Looking to Scale and feeling Stuck

[Sam Ojo]

I own a small portfolio that brings enough income for me not to have a w-2 income. During 2021 I sold 2 properties which brought me 250k in capitol gains, due to the climate of prices then. I chose to invest most of those gains into a trucking company due to the lack of patience at the time and my 10 year experience being a tractor trailer w-2 driver. Quickly I learned I knew nothing about the business of trucking and truly didn't enjoy it, as all those gains got depleted.

Now we are in 2025 and although I still own the trucking company, it has been an inconsistent pit that has technically brought me personally no profit. At this time I manage and renovate majority of all my units to keep cost low but most likely not the best use of my time although I'm skilled at it.

To get things "shaking and my blood pumping again" lol as money is tight. I listed 2 properties for sale from my portfolio. One is under contract in which I plan to 1031 into something larger and the other I just plan to keep as the contract expires soon.

Any advice on how to get out of this stagnant stuck feeling? First thing that comes to mind is a mentor but have not had any luck

Also I have over 900k in equity across the portfolio, Is there a way to use the properties as collateral for a HELOC across the portfolio instead of individually?

Any advice is helpful, Thanks for your time!