.

Cleo Henderson doesn’t just design user-validated interfaces; he align Frontend/Backend architecture, optimize data object mapping, and ensure strict WCAG/ADA compliance to reduce risk. Whether you need a Design Maturity Audit or Interim Leadership, I build the systems that allow you to scale.

 

01. Fractional Leadership (Interim CDO/CXO)

Executive oversight for Series A/B startups. I manage the product design strategy and execution, help to hire the team, and establish “Platform Rigor” without the full-time headcount cost.

02. Design Maturity Audits

A rapid, 2-week audit of your “Design-to-Conversion” pipeline. I identify the friction points causing user churn and engineering waste.

03. Technical Strategy & AI Design

Designing “Human-in-the-Loop” (HILT) workflows for Agentic AI. I ensure your autonomous agents are safe, compliant, and user-friendly.

Means of Transformation

We believe that by embracing transformation and harnessing the power of design, individuals and organizations can unlock their full potential and achieve extraordinary results!

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