I’m currently stashing as much of my income as possible in order to come up with a down payment for my second investment property which, like my first one, will likely be a house hack. 

Are you sitting on a stash of coin you're itching to plow into a different investment?

Stash that cash, CS students get paid absurd amounts in big tech internships.5) Graduate with little to no debt, with the best technical skill a person can have today. 6) Work for 2-4 years at a tier 1 or 2 tech company.

The only joker is timing the closing of the sales so that your replacement purchase can fall within both timelines of the 1031s for the condos.One factor that is in your favor here is that LOIs for purchase of larger commercial and MF assets generally have a longer time line with several off ramps allowing you to get out of the contract. 

Ya this mentor should never have taken half of your life savings .. or like others who encourage folks to go into CC debt.paid for training can be a good thing.. but bottom line is you need capital to invest in real estate .. how are you going to make that capital back.the only way would be to do transnational real estate IE become and agent and make nice big commissions but even at that you need a years worth of income stashed away..I like your other idea  buy a house to live in .. you can find almost all gurus written materials and CDs extra on E bay for 20 to 50 bucks.. from students who never used it.

As enticing as it may seem, beware of these joker brokers.

I have money, paying tenants and am not losing anything - my GRATITUDE is why I am empathetic for those getting played for suckers by Wall st rather than being a smug joker telling people they should've been smarter.

He wants to just wait until our year is up in this property and just focus on paying down debt and stashing for savings.

But I’ve been able to stash some money away working these last few years and am ready to get going!

So we have 99 more to go.Our short term goal is to fix and flip and use some of those proceeds to purchase rental properties and stash some cash in the bank.