All Forum Posts by: Matthew Doyle

What is everyone using for managing maintenance requests and supplies/inventory as your portfolio starts to scale?

Currently have 6 properties live and we have another 4-5 coming on in the next 90 days and I am starting to see the challenges of scale appear as we hire VA's to manage this as I need more visibility on work orders, ease of communication with vendors, approvals, supply requests from guests and verndors etc.

Right now I have a custom workflow built in ClickUp but I’m curious if anyone is using an off the shelf SaaS software to manage this? How is everyone with 10+ properties approaching this part of the business?

I spent 6 years living in Denver and loved it, ended up selling our house (stupid move) and buying a condo in a ski town to live. With that being said I am interested in potentially buying a property in Denver to use as a STR.

I understand that it is primary residence only but what does that actually mean in practice? My wife and I are living abroad for the foreseeable future and could easily declare the property as our primary but I'm not sure how to evaluate all of this. I have no interest in taking any risk of walking a grey area or stepping over the line. I'm just curious if I can buy the property and have it as my primary residence on tax returns but not live there for the near term future as I am overseas. 

Anyone currently running STR(s) in Denver and have any insight on this?

So I already own a STR in a colorado ski town that does fantastic..I would buy another if I could but I want to take advantage of the 10% second home loan for my next property.

The smokies are a popular spot for this investment strategy but something I can't seem to wrap my head around is the market saturation of these cabins in the Gatlinburg area. Does anyone else see this as an issue? There seems to be 1000s of rentals of the same unit type...and they just keep building more. That compounded by the fact that there is no limitation on supply, the land seems infinite to develop.

I'm not in this for quick liquidity reasons, but do people have concerns about even selling in 10 years from now - the supply just seems to be over the top. Also how does one even enter this market as a new rental, the competition seems stiff. Are people still entering this market now (past 6 months) and having success with it? 

Furthermore, are there other areas in the smokies (NC for example) that are worth considering that see similar success as gatlinburg and co?

Thanks for the advice!