EP 181: From 4 to 300 Units: How Creative Investing & Relationships Fueled Rapid Growth with Christian Osgood

Exit Strategies Radio Show

What if you could go from owning just a few rental properties to controlling over 300 units in just a few years—without millions in the bank?

Christian Osgood proved it’s possible. Stuck in a traditional W2 job, he realized that the slow and steady approach to real estate investing wouldn’t get him the financial freedom he wanted. Instead, he focused on creative financing, seller-financed deals, and strategic partnerships to scale his portfolio faster than most investors dream of.

One of the biggest keys to Christian’s success? Relationships. He didn’t just rely on market listings—he built strong connections with sellers, brokers, and fellow investors to unlock deals that others never even saw. By mastering the art of networking, he found off-market properties, negotiated better terms, and positioned himself as the go-to investor when sellers needed a creative solution.

In this episode, Christian shares his full journey—from his first two duplexes to the breakthrough moment that changed everything. He walks us through the exact strategies he used to grow his business, the mindset shifts that set him apart, and how building authentic relationships gave him access to deals that most investors overlook. Whether you're just getting started or looking to scale, his insights will challenge the way you think about real estate investing.

Key Takeaways:

• 06:45 – The problem with saving for a down payment and why it’s the slowest path to building wealth
• 12:30 – How seller financing really works and how to negotiate a deal where everyone wins
• 18:50 – The 38-unit acquisition that changed everything and how he made it happen
• 22:10 – How Christian built relationships with sellers and brokers to find off-market deals
• 25:15 – The power of partnerships and why Christian never does deals alone
• 31:40 – How mindset and calculated risk-taking played a major role in his rapid success

Connect with Christian:

• Website: https://multifamilystrategy.com/

• Instagram: https://www.instagram.com/christianosgood/?hl=en

• Linkedin: https://www.linkedin.com/in/christian-osgood-10a95b71/

• YouTube: https://www.youtube.com/channel/UCkoxbEU_hoEpH8T-QUHR4nw

Connect with Corwyn:

• Contact Number: 843-619-3005

• Instagram:⁠ https://www.instagram.com/exitstrategiesradioshow/⁠

• FB Page:⁠ https://www.facebook.com/exitstrategiessc/⁠

• Youtube:⁠ https://www.youtube.com/channel/UCxoSuynJd5c4qQ_eDXLJaZA⁠

• Website:⁠ https://www.exitstrategiesradioshow.com⁠

• Linkedin:⁠ https://www.linkedin.com/in/cmelette/⁠

Shoutout to our Sponsor: ROBYN COLLINS

Do you want something more? More Meaningful Moments opportunities, deeper relationships and memorable experiences? Do you want to make a difference? If you say YES, a career and real estate could be the opportunity you're looking for guiding people to one of the most important decisions they ever made, the purchase or sale of their home can be both rewarding and lucrative.

Exit Realty has a revolutionary compensation model training and technology that provides you with the tools you need to start and build your successful real estate career. Call me today ROBYN COLLINS with REDROBYN HOMES at 843-557-5003. Again that's 843-557-5003 or visit RedRobynhomes.com/join.exit and make your Exit today.