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Entrepreneur |Real Estate Developer| Strategist

A trusted business advisor for entrepreneurs, investors, and executives. 


Offering technical expertise in marketing strategy, real estate, and emerging ventures

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His personal investment strategy was to find asymmetric risk versus reward, therefore, finding disproportionate up-side versus downside in business strategy and investments. With over a decade of engineering experience in defense contracts, aerospace, ground vehicle, and hyperspectral optic systems, Armstrong was able to leverage his income to acquire  real estate, other investments, and launch several companies. 

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Aaron (A.J.) Armstrong is a real estate developer, engineer, and serial entrepreneur. He is a former D1 football player and graduate from the United States Military Academy at West Point with a BS in Systems Engineering. He and his wife are the owners and founders of Armstrong Ventures LLC, Armstrong Real Estate Group LLC, and Marissa’s Fit Boutique LLC. He has a business graduate certificate from Northeastern University, and an MBA from University of Wisconsin – Oshkosh with a concentration in finance.

Armstrong and his staff bring technical experience combined with real estate knowledge offering unique business solutions for entrepreneurs, investors, and executives of notable organizations.  Some of the companies they have served include Pepsi, INC, University of Wisconsin - Oshkosh, Muscle and Fitness, and almost 100+ organizations ranging from solo-prenuers to Fortune 500 companies.  

Armstrong currently owns and operates, Armstrong Ventures, a Consulting & Equity service offering real estate and business solutions to entrepreneurs, investors, and executives.  The most recent business is “The Venture Project” a 7,500 sf coworking space and business incubator. He is also the host of “Winners, Wallets and World Views” a podcast featuring expert lead discussions on tips and tactics for business leaders.


  • Bachelor of Science - United States Military Academy at West Point, NY - Systems Engineering

  • Graduate Certificate - Northeastern University at Boston, MA - Business  Administration

  • Masters of Business Administration - University of Wisconsin at Oshkosh, WI  - Finance

Professional Credentials

  • Realtor ® Licensed real estate salesperson specializing in commercial real estate. 

  • Certified Systems Engineering Professional - INCOSE

  • INCOSE Member

  • 200,000+ Listens on Podcast Winners, Wallets & Worldviews

  • Lectured or spoken to over 100 companies, universities or conferences including United States Military Academy at West Point, University of Wisconsin, & INC

  • Owner of Armstrong Ventures with over $2.5MM+ AUM

  • Former Division 1 athlete and Army football letter winner

  • Consulted with 50+ small to large companies, including Aerospace & Defense contractors, and Fortune 500 brands

  • Wrote the technical proposal for new fleet of USPS vehicles winning over 6 Billion dollars of business

  • Wrote engineering requirements for various DoD prototypes including aerospace C5ISR products, hyperspectral imagery designs, electric and non-electric ground vehicles, marine vessels, and advanced robotics

Community involvement & volunteering

  • Board Member of the Oshkosh Chamber of Commerce - 2022-Present

  • Board Member of Business Improvement District Oshkosh - 2019-Present

  • Board Member of Oshkosh Chamber Economic Development Advisory Council - 2022-Present

  • Chairmen of the Board University of Wisconsin System - WiSys VentureHome Oshkosh - 2020-Present

  • Member of Amplify Oshkosh Consortium 2022-Present

  • Member of the Oshkosh Chamber of Commerce - 2017-Present

  • Worship team member at Community Church Oshkosh - 2020-Present

  • Member of Community Church Oshkosh - 2020-Present

  • Men's Ministry Steering Committee Member Community Church Oshkosh - 2021-Present

  • Board Member of STOIC Garage non-profit Auto Services - 2020-2021

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