Would need some inputs especially on how to analyze the numbers therefore, if I can get some guidance on how I can develop this skill in this specific areas of interests, would greatly appreciate it. 

If you are someone who is very familiar with taxes and house-hacking, please contact me and if you know of anyone with this skill, please send me their contact info. 

Keep networking and offer your skills to potential mentors.

Don't lead them, let them sell themselves describing their skills.

If you are waiting for the bottom of the market, it may never come, and if it does, you can only hit it with simple luck, not skill.

You're more likely to appreciate it and to learn some skills along the way that will increase your odds of success as you invest.

Build your skills in Due Diligence, make sure you have a solid investment package for a potential investor - give them numbers: repair estimates, After Repair Value, Comparables sale prices, Potential ROI etc

Then, I'd get reps and experience in my first deal, then second, and so on until I am hitting a higher ROI through a focused and skilled approach based off what I value.I hope this is useful, Shawn! 

You have to honestly assess your knowledge and skill level and determine if you will be able to successfully acquire and operate this asset. 

To plan this route you need to account for how much cash you have to invest, how much time are you willing to dedicate, how much knowledge do you have, what skills could you provide, what aspects interest you, and what you want to achieve.