My perennial favorite in this is Profits in Buying and Renovating Homes by Lawrence Dworin. 

You're in Park City, in winter, for a ski trip.

I’m planning a trip there in about a month and would like to attend.Thank you both for your responses.

If you have a favorite YouTube creator go find one of their videos; I'm sure that they have a link that if you click on they make a 'lil money on, so go support them!

As long as your earned income is not above the allowed thresholds and you are contributing no more than $2,000.00 / year / child, this is my favorite option. 

Here are some of the top tools that I recommend for this business model and just in general.Market ResearchLocal business newsLocal real estate newsLocal city planner and urban development departmenthttps://www.airbnb.comhttps://evolvevacationrental.comhttps://www.airdna.cohttps://trends.google.com/trends/Finding Propertieshttps://www.zillow.comhttps://www.apartments.comhttps://hotpads.comhttps://www.trulia.comhttps://www.realtor.comhttps://www.homes.comBusiness Resourceshttps://www.legalzoom.comhttps://www.docracy.comhttps://www.rocketlawyer.comhttps://www.nolo.comhttps://www.incfile.com/form/llchttps://www.corpnet.comhttps://quickbooks.intuit.comBook Keepinghttps://quickbooks.intuit.comhttps://www.freshbooks.comhttps://www.zoho.com/us/books/Running A Successful Businesshttps://beyondpricing.comhttps://evernote.com/products/scannablehttps://www.google.com/drive/https://www.yourwelcome.comhttps://sandiego.craigslist.org/https://www.guesty.comhttps://august.com/https://get.google.com/trips/https://primenow.amazon.com/onboard?

G'Day everyone,It's your favorite Aussie here.So I bought a fancy condo in Chicago last year for personal purposes and now I'm looking to rent it out.Believe it or not, I have no clue how this fancy schmancy stuff works.I'm a blue collar guy that flips hundreds of homes in blue collar working class neighborhoods (No staging is required lol)Sure, I can figure it out but I'd rather get an experts help who lives and breathes this type of higher end rental market.I'd need help with the leasing and not the managing.Any DIY tech apps that anyone can recommend also?

You might look at www.MBTA.com and use their trip planner to see if public transit is a viable option for you.

End of day Wednesday the property had over 1000 views on Zillow and 50 favorites (popular for this area).    

Did you make several trips to this distant location to view properties?