Dr. Lefty,
Enjoyed your article, I wish you and your wife well on your new venture.
As a couple who rented a detatched unit on our properties, I'll add my 2 cents worth.
Vacation rentals, like AirBnB is a whole different story than a month to month tenant.
Think twice about hosting different people on your property several times a month, as opposed to a tenant signed on for several months, a contract outlining details.Hopefully over the course of that agreement a friendship is established.
I would think a college town would offer a fair number of tenants, being students or professors.
Nothing wrong with AirBnB hosting. We enjoyed it for 10 years in Hawaii. Where guests show up happy, with money, no boss, in our properties case no kids. Views to die for with the best air in the world.
But a different animal than long term renting
Requiring more book keeping, computer skills via AirBnB , meeting guests, comunication skills and of course cleaning. Above all cleaning. Of course all of which can be subbed out, at a cost.
I'll leave you with, vacation guests have a different schdule than folks with jobs, living on your property.
Aloha ..
Can anyone out do that!
A raise every year for 50 years?
Being self employed for 46 years, no way in H im giving myself a raise every year.
Quinn, I certainly dont always agree with you, but your contributions make me think, which is why I subscribe to HD.
Carry on.
Never having clipped a coupon in my 80 yrs, recently the local Safeway here in Hilo HI offered the digital version, how cool is that? Shop and clip on my phone at my leasure.
I saved $17 my first 2 trips!
As for parking and carts. My wife and I park at the far corner of the lot, clear of swinging car doors and wayward carts. I generally find a cart on the way to the entrance for our use.
We still use Costco occasionally, if and when we're ready for a 185 mile round-trip to Kona.
Aloha
Don't forget trade schools and the service industry. Electricians, plumbers, auto mechanics and resturanturs.
Roofers, painters, landscapers and truck drivers, to name a few.
America's success story is still the same, AI or not. You know the drill, desire and hard work
One does not need an expensive diploma to become a millionaire.
Unlike Goodwill or The Salvation Army, Habitat for Humanity accepts donations of electronic appliances, building materials and home furnishings. All of which is on sale at donation centers.
Sorry to hear of your difficulty with Vanguard.
I've had Vanguard accounts, my wife and my own, including RMDs for decades. At 80 yrs old im finding negotiating the Vanguard site easier and more efficient than ever. Large fonts, Yipee!
Sometimes when things just aren't falling in place, take a break and reboot. Retirement affords us that pleasure.
Wearing Casio watches, driving Toyota work trucks and sedans for many decades have proven not only benefical for our peace of mind, but our paid in full retirement in Hawaii. Where by the way, Japanese autos far out number Eupropean versions.
Comments
Dr. Lefty, Enjoyed your article, I wish you and your wife well on your new venture. As a couple who rented a detatched unit on our properties, I'll add my 2 cents worth. Vacation rentals, like AirBnB is a whole different story than a month to month tenant. Think twice about hosting different people on your property several times a month, as opposed to a tenant signed on for several months, a contract outlining details.Hopefully over the course of that agreement a friendship is established. I would think a college town would offer a fair number of tenants, being students or professors. Nothing wrong with AirBnB hosting. We enjoyed it for 10 years in Hawaii. Where guests show up happy, with money, no boss, in our properties case no kids. Views to die for with the best air in the world. But a different animal than long term renting Requiring more book keeping, computer skills via AirBnB , meeting guests, comunication skills and of course cleaning. Above all cleaning. Of course all of which can be subbed out, at a cost. I'll leave you with, vacation guests have a different schdule than folks with jobs, living on your property. Aloha ..
Post: A Big Little Move (by Dana/DrLefty)
Link to comment from March 30, 2026
Can anyone out do that! A raise every year for 50 years? Being self employed for 46 years, no way in H im giving myself a raise every year. Quinn, I certainly dont always agree with you, but your contributions make me think, which is why I subscribe to HD. Carry on.
Post: I’d like to take all the credit, but ……
Link to comment from February 24, 2026
I hear you Mike. Ocean air, cruising the seas, off the beaten path. If only we could avoid the airports before launching.
Post: How the Other Half Live: The Reality Check
Link to comment from January 13, 2026
Before moving to Hawaii Is. 12 yrs ago , I lived to Orange Co. Ca, there were 4 Costcos within 20 minutes of home.
Post: Grocery Shopping for the Mildly Obsessed
Link to comment from January 6, 2026
Never having clipped a coupon in my 80 yrs, recently the local Safeway here in Hilo HI offered the digital version, how cool is that? Shop and clip on my phone at my leasure. I saved $17 my first 2 trips! As for parking and carts. My wife and I park at the far corner of the lot, clear of swinging car doors and wayward carts. I generally find a cart on the way to the entrance for our use. We still use Costco occasionally, if and when we're ready for a 185 mile round-trip to Kona. Aloha
Post: Grocery Shopping for the Mildly Obsessed
Link to comment from January 6, 2026
Don't forget trade schools and the service industry. Electricians, plumbers, auto mechanics and resturanturs. Roofers, painters, landscapers and truck drivers, to name a few. America's success story is still the same, AI or not. You know the drill, desire and hard work One does not need an expensive diploma to become a millionaire.
Post: Six Ways to Grow Income
Link to comment from December 19, 2025
The same thing Peter Sellers said in the movie Being There, as an advisor to the President.
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Link to comment from November 23, 2025
Unlike Goodwill or The Salvation Army, Habitat for Humanity accepts donations of electronic appliances, building materials and home furnishings. All of which is on sale at donation centers.
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Link to comment from November 23, 2025
Sorry to hear of your difficulty with Vanguard. I've had Vanguard accounts, my wife and my own, including RMDs for decades. At 80 yrs old im finding negotiating the Vanguard site easier and more efficient than ever. Large fonts, Yipee! Sometimes when things just aren't falling in place, take a break and reboot. Retirement affords us that pleasure.
Post: Disappointed (and annoyed) with Vanguard.
Link to comment from October 24, 2025
Wearing Casio watches, driving Toyota work trucks and sedans for many decades have proven not only benefical for our peace of mind, but our paid in full retirement in Hawaii. Where by the way, Japanese autos far out number Eupropean versions.
Post: Hey Mark, a different take on “fancy” and simplicity.
Link to comment from October 9, 2025