Q&A with Deanna Brown of Hudson Lewis Group
General Partner
Luminary Series:
Hudson Lewis Group is a small-business investment and AI-enablement fund that takes a proven growth stage venture meets a private-equity playbook — buy, improve, sell — and adds the one capability the lower middle market is missing: AI. There are 33 million small businesses in America generating $14T in revenue, yet fewer than one in ten use AI, and traditional venture capital, banks, and private equity all turn them away. Hudson Lewis acquires control of profitable, founder-led operators ($1–10M in revenue) at 1–2x revenue — below mid-market PE comps — installs a proven AI operating playbook that drives 25–70% efficiency gains across sales, support, finance, and operations, and bundles businesses by sector for a premium exit to the very PE firms already paying a 2–3x EBITDA premium for AI-enabled platforms. HLG Small Business Fund targets $15M, a 2.4x net MOIC and ~26% net IRR, and is open now to accredited investors and family offices.

Join us for a private Family Office Insights Webinar featuring Deanna Brown, Janae Rapps, and Kristina Burdette – the General Partners of Hudson Lewis Group, a small-business investment fund. Hudson Lewis acquires control of profitable U.S. small businesses, installs an AI operating playbook to expand margins, and bundles them by sector for a premium exit to mid-market private equity – capturing the market everyone else overlooks.
July 23, 2026 at 2:15pm-3:15pm EST
Luminary Series Recording
Investors Only Please!
Family Office Insights is a voluntary, “opt-in” collaborative peer-to-peer community of single family offices, qualified investors and institutional investors. Join the community here www.familyofficeinsights.com
What gap in the market is Hudson Lewis Group built to capture?
There are 33 million U.S. small businesses generating roughly $14 trillion in revenue, yet fewer than one in ten use AI, and traditional capital sources all turn them away - too small for private equity, not a "unicorn" for venture capital, and too intangible to collateralize for a bank. These are profitable, proven, founder-led companies sitting in a structural capital gap. Hudson Lewis Group is the venture fund built to fill it, providing control capital, AI capability, and a built-in exit to capture value the market was never built to see.
How does Hudson Lewis Group create value and generate returns?
Three moves. We enter at 1-2x revenue - below mid-market buyout comps - by acquiring control of profitable operators with a succession need. We assist in a standardized AI operating playbook across sales, support, marketing, finance, and operations, driving 50 -70% efficiency gains that expand both margin and capacity. Finally, we bundle 2-3 businesses within a sector and create a premium exit to mid-market private equity at 6-12x EBITDA - the multiple they already pay for AI-enabled operators. Fund I targets a 2.4x net MOIC and a ~26% net IRR.
How is this different from other venture funds or a traditional PE rollup?
Hudson Lewis Group is structured as a venture fund but its strategy resembles neither classic venture nor classic buyout. Search funds buy a single business and run it operator-led, with no AI thesis and no bundling, so no multiple compression is captured. Large PE rollups acquire $5M+ EBITDA platforms after the transformation has already happened; they're our exit buyer, not our competition. Hudson Lewis Group sits deliberately between them: smaller, disciplined control entries, a repeatable AI playbook that manufactures margin expansion, and a sector-bundling strategy engineered from day one to create that premium platform exit.
Deanna Brown of Hudson Lewis Group
Deanna leads investment strategy, deal sourcing, and portfolio company development. A five-time founder and CEO, she brings 35+ years scaling media, technology, and consumer platforms, with senior leadership roles at Yahoo and Condé Nast – where she co-founded CondéNet, one of the first scaled digital media divisions in the country. She later served as Managing Director of MRC Media and CEO of Federated Media, leading digital transformation, scaling revenue, and driving margin expansion across a portfolio of publisher partners, and brings direct experience with AI-driven business transformations. At Hudson Lewis, Deanna applies that operator experience to identify high-potential businesses and build them into AI-enabled, PE-ready platforms.
Contact Deanna : deanna@hudsonlewisgroup.com
