Success Stories / Custom Platform Strategy & Transformation at Scale

Custom Platform Strategy & Transformation at Scale

Custom Platform Strategy & Transformation at Scale

Delivery & Transformation

More about Delivery & Transformation

Delivery & Transformation,Technology Strategy
Cuesta supported a multi-phase engagement with a leading freight brokerage company, spanning market positioning, platform strategy, and execution assurance. Through deep analysis and structured delivery leadership, Cuesta helped define a differentiated technology roadmap, build a proprietary platform, and execute against a $50M+ transformation initiative.
  • Technology Strategy & Roadmap
  • Buy vs. Build Evaluation
  • Complex Program Delivery

Challenges

  • The company faced competitive pressure to evolve its tech-enabled services, but its legacy systems were fragmented and inefficient
  • Prior attempts to modernize technology had failed due to lack of clear strategy, governance, and delivery rigor
  • The company needed to understand how top competitors differentiated through platform investments and which features mattered most to users
  • Margin erosion and compliance risk were rising due to manual workflows and disconnected tooling
  • Executive stakeholders needed better visibility into program progress and business impact to manage a multi-year, $50M+ investment

Solutions

  • Conducted detailed competitor and expert research to identify differentiating platform attributes and feature priorities
  • Led a Build vs. Buy evaluation and recommended developing a proprietary platform to enable differentiation while reusing select legacy components
  • Supported vendor selection, created a comprehensive product roadmap, and structured governance to guide platform development.
  • Established a delivery assurance framework using Power BI, tracked metrics across programs, and facilitated executive-level visibility
  • Embedded agile best practices across teams, enabling faster delivery cycles, improved collaboration, and risk reduction

 

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