
In 1999, employee perks were often a homemade list of deals. Seif Saghri turned that neglected HR chore into an online marketplace, spent 25 years widening its reach, then learned the founder’s last operating lesson: how to hand over the keys.

Dylan Robbins is the founder and CEO of Lucra, a New York-based company that gives brands a white-label software kit for running peer-to-peer, real-money gaming and competitions inside their own apps. A former Goldman Sachs and AQR analyst with a Stanford MBA and a Duke undergraduate degree, Robbins started Lucra in 2019 with co-founder Michael Madding after the two spent years informally tracking sports wagers with friends. He pivoted the company from a consumer app to a B2B2C SDK in 2023, and in 2026 raised a $20M Series B led by ARK Invest - the fund's first lead investment in a non-AI startup.
Ram Sudireddy is the founder, chairman, president and CEO of Bento, a Boston-based dental benefits platform he started in 2017 after concluding that dental insurance, as sold, was structurally broken. Before Bento he built and sold three technology companies - Cimaron Communications to AMCC, CHiL Semiconductor to International Rectifier, and Mustbin to LifeSite - and chaired Sanovi through its acquisition by IBM. He is a semiconductor architect by training who now runs a dental payments company, which is the kind of career pivot that only makes sense if you spend a long weekend reading your family's EOBs.
Kory Kelly is the co-founder and CEO of Legal Karma, an Austin-based legal tech company that lets banks and credit unions sell wills, trusts, and powers of attorney to their members as easily as opening a checking account. A farm-town Texan turned university lecturer turned founder, Kelly has grown Legal Karma from a rejected idea pitched to skeptical lawyers into a B2B2C platform powering estate planning for over 100 financial institutions.
Roberta Sotomaior is the co-founder and CEO of Bloom Care, a Sao Paulo digital health platform for women and families that she built after walking away from a career in international diplomacy. She spent roughly six years studying conflict resolution in Boston, decided prevention beat firefighting, and turned that conviction into a B2B2C company now embedded as a corporate benefit at hundreds of Brazilian employers including Natura, Sanofi and SulAmerica. She raised a R$3M pre-seed in 2021, drew angel checks from the presidents and ex-CEOs of Novartis and Gympass, and made CB Insights' global list of promising digital health startups as the only one founded entirely by women.

Jenny Lefcourt is a General Partner at Freestyle VC, a San Francisco-based seed-stage venture capital firm with $565M+ AUM. A serial entrepreneur who dropped out of Stanford GSB to co-found WeddingChannel.com (backed by Kleiner Perkins), she later co-founded Bella Pictures before transitioning to venture capital in 2014. She has since backed iconic companies including Airtable, Patreon, BetterUp, and Intercom, earned spots on the Forbes Midas Seed List and Forbes 50 Over 50, and co-founded All Raise, the nonprofit accelerating female founders and funders in tech.