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Updated over 1 year ago on . Most recent reply

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Keith Davighi
  • New to Real Estate
  • 01886
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Struggling with a strategy

Keith Davighi
  • New to Real Estate
  • 01886
Posted

So I started my real estate investing journey about 3 months ago and since then I have poured over STR properties, analyzed data and so far Im coming up short. I think part of it is that I have about 130k to invest and Im struggling with which strategy to implement. Im in the analysis paralysis phase but I feel like I should be because I dont want to dive into something without making sure that the numbers dont land me in a situation where I'm losing money (Seems logical to me).

I've been looking hard at the surrounding Orlando STR market (Davenport, Kissimmee, Championsgate). I was hoping to be able to invest in 1-2 properties and start cash flowing about 2-3k per month. I'm using several tools (Awning, AirDNA, Rabbu) to try and come up with an annual gross earnings, asking seller's agents to try and provide at least a years worth of rental income but I'm finding that most people using these homes as rental properties are not keeping very good records. I'm thinking about bailing on the Florida market altogether and focusing on Flips in MA, NH, ME instead. Ideally, it would be great to partner with a seasoned investor who can help me analyze deals correctly so that I can get this first property under my belt.

I love the idea of STRs but Im not afraid to get into an off market fixer upper close to home (I have the background and skills to do the work or subcontract it out).

HELP!  :)

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Chris Seveney
  • Investor
  • Virginia
16,716
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Chris Seveney
  • Investor
  • Virginia
ModeratorReplied
Quote from @Keith Davighi:

So I started my real estate investing journey about 3 months ago and since then I have poured over STR properties, analyzed data and so far Im coming up short. I think part of it is that I have about 130k to invest and Im struggling with which strategy to implement. Im in the analysis paralysis phase but I feel like I should be because I dont want to dive into something without making sure that the numbers dont land me in a situation where I'm losing money (Seems logical to me).

I've been looking hard at the surrounding Orlando STR market (Davenport, Kissimmee, Championsgate). I was hoping to be able to invest in 1-2 properties and start cash flowing about 2-3k per month. I'm using several tools (Awning, AirDNA, Rabbu) to try and come up with an annual gross earnings, asking seller's agents to try and provide at least a years worth of rental income but I'm finding that most people using these homes as rental properties are not keeping very good records. I'm thinking about bailing on the Florida market altogether and focusing on Flips in MA, NH, ME instead. Ideally, it would be great to partner with a seasoned investor who can help me analyze deals correctly so that I can get this first property under my belt.

I love the idea of STRs but Im not afraid to get into an off market fixer upper close to home (I have the background and skills to do the work or subcontract it out).

HELP!  :)


 How much are you starting out with your investment? What type of returns are you looking for? To get $2,000 of cash flow that is a significant investment in capital (probably $400,000 down payment on a property).

Real estate does not happen overnight, it takes time and patience. 3 months is nothing. When I pivoted from commercial to mortgage notes I spent 6 month studying up before buying an asset and at that time was told that was fast. So be patient. 

  • Chris Seveney
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7e investments
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