Here are the three AI skills I run before I ever sign an LOI

Manchester, New Hampshire
Real Estate Technology
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Here are the three AI skills I run before I ever sign an LOI

Andrew BoscoBusiness Member
Rental Property Investor · NH · Member since 2023 · 444 posts · 419 votes

I don't let AI make a decision on a deal. I let it do the parts of the work that used to take me hours.

Here's the order I run it in.

First, the deal analyzer. I feed it my underwriting metrics - my minimums, not the market's. If it doesn't pencil, we stop right there. I do use my individual judgement to help, but this is a quick sniff.

Second, if it pencils, that same underwrite feeds an LOI generator. It already knows my terms and my formatting. I sign it, I don't rewrite it (for the most part!)

Third, if I get an offer back from the other side, I run the PSA through a redline strategy skill. It flags the five things I need to look at before I respond.

Here's the part people skip: I still read every PSA myself, side by side with the AI's redline. About one in three times, the AI catches something in the fine print I missed on my own read.

That's the whole point. It's not replacing my judgment. It's checking it.

What's your process for catching what you might miss in a redline?

#MultifamilyInvesting #InvestorMindset #CandorInvestmentGroup

[email protected]603-833-0951
Andrew Bosco - Candor Investment Group529 Reviews
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  • Paul Olusola
    Technology · Member since 2026 · 83 posts · 27 votes
    2mo

    This is a much better use of AI than trying to have it make the investment decision. The interesting part to me is connecting those three workflows so the output from one automatically feeds the next.

    0Reply
    • Andrew BoscoBusiness Member
      OP
      Rental Property Investor · NH · Member since 2023 · 444 posts · 419 votes
      2mo
      Quote from @Paul Olusola:

      This is a much better use of AI than trying to have it make the investment decision. The interesting part to me is connecting those three workflows so the output from one automatically feeds the next.


       takes reps and practice! 

      [email protected]603-833-0951
      Andrew Bosco - Candor Investment Group529 Reviews
      WebsiteView Page
      0Reply
  • Aaron BreckenridgePro Member
    Technology · Dallas, TX · Member since 2022 · 489 posts · 312 votes
    2mo

    That's cool. The LOI generator also came up in a meetup I attended recently. Could you share your skills here?

    BiggerPockets
    0Reply
  • Don KonipolBusiness Member
    Investor · The Woodlands TX / Avon, CT · Member since 2009 · 6k+ posts · 10k+ votes
    2mo
    Quote from @Andrew Bosco:

    I don't let AI make a decision on a deal. I let it do the parts of the work that used to take me hours.

    Here's the order I run it in.

    First, the deal analyzer. I feed it my underwriting metrics - my minimums, not the market's. If it doesn't pencil, we stop right there. I do use my individual judgement to help, but this is a quick sniff.

    Second, if it pencils, that same underwrite feeds an LOI generator. It already knows my terms and my formatting. I sign it, I don't rewrite it (for the most part!)

    Third, if I get an offer back from the other side, I run the PSA through a redline strategy skill. It flags the five things I need to look at before I respond.

    Here's the part people skip: I still read every PSA myself, side by side with the AI's redline. About one in three times, the AI catches something in the fine print I missed on my own read.

    That's the whole point. It's not replacing my judgment. It's checking it.

    What's your process for catching what you might miss in a redline?

    #MultifamilyInvesting #InvestorMindset #CandorInvestmentGroup

    In almost 50 years of real estate investing, very few of my “best” buys would have passed any kind of deal qualifier utilizing asking price and ROI metrics.  These deals were made “best” by negotiation.  
    Some outlier examples
    1. $310,000 asking price revealed $900,000 in debt; seller took thru BK where I purchased for $115,000.

    2. Owner wanted to obtain a new loan, but has insufficient equity and debt at a current interest rate of 14.5%.  Negotiated 60% ownership for $200,000 and ability to refinance the debt at 4% interest.  Gained at least $600,000 equity. 

    3. Seller listed for $185,000 cash.  Negotiated $175,000 with $40,000 down and seller carry for the $135,000 balance at 0 interest fully amortized over 12 years. 

    The problem is that at today’s cap rates NO deals meet my minimum criteria.  The deals have to be NEGOTIATED. 
    Private Mortgage Financing Partners, LLC
    WebsiteView Page
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    • Andrew BoscoBusiness Member
      OP
      Rental Property Investor · NH · Member since 2023 · 444 posts · 419 votes
      1mo
      Quote from @Don Konipol:
      Quote from @Andrew Bosco:

      I don't let AI make a decision on a deal. I let it do the parts of the work that used to take me hours.

      Here's the order I run it in.

      First, the deal analyzer. I feed it my underwriting metrics - my minimums, not the market's. If it doesn't pencil, we stop right there. I do use my individual judgement to help, but this is a quick sniff.

      Second, if it pencils, that same underwrite feeds an LOI generator. It already knows my terms and my formatting. I sign it, I don't rewrite it (for the most part!)

      Third, if I get an offer back from the other side, I run the PSA through a redline strategy skill. It flags the five things I need to look at before I respond.

      Here's the part people skip: I still read every PSA myself, side by side with the AI's redline. About one in three times, the AI catches something in the fine print I missed on my own read.

      That's the whole point. It's not replacing my judgment. It's checking it.

      What's your process for catching what you might miss in a redline?

      #MultifamilyInvesting #InvestorMindset #CandorInvestmentGroup

      In almost 50 years of real estate investing, very few of my “best” buys would have passed any kind of deal qualifier utilizing asking price and ROI metrics.  These deals were made “best” by negotiation.  
      Some outlier examples
      1. $310,000 asking price revealed $900,000 in debt; seller took thru BK where I purchased for $115,000.

      2. Owner wanted to obtain a new loan, but has insufficient equity and debt at a current interest rate of 14.5%.  Negotiated 60% ownership for $200,000 and ability to refinance the debt at 4% interest.  Gained at least $600,000 equity. 

      3. Seller listed for $185,000 cash.  Negotiated $175,000 with $40,000 down and seller carry for the $135,000 balance at 0 interest fully amortized over 12 years. 

      The problem is that at today’s cap rates NO deals meet my minimum criteria.  The deals have to be NEGOTIATED. 

       i'm a BIG fan in always putting any offer in anytime. you never know. i agree. NEGOTIATE! 

      [email protected]603-833-0951
      Andrew Bosco - Candor Investment Group529 Reviews
      WebsiteView Page
      0Reply
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