The Founders

iWarranty was founded by two visionary leaders with deep expertise in law, finance, technology, and warranty management systems. Together, they built an AI-native platform that transforms how the world manages product warranties.

Dr Ruby Pillai
Dr Ruby Pillai
Founder & CEO, iWarranty

Before founding iWarranty, Ruby spent fifteen years as a banking and finance lawyer at DLA Piper, Ropes & Gray International and Baker & McKenzie LLP, as well as in-house at DXP. She advised corporations and private equity funds across high yield debt offerings, syndicated credit facilities, mezzanine financings, M&A transactions and securities offerings. Ruby holds a PhD in Law and Macroeconomics (Magna Cum Laude), focusing on systemic risk and macro-prudential regulation. She is admitted as a Solicitor in England and Wales (2009) and as a Solicitor and Barrister in New South Wales, Australia.

Innovate UK & KTN
Women in Innovation Award Winner
Google AI First
Graduate of Google's AI-first accelerator
Anthemis
Portfolio company, Barclays Female Innovators Lab
FCA Green Fintech Challenge
Recognised for sustainable technology innovation
MBRIF
Completed 10th Cohort Innovation Accelerator, UAE
History of Parliament Trust
Appointed Patron, recognised at Westminster Abbey
Juan Crosby
Juan Crosby
Co-Founder & Chief Operating Officer, iWarranty

Before co-founding iWarranty, Juan spent 17 years as a Partner at PwC, CMS and Norton Rose Fulbright in Sydney, where he built and led teams from the ground up to over 250 members. He served as Head of New Law and Digital Transformation at PwC, driving enterprise AI adoption and regulated technology rollouts across multiple jurisdictions. Juan is admitted as a Solicitor and Barrister in New South Wales, Australia, bringing rare depth as both a legal practitioner and a transformation leader who has operated at the highest levels of professional services. His relentless focus on customer outcomes has defined his career — from advising global enterprises on complex digital programmes to leading large-scale regulated change across borders.

Advisor of the Year
Winner, 2016
Outsourcing Lawyer of the Year
Winner, 2013
Google AI First
Graduate of Google's AI-first accelerator
MBRIF
Completed Innovation Accelerator, UAE
PwC Head of Digital Transformation
Led enterprise AI adoption across multiple jurisdictions
Team Builder at Scale
Grew teams from zero to 250+ members

We use cookies to improve your experience and analyse site traffic. By clicking Accept, you consent to our use of cookies. Read our Privacy Policy and Cookie Policy for more information.