All Forum Posts by: Jonathan Dempsey
Jonathan Dempsey has started 20 posts and replied 149 times.
Post: What’s the one thing you wish you knew when you started?

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
@Kavin Kuykendall
@Marcus Auerbach makes some fantastic points. It is definitely important to hone in on a property class and price that makes sense. It is easy to get caught up in the hype and want to get started right away, when you may not be in the best financial position to invest in quality investments. Theres a sweet spot for cap rates vs. tenant class in markets (at least in mine in Philadelphia).
On the other side, I’ve noticed investors be too picky with property class. Unless you are going to live in the property, there’s no need to pass on places because “I wouldn’t live in there (the home quality or area)!” Just because you like to live in A class neighborhoods does not mean this is the case for every tenant. The B and C classes seem to be the sweet spot in terms of cap rates and tenant quality (its possible to do well with D class just not recommended for beginners).
My mentor luckily guided me in the right direction when I started. I cannot imagine where I would have been otherwise (probably owning several 40-60k homes in a much different area than my current wheelhouse).
Lastly, get a mentor and ask them whats needed. Don’t ask them every little thing, do your own research first, but when you are stumped or need clarity, they are a great resource.
Best of luck,
Jonathan
Post: Excited about my new project

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
@Max T. How much cash did you put down originally? I saw 25% down on the purchase. What about on renovations? Congrats on successful renovations/renting.
Post: Do buyers prefer a bigger closet or bigger bathroom?

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
@Timothy Crawford
From my experience in a competitive market where master bathrooms are sizable and walk-in closets are almost expected, the bathroom is the wow factor. Given that you will still have a walk-in closet to offer, the bathroom would be my choice to enlarge. Of course this is with the limited information provided and generally speaking.
Of all the houses I’ve toured, many bathrooms stick out in my mind due to the size and luxury, but I can’t recall one closet that made my jaw drop.
Best,
Jonathan
Post: Philadelphia, Denver, NYC, SF and LA Fastest Growing U.S. Cities

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
As crazy as it is to see Philly on the list twice, the crazier part is how much room there still is for improvement. Both still in those areas and in others as well.
Post: House Hack: first time investor

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
Hey @Stephen Betteridge, congratulations on your upcoming wedding! Househacking is a great way to start your investing journey. You should analyze deals as if you were not living there. Any deal that is solid with these terms should also be solid as a house hack. One reason I am a fan of house hacking and the low down payment is how strict it makes the deal requirements. If you can find something that cashflows well at 3-5% down, it will certainly be a cash cow with 20-25% down without having to buy the additional cashflow.
Post: Tenant is terminally ill - month 5 of 12 month lease in winter

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
Post: Tenant is terminally ill - month 5 of 12 month lease in winter

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
Post: Well, that escalated quickly... (tenant accused me of stealing)

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
Post: Philadelphia Rental Rates???

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117
As each neighborhood has its own little market for pricing, it is probably best to look at comps renting/for rent in each area. This is truly the best and fastest way to arrive at the answers you desire.
Another thing to keep in mind would be trends in the area.
Lastly, and I could be wrong about this but have read about it happening elsewhere, but it is possible that you can rent at a higher rent to section 8 tenants than you would be able to at market rates in some of these areas.
Best,
JD
Post: Rental Propert Purchase w/ Less Than 20% Down, is it possible?

- Rental Property Investor
- Pocono Pines, PA
- Posts 152
- Votes 117