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All Forum Posts by: John O'Leary

John O'Leary has started 28 posts and replied 674 times.

Post: STR insurance what do you use?

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

I'm in Orlando and can connect youth a great local agent whom we use on all our closings. 

Post: It’s Not Just Money. It’s a Relationship.

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

Absolutely agree...in real estate investing, the strength of your funding relationship often outweighs marginal differences in rates.​

When borrowers focus solely on asking what rates and fees are in the first 2 min of a call, they risk overlooking the strategic value a relationship lender brings. A lender who understands your goals, deal structures, and timelines can provide tailored guidance, helping you navigate challenges and seize opportunities.​

This collaborative approach ensures not only that you're making sound investments but also that the lender's capital is deployed effectively—a true win-win. It's about building a partnership that fosters repeat business and mutual success

Post: Florida Brokers Working With Kiavi

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

📢 Attention Florida Brokers:

If you've previously worked with Kiavi for your Florida deals, you might be aware that they've recently adjusted their lending policies, limiting access for many brokers. However, our firm continues to have access to Kiavi's lending programs in Florida.

If you're seeking to place your Florida deals through Kiavi, feel free to DM me. We're here to assist and ensure your clients continue to receive the financing solutions they need.

Post: Should I rethink using BRRRR as my entrance strategy given the tariff environment?

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

@DaNeale Canidy 

If you're considering the BRRRR strategy, especially in today's market, the first step is to connect with a lender who can walk you through the exact DSCR numbers for the type of property you're targeting. That'll help you understand what kind of refinance terms you'd realistically qualify for based on projected rents and expenses. In high interest rate environments, most BRRRR investors aren't able to pull all their cash back out like they could a few years ago. Many are only recouping a portion of it, and quite a few are having to go with rate-and-term refinances instead of cash-out refis which can slow down portfolio growth. In markets like Florida, where values and insurance costs are shifting quickly, a lot of investors are having to rethink their assembly line and exit strategy.

Post: Best advice for wholesaling

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

Boots on the ground networking. Build relationships not a "list"

Post: How can you make Build-to-Rent work today?

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

Hey Devin,

I’m in Orlando as well, so I totally get where you’re coming from. When you’re putting long-term debt in place, are you aiming to cash out, or are you comfortable leaving more money in the deal?

Post: New Indianapolis Investor

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

If you're planning to go the value-add route, I'd recommend starting with single-family rentals. Most lenders like to see experience with SFR value-add projects before they're comfortable funding small multifamily deals.Once you've built some traction and a track record there, transitioning to small multifamily value-add is a natural next step, and from there, it becomes easier to scale into larger unit counts.

This is also where having a lender who truly understands your goals  and what’s possible from a financing perspective becomes a real asset. The earlier you loop in a lender or capital partner who can grow with you, the better positioned you'll be as opportunities scale.

Post: 90% CLTV STR Loan (DSCR ) or (Conventional Investment Loan + Piggyback HELOC?)

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

You won't find 10% down DSCR products especially on 5+ units. Max would 80%.

Post: Purchasing a duplex in Venice, Florida zoned as single family RSF-3

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

If you plan to use financing, the property will most likely need to be conforming. It’s possible that someone converted it into a duplex without proper permits or rezoning, or it may simply be incorrectly zoned

Post: Wholesale leads for deals

John O'Leary
#2 Wholesaling Contributor
Posted
  • Lender
  • Winter Park, FL
  • Posts 713
  • Votes 401

Leads aren't the issue, conversions are. Once the lists are pulled how are you marketing to them? How are you bucketing your leads, and how detailed is your nurture system? I would look at systems before blaming the data providers.