Fix & flip anxiety

[Rob Everetts]

Hey y'all,

I've had a lot of previous experience with rentals (single & small multi family, STR) and did my first flip in 2023 (where I lost a very small amount due to contractors taking 3x the estimated timeline), and I'm looking to finally get into serial flipping. The Nashville/Central TN market has been hot but is starting to cool, but rates are now down, giving me hope. I'm struggling overcoming the anxiety of pulling the trigger for a number of reasons, but I'm trying to build up the capital to eventually purchase an LTR portfolio. I think I've hit the analysis paralysis stage, and trying to get over it.

Should I get over the anxiety and pull the trigger, or should I look at other creative ideas to build the portfolio over time? Any tips from those who have experienced the same anxiety?

BTW, I have a great agent, an 800+ credit score, a high paying tech job, no debt besides my mortgage, a home that's difficult to get a HELOC on because appraisers can't figure out what it's worth (I live in the country in a very unique mid century home), but only a small amount of cash.

[Travis Main]

Hey Rob, 

It's completely normal to feel anxious when making a big financial decision, especially when you're looking to scale up your real estate investments. You've got an impressive track record with rentals and have already completed a flip, even if it didn’t go perfectly. That experience is invaluable, and you’ve clearly learned a lot from it. Remember, even breaking even or taking a small loss is better than many first-time flippers experience, and it’s a great learning opportunity. Before pulling the trigger, take a step back and reassess your long-term goals. If building a LTR portfolio is your ultimate aim, consider how each potential flip will help you get there. Knowing your “why” can help reduce anxiety by aligning your actions with your long-term objectives. Since you're feeling some anxiety, maybe consider starting with a smaller, less risky flip. This could help you build confidence and add to your capital without the pressure of a larger, more complex project.

You’re right that the Nashville/Central TN market has been hot, and while it’s cooling, rates are favorable. This might actually be a good time to find deals as some sellers might be more motivated. That said, make sure you’re comfortable with the comps and the exit strategy, whether that’s selling quickly or holding for a bit if the market doesn’t rebound immediately.

To overcome analysis paralysis, try setting a deadline for making a decision. Sometimes, giving yourself a firm timeline to either move forward or reassess can help break the cycle of overthinking. Consider ways to mitigate the risks that are causing you anxiety. For example, build a buffer into your timeline and budget based on your previous experience with contractors, or seek out properties where the rehab is more cosmetic than structural to reduce the complexity.

 You’ve got the experience, the resources, and a solid understanding of the market. Trust your instincts and remember that every investment comes with some risk, but you’re in a strong position to manage that risk. Ultimately, the decision is yours, but it seems like you’ve got a solid foundation and just need to take that next step with confidence. Whether you choose to flip or explore other creative ways to build your portfolio, trust in your skills and knowledge—you’ve got this!