Lestan D'Souza
Founder and CTOAI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
AI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
Co-Founder & CTO @ ReKnew. Transforming businesses with innovative analytics-driven digital products | Expertise building solutions with AI/ML/GenAI, technology, data platforms with high performing teams | ex-USAA, Citi
Accomplished digital value creator with over 25 years of experience leading transformation at startups, medium, and large global firms. Skilled in driving organizations to new ventures and harnessing the power of modern technologies to transform businesses. Patented ideas and solutions expert, comfortable mentoring students and influencing C-level executives with new ideas and strategies. Hands-on experience implementing a wide range of scalable solutions, including e-commerce, digital platforms, back office operations, corporate and employee solutions, and customer-facing digital banking solutions. Extensive knowledge in data and analytics, AI/ML, digital technology stacks, application development, enterprise architecture, technology management, cloud (AWS), and user experience design.
Citi
Certificate, Executive Leadership Training
January 1, 2011 – January 1, 2011
Columbia University
Certificate, CIO Leadership Development
January 1, 2010 – January 1, 2010
NYU Tandon School of Engineering
Bachelor of Science (B.S.), Computer Science
January 1, 1995 – January 1, 2000
ReKnew
Co-Founder and CTO
April 1, 2025 – Present
USAA
Business Data & Analytics Executive
February 1, 2020 – April 1, 2025
Plano, Texas, United States · On-site
Citi
Global Digital / Omnichannel Data Services Head
March 1, 2018 – February 1, 2020
Citi
Global Analytics Innovation Director
August 1, 2015 – March 1, 2018
Citi
Global Head of Solutions Development
July 1, 2012 – July 1, 2015
Citi
Director, Innovative Solutions
May 1, 2007 – July 1, 2012
Citi
Solutions Architect, VP
October 1, 2000 – May 1, 2007
Virtual Communities
Sr. E-Commerce Development Manager
November 1, 1999 – October 1, 2000
New York City Metropolitan Area
NYSE / SIAC
Sr. Programmer Analyst
May 1, 1995 – September 1, 1999
New York City Metropolitan Area
Product Management
Cornell University
June 23, 2026 – Present
Confronting Bias: Thriving Across Our Differences
June 23, 2026 – Present
Cultural Fit Analysis
The candidate's career trajectory shows a consistent focus on innovation, digital transformation, and building data-driven capabilities, which aligns well with a forward-thinking, technology-centric culture. Their experience in diverse roles within large organizations, coupled with co-founding a new venture, suggests adaptability and a proactive approach to problem-solving. The breadth of skills across AI, cloud, data governance, and strategic planning indicates a strong cultural fit for a role requiring broad technical and business acumen.
Soft Skills & Operational Fit
The candidate demonstrates strong strategic thinking, team leadership, and analytical skills through their extensive experience in executive roles. Their history of driving innovation, managing large-scale projects, and fostering cultural change indicates a high operational fit for a leadership position requiring both technical vision and execution. The certifications in CIO Leadership Development and Executive Leadership Training further support their leadership and strategic capabilities.