Jon Holdman, I'm far from guru when it comes to storage but I do have some experience in turning around struggling facilities. Feel free to PM me if you'd like. Would be happy to provide some humble insight into how you might improve the operations at your facility to increase return/minimize loss.
Nick K., It sounds like you've gotten a lot of good advise on this thread. My two cents would be to not "chase the dollar". You've got to tie your efforts to a greater "why".....Why do you want 100K passively? Truth is everyone wants 100K in passive/residual income but few get there. The ones that get there have a BIG WHY motivating them. Is it so your kids (assuming you have some either now or in the future) can have a stay at home Mom. Or is it bc you want to be the rarified "stay at home couple" where neither of you work a regular JOB? Perhaps its to be able to support the parents who raised you for your first 18 years during their final 18 years? These might sound like cliche ideas but in my experience, answering the "WHY" is the single most important thing you can do.
ANSWER IT!
Good points have been made in this thread about the stark differences between a "job" and "investing". They are very different and become complex when you try to find the balance between the two. If I were you I would look for opportunities that allow you to do both (that's how I left my 75K per yr job behind once and for all).....Storage is a great way to do just that (in my humble opinion-and it can be done in many other forms of REI). Here's how it could play out:
1) Find a facility within 90 miles of your house (contact the owners of ALL of them)
2) Identify the ones that would consider selling
3) Execute a Master Lease with an option to buy. For example lets say the facility is 75% full and worth 300K. The owners want to retire but bc theyve owned storage for a long time the do pretty well and dont really need all the money right now. You can offer them a "option payment" of X-dollars plus X dollars per month for 36 months. Then you take over operations, rent the facility up to 90% making payments to them PLUS covering operating expenses which lets them continue to earn passive income. Everything left over is your JOB income for now and the increased equity in the property is your first return on "invested" time and money.
4) When the facility can support it, delegate the day to day operations to a manger whom you pay a fair $10 salary so that you can still have Passive (better called "Residual") income each month and a lot more free time to rinse and repeat.
Admittedly it is not nearly as easy as it sounds but entirely doable. And while you search for the first deal, get a JOB that will at least cover your living expenses in the interim.
Lastly, Heed Jon's advice about SPENDING MORE THAN YOU MAKE. We've all heard it but few do it. We are all conditioned to see the guy with a Mercedes and immediately think that he is Rich. The truth is, he may be rich but all we really know about him is that he SPENDS a lot of money on cars. If you want to succeed in business/investing you have to abandon the need to Keep up with the Joneses and learn to DELAY GRATIFICATION!
Hope some of that is helpful!