Rajat Singhal

About Rajat Singhal

I’m a repeat tech entrepreneur driven by the challenge of solving real-world problems with purpose-built solutions.From founding and exiting DataStoryHub, an AI product that transformed enterprise data into narrative intelligence, to building Black Basil Technologies, a services company that helped organizations unlock the value of AI—my journey has been rooted in turning ideas into impact.Now at LegacyLeap, we’re scaling that vision further—reimagining enterprise modernization through Generative AI. We’re building a platform that helps businesses transition from legacy systems to modern architectures with intelligence, speed, and structure. I’m proud to have led the research and engineering of the core IP—the “secret sauce”—behind LegacyLeap, driving continuous innovation and building defensible differentiators that position us uniquely in the enterprise modernization space. My work focuses on blending deep technical insight with real-world impact to solve some of the most complex challenges in legacy transformation using Generative AI.My entrepreneurial path has taken me across sectors and continents—from contributing to India’s Bhashini initiative in language tech to partnering with global enterprises like Sainsbury’s, Generali, Caterpillar, and Domino’s. Along the way, I’ve learned that great companies are built at the intersection of deep business empathy, strong technical foundations, and the courage to challenge the status quo.What energizes me most is building zero-to-one teams—groups of bold thinkers who move fast, learn constantly, and don’t shy away from complexity. For me, entrepreneurship isn’t just about starting companies—it’s about creating momentum, unlocking new possibilities, and shaping what comes next.If you’re passionate about innovation, transformation, or the entrepreneurial process itself—let’s connect.

Experience

1. Founder and CEO

   Black Basil Technologies

   Nov 2022 — Present · US

   Built the company’s foundational vision, operating model, and go-to-market strategy, laying the groundwork for scalable growth across product, technology, and customer functions.Established cross-functional teams and core systems, driving execution across engineering, sales, and marketing with clear goals, KPIs, and delivery cadence.Led company-wide business strategy, technology planning, and financial oversight, including budgeting, product investments, and partner ecosystem development.Mentor and grow high-performing teams, while actively advising on AI strategy, product innovation, and enterprise technology adoption.Act as a bridge between business, product, and technology, ensuring alignment from boardroom vision to ground-level execution.

Education

• S.D. Public School

  Intermediate, Physics, Chemistry, Mathematics, Computer Science

• Symbiosis Centre for Distance Learning

  Master of Business Administration - MBA, International Business

• International Institute of Information Technology Bangalore

  PG Diploma in Data Science, Deep Learning

• Dr. A.P.J. Abdul Kalam Technical University

  B.Tech, Information Technology

Skills

• Junit
• Jsp
• Mule Esb
• Tomcat
• Java
• Jdbc
• Jms
• Hibernate
• Spring
• Java Enterprise Edition
• Maven2
• Distributed Applications
• Servlets
• Agile Methodologies
• Core Java
• Soa
• Struts
• Spring Framework
• Test Automation
• Web Services