Hi @Jeff Kushner welcome to BiggerPockets! Listening to podcast and learning all of this information is sometimes overwhelming, and the first deal is always the hardest... kind of like the first kiss. Once you make the commitment to move forward and invest the money you will move through it - kind of like being in the military; figure it out as you go. However you are lucky to have a site such as BiggerPockets and the forums to be able to ask questions. Sometimes it may be hard to ask for advice in person to someone else, but here you have a "Village" that is here to help answer questions.
As for holding you accountable this is something I feel needs to come from within; only you know what you can and cannot do. As for motivation, I would highly recommend you try and find mentors to help you. Ask them if they wouldn't mind being your mentor and if you would be able to ask their advice. Remember we don't know everything and why it's important to have multiple mentors. Having one close to you in your market will help you navigate through the laws of the state, county and even city.
This is probably the most important piece of advice I can provide to you. I take my mentors out for coffee, lunch; it's a small price to pay for not only advice but potential opportunities in the future. Stay way from mentors who want to be paid! Over time you will build trust and a relationship with that person and even strengthen their knowledge as you ask questions. My mentor has been investing for well over 20 years, and you can imagine has built a sizable portfolio, but just last week I was talking to him about doing owner financing on a property I own. He has never accomplished a transaction such as this, but offered advice of where to go and what to do; he also followed up with me later in the week to see if I was able to get any answers.
Keep your head in the game, keep listening and reading as much as you can. Join your local REIA group as well; often times you will get even more ideas from others at these meetings. Additionally, have business card to handout - promote yourself!
I wish you a successful future!
- Dave