And none of that counts the 10’s of thousands in tax advantages I reap without any advanced skills or planning, the government just hands them out. 

Then, obtain quotes from at least three actual contractors. ( insurance and all that depending on the work)You'll likely encounter three types of contractors:The Super Expensive Guy: Highly skilled but often in high demand, resulting in premium pricing.The Average Guy: Offers good quality work at a reasonable price.

There are also other ways to use money from an IRA without tax penalties such as for a primary residence or medical expense. just know what you're getting into and the best ways to avoid the tax.

The skill comes in sourcing deals that arent only on the MLS.

However when a great property that fits what we like (ugly and a great price where we can use our skills to make it beautiful) comes around that we can take advantage of our position and get it, we want to be knowledgeable about that property type and be able to jump on it. 

No real talent, no skills, no friends that are not being bought. 

I’m not skilled in repairs and live in a high-cost, tenant-friendly area, what would be the best way to invest my money?

You put a 3.5% down payment on a house that goes up 7% in 12 months you just made a 200% return that didn't take any large amount of skill or time.

You may consider terminating the lease depending on how much time remains, your skills, the legal system, and other factors.Based on what you've said, I am concerned there's someone else occupying the home or something else is going on.

.: Quote from @Jay Hinrichs: Quote from @Alleyne Warner:  your use of the English language and your writing skills do not portray a high level employee, more like a janitor or something.Haha, that’s an insult to janitors Jay.