20. Unconventional First Time Buyers: A House Hacking Partnership With Brian and Ashley DeSimone

Send us Fan MailVenturing away from their wedding photography business, Brian and Ashley reveal the steps, strategies, and occasional stumbling blocks they've faced in purchasing and rehabbing their first house hack investment property in Chicago. These two candidly share how they went from a thriving small business to a complete halt in income from the pandemic, as they turned to real estate to help provide them with stability. Their story is a perfect example of resilience and creativity, which is extremely admirable. Brian and Ashley's journey is not just about real estate investing - it's also about intentional living and entrepreneurship. They share their financial freedom goals and future plans, including Ashley's transition to part-time photography/videography, and Brian becoming a full-time real estate agent with Greystone Realty. They emphasize the importance of trust, integrity, and maintaining a clear vision in maneuvering in a new industry. With a blend of friendship, business acumen, and a dash of risk-taking, Brian and Ashley's story serves as an inspiring roadmap to achieving your own entrepreneurial dreams.