I asked why she didn't mail the payment and she said she did not want to pay the 49 cents for the stamp, had an annual bus pass and riding on the bus gave her time to read books about real estate investing.

They are usually fully booked - it's in San Francisco.

I’d also love any recommendations for beginner-friendly books, podcasts, or other resources that are suitable for a teenager. 

Listen to the BiggerPockets podcast for expert advice, read books like "The Book on Rental Property Investing" and "Set for Life" by Scott Trench, and join local real estate investing groups or meetups.

It's a great way to give them a better sense of the space, especially if they're on the fence about booking.

I wouldn't worry too much about it, if you have a competent CPA or bookkeeper they should be able to review your books and within minutes have a strong grasp on who gets a 1099 (spoiler alert, not every contractor gets one, I'll be annoyed if I get one since I'm structured as an S corporation) and the amounts to report.1099 filings are usually a loss leader for us, so if you're working with a professional make sure you take advantage of them filing everything for you.

Podcasts, books, and forums like BiggerPockets were invaluable, and when the right deal came along, I leaped and you can too!

Check out the book "Long-Distance Real Estate Investing" by David Greene.

(PS I'm sure you experienced folks have your contractors in line already but it never hurts to add another trusted one to the phone book, I'd love to send over our business cards and talk about how we could be of assistance to your team) Again thank you all for the help - Brennan 

Would read 3 to 4 books a day.