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All Forum Posts by: Raghavendra Pillappa

Raghavendra Pillappa has started 3 posts and replied 22 times.

Post: Real Estate Partnerships for 2 STRs

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6

I’m reaching out for guidance on structuring a real estate partnership involving two adjacent properties we’re under contract. My partner will be contributing the majority of the capital, while I will bring operational expertise—including project management and short-term rental operations.

We’re exploring the best way to structure the partnership fairly to reflect the different types of contributions. Some of the points we’re considering include:

  • Forming an LLC (or two, depending on risk exposure per parcel)
  • Allocating a preferred return to the capital partner
  • Establishing a profit split that rewards both capital and operational roles
  • Protecting each party’s interest in the event of a refinance, sale, or exit.

I will appreciate your input on how best to structure this from both a legal and tax perspective, including whether we should consider a tiered ownership structure, management fees, or profit waterfall provisions.

Appreciate your feedback! Thank you!

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6

Like the enemy method referred by Avery Carl. 

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Matthew Becker:

Ask off as much as you need to be safe.  If you don't get it, walk away.  There is always another deal.  Don't be emotional, just rational.  Real Estate is a safe, stable investment that makes you money in the long term.  

I am on it, but the sellers are not flexible, and they are ahead in this STR game. Great advice, to stay practical! 

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Drago Stanimirovic:

Sure, happy to help!


 Thank you!

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Drago Stanimirovic:

Raghavendra,

This is a major red flag. The septic system isn’t built for the extra bedrooms/bathrooms, which could lead to legal and functional issues. The seller’s refusal to update records or expand the system makes it riskier. Check with the county to see if expansion is possible, if not, the extra space may not be legally usable.

If the deal still makes sense after factoring in potential costs, negotiate a discount. Otherwise, walking away is likely the smarter move. Let me know if you need help with financing on a better deal. Best, Drago

Thank you Drago for helping to understand these smaller but potentially big issues down the lane. I am going to check with county anyway as it costs me nothing other than some time. Appreciate you taking a look. 

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6

There is always a risk in everything. But lowest risk with conversely high returns might still be worthy to try. 

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Michael Baum:

Hey @Raghavendra Pillappa, late to the party here but everyone said it best.

I wouldn't move forward on this until you find out all the details on if the septic can be expanded and if things were done correctly to add the bedrooms. Need to be permitted and I am going to say it probably wasn't.

If the septic is only for a 2/1, then the county/city wouldn't approved the expansion as the current septic doesn't work for it.

Most likely this would be a pass.

Hello Michael, 
Not late at all. I have the same feeling that even though the listing with number of bedrooms and the location sounds great on paper. Looks like these were undertaken under the radar and i am more inclined to pass, unless the seller is able to fix them all which is highly unlikely. Appreciate the input and i am more certain today than yesterday about my next steps. Thanks a million !

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Matthew Becker:

I would report them to the county and have the county force them to fix it if you wanted to gut them.  However, the other option is to write a letter and have your agent present it to them with a counteroffer.  They must disclose this to any future buyers because they know this.  I had a similar issue on my last deal and got another $25K off.  If they still do nothing, you walk away.  Then, in a week, have a friend of yours contact the listing agent and get it under contract.  If they don't disclose it to the new buyer, then have them close.  Then the agent and seller are liable for any damages you have.  Fix the problem and make them pay for it.   The agent has insurance, but clearly, they should not be an agent if they don't disclose this.  But there are a lot of unethical agents out there.    

I have 12 STRs and am launching 20 more this year. I am building them especially for STRs, but they will have a cash flow as regular rentals. I call them Micro hotels/co-op living—12-bedroom duplexes with 12 baths and two standard common living room kitchen spaces. Bedrooms are 350 sqft. In general, most people value STRs for sale based on the income of the STR. You should base your purchase on what you make as a long-term tenant. If those numbers don't work, then don't buy it. STR is just a bonus. This model works just about everywhere besides places that have occupancy limits.

Unless this is a place you want to go hang out, it is for fun, not an investment. You can lose money on those deals. 

Hello Matthew, 
Looks like if i get a discount of say 20-30 k, i will still will be under the water for accepting to update the records and bear the consequences which no one know how it goes. Thank you for providing me some real useful strategies here. I would shoot a DM to learn more about your micro hotels- projects. Appreciate your input. Thank you. 

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Chris Ritter:

I'm a short term rental specialist in the Shenandoah Valley. If it's a 2 bedroom on paper and a 5 bedroom in reality, then this is a significant problem and is probable a big reason why you say it's been sitting on the market. There's a chance that a septic upgrade will work, but also a chance that it's simply not possible. I recently bought a 3 bedroom in Elkton VA (Rockingham County) and expanded the septic to allow for a 5 bedroom. All-in cost of that is around $21k, and we had to get creative to make it work given the drain field site. You could try to "fly under the radar" and use the existing septic but 5 vs 2 bedrooms is a massive difference so I have to think you'll be dealing with septic problems. Additionally, I don't know exactly which county you're considering buying in, but some around here don't require permits… yet… but I think that's coming. Also, all it takes is one neighbor who doesn't like you to look up your 5 bedroom Airbnb listing and your 2 bedroom house in county records to report you to the health dept, and then so much for flying under the radar. If you get serious about buying the house, feel free to shoot me a DM and let me know the county… I can connect you with an OSE who could probably take a look at the records and tell you what is possible regarding septic expansion.

Hello Chris, 
Good to know the cost. This property is in page county and i am sure how to get them to fix it. Unless it is fixed i am not comfortable to move forward as in the long run, i will have a problem to re-sell. I will shoot a DM and chat more. Appreciate jumping on to this discussion. Thanks a ton :)

Post: Consider buying an existing short term rental

Raghavendra Pillappa
Posted
  • Posts 22
  • Votes 6
Quote from @Ben Fernandez:

Make the offer that suits your assessments. If they aren't playing ball, walk away.

You will need to make sure the home is code compliant. If not, you assume the risk and all potential consequences attached. Evidently, they did not pull permits.


 Exactly, i am trying to be code compliant and seems like an uphill task. Thank you for your input.