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ResearchedAngel Investor / Real Estate Development & Finance

Aaron Hollub

President, Hollub Group | Managing Partner, Pine Bay Real Estate | Partner, thinkBOC

Angel InvestorSeed RoundMiami, FL
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At a glance

Title
President, Hollub Group | Managing Partner, Pine Bay Real Estate | Partner, thinkBOC
Role
Angel Investor
Firm Type
Angel Investor / Real Estate Development & Finance
Investment Stage
Seed Round
Location
Miami, FL
Education
B.S. in Business Administration, Georgetown University; MBA, Kellogg School of Management, Northwestern University

Background

Aaron Hollub is a third-generation leader of the Hollub Group, one of South Florida's most established luxury custom home building firms, with a legacy spanning over seven decades and more than 1,000 homes built across the region. He joined the family business in 2014 after beginning his career in finance at the New York Stock Exchange, bringing a blend of Wall Street discipline and entrepreneurial drive to the construction and real estate development world. Aaron holds a B.S. in Business Administration from Georgetown University and an MBA from the Kellogg School of Management at Northwestern University.

Beyond his role as President of the Hollub Group, Aaron is Managing Partner of Pine Bay Real Estate, a Miami-based real estate finance and development firm he co-founded with Eduardo Milhem. Pine Bay specializes in construction financing and bridge loans for South Florida real estate developers, delivering flexible and creative capital solutions across asset classes, geographies, and project lifecycles. The firm's multidisciplinary approach draws on Aaron's combined expertise in real estate development, operations, and finance.

Aaron also serves as a Partner at thinkBOC, further diversifying his portfolio of business interests. His background straddling the worlds of institutional finance and hands-on real estate development positions him uniquely as an angel investor, particularly for startups operating at the intersection of real estate, construction technology, and financial services. His deep roots in the Miami business community and Kellogg/Georgetown alumni networks provide him with a broad deal-flow pipeline and strong local connections.

Investment Thesis & Focus

  • Stage: Seed-stage angel investments
  • Sector Interests: Real estate technology (proptech), construction technology, real estate finance, and related verticals where his operational expertise provides strategic value
  • Geographic Focus: South Florida / Miami ecosystem, with likely national reach through alumni and professional networks
  • Value-Add: Deep operational knowledge in luxury residential construction, real estate development, and construction finance; access to the South Florida real estate developer community; financial acumen from his Wall Street background

Notable Investments

  • Specific angel investment portfolio details are not publicly disclosed. Aaron's investment activity is believed to focus on early-stage companies aligned with real estate, construction, and finance given his professional background and sector expertise.

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