It's the only brokerage that gives you stock at certain intervals and allows you to purchase it at a discount.

I wouldn't do just a condo. you could build your own triplex and convert to condos as a "development partner" or on your own if you aren't experienced and full return of capital. my suggestion would be to invest near the urban core over suburban deals and avoid older housing stock like columbus has more than 100 year old houses. anything pre 1950 I wouldn't touch 

It depends on situation but...For me personally...my situation is new but I am predicting that my long term is easier to self manage because my property is brand new.

Adds no value to my life, only negatives.Just my $0.02 somehow my AI can predict that my Bruce friend would say exactly that lol

Does anybody have any spreadsheets or tools that they'd be willing to share with me around some solid number predictions based on interest rates, occ %, etc. 

If you could reliably predict it everyone would get rich, same with the stock market.

When any little hiccup comes along that most of us did not financially prepare for we Demand the GuvMint do something, like my stock portfolio dropped 25% today in 10/87, so drop interest rate to Zero, thanks Maestro Greenspan, or again in 3/2000 when Yahoo.com didn't somehow grow into its projected 30 trillion dollar market cap based on its PE of 700, drop rates to Zero and keep 'em there for 22 years except for brief interludes of sanity (inflation got above 2%), or in 2008 when no one with a pension fund in America took any damn responsibility/oversight and gave their retirement funds to crooks to buy whatever ratings agency rubber stamped dogshit inverse synthetic CDO they could get a commission on, then were shocked, laying on their fainting couch clutching their pearls when the financial system reliably imploded, so drop rates to Zero again and start Monetizing/printing the debt, and now with the most predicted pandemic in history, Americans hadn't saved a damn cent so we cried to the GuvMint, send us 7 Trillion dollars now, I need a new Lambo!

I'm basically 50/50 right now between real estate (accurate equity assessment) and stocks (index funds/401k, roth IRA etc).

Your investing career will be determined by your ability to accurately predict variable expenses, vacancy, maintenance, and CapEx. 

I would think it'd be pretty simple to calculate his actual rent income based on the properties current conditions and explain that at best, the tenants in place stay for years to come, he continues doing the bare minimum, and his highest predicted income is x dollars, barring any emergency spending to keep the tenants happy.