Flying to Miami on a Private Plane
Shabbos Stories | March 02, 2025
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Flying to Miami on a Private Plane

Shabbos Stories | June 27, 2025

By Rabbi David Ashear

During the Covid pandemic, Yissachar*, a young man from Brooklyn, was given information about a potential shidduch in Miami. After the investigative process was completed, it was determined that they might very well be a great shidduch.

Yissachar was ready to fly south to meet the girl – but there was a hitch. “Oh, there’s one thing you should know,” said the rabbi from Miami with whom he was communicating. “You will not be allowed into any shul unless your first quarantine for two weeks in Miami.”

Yissachar had recently lost his father and was careful never to miss saying Kaddish. “Please, I have antibodies,” he pleaded, but the rabbi held firm. “Sorry. You’re still not going to be allowed in.”

It seemed they had hit a brick wall, as Yissachar refused to go to Florida unless he had a minyan. The rabbi joked, “Well, maybe if you come by private plane I’ll let you into my shul.”

Obviously, that would be impossible. Or would it? After he hung up the phone, Yissachar called an acquaintance. “By any chance, do you know of anyone with a private plane who might be going to Miami in the near future, who would allow me to fly with them?”

“You won’t believe it,” the acquaintance replied, “but I do know some people. I’ll call them now and find out.”

He called back a few minutes later. “It just so happens that these people I know are flying on Sunday to Miami and returning on Thursday. When I told them you needed to say Kaddish, they happily agreed to offer you a seat on their plane.”

Yissachar is singing the praises of Hashem. He needed the impossible, and within a few minutes, Hashem arranged it for him. And the shidduch was arranged as well, concluded with an engagement!

Reprinted from the Parshas Terumah 5785 email of The Weekly Vort. Excerpted from the ArtScroll book – “Living Emunah on Shidduchim.”

By Rabbi David Ashear

During the Covid pandemic, Yissachar*, a young man from Brooklyn, was given information about a potential shidduch in Miami. After the investigative process was completed, it was determined that they might very well be a great shidduch.

Yissachar was ready to fly south to meet the girl – but there was a hitch. “Oh, there’s one thing you should know,” said the rabbi from Miami with whom he was communicating. “You will not be allowed into any shul unless your first quarantine for two weeks in Miami.”

Yissachar had recently lost his father and was careful never to miss saying Kaddish. “Please, I have antibodies,” he pleaded, but the rabbi held firm. “Sorry. You’re still not going to be allowed in.”

It seemed they had hit a brick wall, as Yissachar refused to go to Florida unless he had a minyan. The rabbi joked, “Well, maybe if you come by private plane I’ll let you into my shul.”

Obviously, that would be impossible. Or would it? After he hung up the phone, Yissachar called an acquaintance. “By any chance, do you know of anyone with a private plane who might be going to Miami in the near future, who would allow me to fly with them?”

“You won’t believe it,” the acquaintance replied, “but I do know some people. I’ll call them now and find out.”

He called back a few minutes later. “It just so happens that these people I know are flying on Sunday to Miami and returning on Thursday. When I told them you needed to say Kaddish, they happily agreed to offer you a seat on their plane.”

Yissachar is singing the praises of Hashem. He needed the impossible, and within a few minutes, Hashem arranged it for him. And the shidduch was arranged as well, concluded with an engagement!

Reprinted from the Parshas Terumah 5785 email of The Weekly Vort. Excerpted from the ArtScroll book – “Living Emunah on Shidduchim.”

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