Need a Reality Check From an Experienced Tampa Bay Investor/Operator

Need a Reality Check From an Experienced Tampa Bay Investor/Operator

Contractor · Ruskin, FL · Member since 2016 · 20 posts · 7 votes

Looking for someone experienced to chat with about managing a very strong-willed real estate investor.. preferably somewhere in the Tampa / Sarasota area since I am still pretty new to this market.

I have kind of a shark on the line lol.. successful, aggressive, questions EVERYTHING, fights hard over every dollar and changes direction pretty damn quickly.

I actually think we could build something substantial together, but I am getting to the point where dealing with the relationship is harder than dealing with the actual real estate.

I am doing the underwriting, construction analysis, budgets, comps, project controls, exit analysis etc.. and I keep running into situations where I will spend a ton of time solving something or setting up a process and then the direction changes, what we discussed gets reinterpreted, or I get told I “dont understand the basics” when the numbers dont support what he wants to hear.

I am not looking for somebody to tell me he is wrong and I am right.

I would really like to talk privately with somebody who has dealt with this type of investor/partner before and can help me figure out how to manage the relationship, set boundaries, define authority and keep the whole thing productive without turning every disagreement into a fight.

If you have managed investments/construction for a demanding investor or been in a similar partnership and are somewhere around Tampa, St Pete, Brandon, Sarasota etc and wouldnt mind chatting for a bit, please message me.

I could really use somebody local who has been through this before and understands this market.

2Reply
385 views

3 Replies

Jump to latestLatest
  • Harry B.Pro Member
    Lender · New York, NY · Member since 2026 · 71 posts · 22 votes
    6d

    He's 'Bullying you'. It may be frowned on in today's 'safe space' business environment but I promise you he is looking for you to return the same energy. Before you call that 'toxic', just think. ---He's in need. He needs to be sure you 'have all the answers', and anytime you pause he thinks he has you in a 'gotcha moment'. Feel free to connect for some quick easy mentorship. I handle debt, but personalities are my specialty!

    • Contractor · Ruskin, FL · Member since 2016 · 20 posts · 7 votes
      5d

      Would love to connect Harry, I think there is quite the opportunity here, if i can just get him under control.. Will send you a DM..

  • Jorge VazquezBusiness Member
    Real Estate Broker · Tampa, FL · Member since 2017 · 1k+ posts · 689 votes
    4d

    Steve, I have been investing in Tampa Bay for about 25 years and I’ve dealt with plenty of strong personalities like this. A lot of times the hardest part isn’t the property or the numbers, it’s getting clear on roles, expectations, who makes the final call, and what happens when the direction changes. I’m in Tampa and happy to chat privately and share a few things that have worked for me over the years.

    Graystone Investment Group517 Reviews
Join the conversationCreate a free account to reply, vote on answers and follow this thread.