The marketing copy and photo captions, professional photos, and weekly activity on the OTA listing, makes a big difference in bookings.

I would be interested in connecting for the Washington team position for both purchasing agent and professional property management.

Sometimes condos/townhomes are better at attracting young working professionals given that they are usually in more densely populated areas and often will have amenities that come with the HOA like pools, gyms, etc. 

Unfortunately, this problem waste a lot of my time that could be spent on other investments.I have used the same tax professional for many years and he is very educated, but also much older than me and it's hard for me to understand all the reasons he has expressed why is better to put the rental on my personal tax returns.

Stay professional in all communication.

Will they "check themselves" from bad behavior when they see a professional company with professional services, legally reviewed lease, etc. managing their day-to-day?

I’d start with a smaller deal - buy a 6 to 12 unit say - raise money from your social and professional sphere - people who know you - who you have a beer with etc.

You better buy a great place, furnish it well, and take good photographs, not to mention iterate it with professionalism.

Readers should seek professional advice.

Age: I think it will but you can minimize it by being knowledgeable, professional, confident, and fair.