Hi @Travis Moe, I agree that you should be looking for a higher ROE. Your math is correct. I see two options:
1. Andrew laid it out well. You can sell and either do a 1031 exchange or pay the taxman and redeploy elsewhere.
2. You can refinance to pull out some of your equity and deploy that equity somewhere else.
I personally recommend either the 1031 exchange or the refinance. The selling is not a great option because, sure, you have $100k more to deploy but you are giving up nearly $250,000 in equity as well as a property that is breaking even. If you cash out at 80% LTV, you are essentially wiping out your current cash flow. However, you now have nearly $400,000 to deploy to make at least $20,000 a year. As long as you beat that, you now are capturing the appreciation of both properties, but you are also making the same, or possibly more, cash flow.
The 1031 allows you to redeploy more assets that might give you better appreciation and/or better cashflow.
You seem like a savvy guy so I am sure that you will run your numbers to determine what makes sense for you. Let me know if I can be of any assistance.