Challenge
CaseCraft.AI, an innovative LegalTech startup redefining how legal casework is managed through AI, had successfully built a strong product foundation. However, as they approached their next phase of growth, the need for strategic leadership across both product development and technology scaling became urgent.
The founding team realised they needed a CPTO who could not only manage the technical team but also align product vision, lead innovation cycles, and navigate the complex regulatory landscape of legal services, followed by Backend Developer with AI expertise and two Frontend Developers.
The challenge: finding senior leaders with deep experience in product management, software architecture, and LegalTech—someone startup-savvy, strategic, and execution-focused.
Outcome
Partnering with Yotewo, CaseCraft.ai secured a high-caliber CPTO within just a week—shortening what is typically a 3–4 month hiring cycle for leadership roles, followed by Backend Developer with AI expertise within another week and two Frontend Developers afterwards.
- Hired a CPTO with over a decade of product and technical leadership in SaaS and LegalTech
- Hired one Backend Developer with AI expertise and two Frontend Developers
- Strengthened internal decision-making around product strategy and engineering scaling
- Introduced agile, sprint-driven product delivery frameworks across the growing tech team
- Set a roadmap for enterprise-grade platform scalability and AI ethics compliance
The addition of a CPTO, Backend Developer with AI experience and two Frontend Developers positioned CaseCraft.ai for Series A readiness, improved investor confidence, and accelerated their ability to expand into new markets.
A Strategic, Multi-Phase Hiring Approach
Phase 1: Defining Leadership Needs
Yotewo worked closely with CaseCraft’s founders to articulate the specific leadership skills required focusing on product strategy ownership, AI integration scaling, team mentorship, and legal sector understanding.
Phase 2: Targeted Search and Shortlist
Leveraging Yotewo’s platform, a targeted executive search was launched focused on CPTOs with startup resilience, LegalTech background, and AI-product experience. A final shortlist was delivered within days.
Phase 3: Selection, Onboarding and Integration
Following a structured interview process, CaseCraft selected a CPTO who started immediately after a short notice period. Yotewo supported onboarding by aligning technical and product leadership frameworks for seamless integration into the team as well as fulfilled further requests for Backend Developer with AI experience and two Frontend Developers.
For fast-growing startups like CaseCraft.AI, timing and leadership quality are critical. By partnering with Yotewo, they were able to fill a pivotal strategic role quickly—without sacrificing quality or culture fit—positioning themselves for the next wave of LegalTech disruption.
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