"If I sell my rental property, how much will I be taxed?" (suggested by Ben Westerman on 2018-08-15), including upvotes (3) and comments (0), was merged into this suggestion.
"Should I convert my primary residence to rental/investment property" (suggested by James Hindes on 2018-11-11), including upvotes (1) and comments (0), was merged into this suggestion.
Questions I should be asking to determine if investment property is appropriate for me:
How does this fit with my portfolio? It is not a "passive" investment in the sense of set it and forget it.
Are you willing to put in sweat equity?
How much time am I willing to devote to management? Or, how much am I willing and/or able to pay to have outside management?
Is my local market a good choice?
Do I want to be a long distance landlord?
If I am financing the property, how does that look different than primary residence or vacation home?
What are the insurance needs?
What are the tax pros and cons?
Am I ready to handle sticky situations late rental payments, evictions, damages?
This could also have a variant: should I *continue* with my investment/rental property or should I sell it?
What are the costs to consider to buy rental property and serve as a landlord
"Buying rental property" (suggested by Cindy Sterling on 2020-08-17), including upvotes (1) and comments (0), was merged into this suggestion.
include capital gains reduction strategies! ie. 1031 exchange, harvest losses, gift to children before or after death, put in a split income trust, etc.
What are the tax issues / concerns if I buy a home and rent it out occasionally (AirB&B). Include the 14 day rule.
"Taxation of a house used for personal and/or rental purposes." (suggested by Curt Beck on 2018-08-15), including upvotes (36) and comments (4), was merged into this suggestion.
"Should I be a landlord?" (suggested by Andie on 2020-05-06), including upvotes (17) and comments (3), was merged into this suggestion.
"Sell or Keep Income Producing Property" (suggested by Joe Irish on 2020-12-28), including upvotes (9) and comments (0), was merged into this suggestion.
A checklist of things to consider before renting out your personal residence, e.g. zoning, local/state/fed code compliance, insurance, books/records, tenant screening, formulating price, etc.
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