PORTFOLIO CAREER WORKSHOP
60 Minute Workshop With Q&A
Practical advice to help you build your career as a portfolio, starting now
Meet the Builder behind DPI
From the Battlefield to the Boardroom: Engineering the Future of Business
Ben Legg is an engineer and builder at heart. From building infrastructure in the Bosnian war, to leading a systematic turnover of Coca-Cola India, to designing Google’s monetisation engine, his career has one through-line: breaking down complex problems and rebuilding them into scalable, high-performance systems.
Today, through Digital People International, Ben applies this engineering mindset to help leaders and investors navigate a fast-changing digital world. His work spans two key areas: Proprietary Investment Advisory and High-Impact Keynote Speaking - both grounded in unique insights, rigorous analysis and real-world operational experience.
Decoding Technologies for Investors
Ben supports institutional investors, hedge funds and private equity firms by decoding the technologies shaping the global economy. He goes beyond conventional market analysis - opening the black boxes of AI, search, social media, e-commerce and digital advertising to forecast revenue, outline risks and predict winners and losers. His expertise is very hands-on: Ben has built and run multi-billion-dollar ad ecosystems and led PE-backed technology scale-ups across the US, Europe and Asia.
Battle-Tested Leadership for a Rapidly Changing World
Ben’s leadership insights come from genuine “war zone to boardroom” experience - from ending the Siege of Sarajevo, to McKinsey strategy consultant, to turning around Coca-Cola India, to COO of Google Europe, to PE-backed CEO roles in global tech. His keynotes and executive sessions help CEOs, CMOs, and boards rethink business models, lead through disruption, incorporate artificial intelligence (AI) into org design and make confident decisions in high-stakes environments.
Building the Future of Work
Always the entrepreneur, Ben continues to build new ecosystems. In 2020, he co-founded The Portfolio Collective (TPC), the world's leading collective of portfolio professionals, reinventing the future of work, and in 2022 he launched The Chief of Staff Collective (CoSC). He also teaches at Oxford University and mentors executive teams and boards. Across every role, Ben is committed to equipping the next generation of leaders to build future-proof businesses and meaningful careers.
To delve deeper into Ben's contributions to the entrepreneurial landscape, explore his TPC profile here.
1990s
British Army Captain
2000s
Blue-Chip Corporate Leader
2010s
digital marketing & technology CEO/COO
2020s
Portfolio Professional
Based between London and New York, Ben is married with five children.
To hear more about Ben's background, career and life lessons - in his own voice - you can listen to him on the Little Big Vets podcast, the Back Yourself vodcast, the GAEA Talks - AI in Business podcast or during an interview at Behind The Founder.
Little Big Vets
"If you want to stop your job and cure cancer I'll fund you" Ben on the veteran entrepreneurs podcast where Nick Haley speaks with some of the most inspiring and successful people who’ve left active service and started the next chapter of their life.
Back Yourself
In this episode of the Back Yourself Show, Ben explores his impressive career but also explains how corporate life sometimes isn't the dream, leading him to step away and start a portfolio career.
GAEA Talks - ai in business
Drawing on Ben's decades of experience across the military, consulting, big tech, and global leadership, this podcast episode examines how AI is reshaping not just industries, but how humans define work, purpose, creativity, and status.
Behind the founder
During the interview at Behind the Founder, Ben runs through his mind-blowing story decade by decade. A great inspiration for professionals considering a portfolio career and/ or working differently!