A couple of questions:

1. As a New Yorker myself, I'm curious to know- what are some of the highlights of your time as governor of our home state?

2. As a Jewish New Yorker, I have heard some disturbing things about your beliefs in eugenics and scientific racism, which apparently came to the fore in part because of the increased Jewish emigration of the late 19th/early 20th century. What were your motivations? What were your relationships like with Jews?

Would you rather fight a bull or a moose?

Mr. Roosevelt,

I have heard from many reporters that your daughter, Alice, has been fraternizing with the children of many of your political opponents and critics. Frankly, Mr. Vice President, it's not a very good look for you to claim you are anti-corruption and then for your oldest daughter to be seen at the race tracks with some of the children of the Four Hundred. How involved, exactly, is your family with your political career, and do you think that perhaps there may be some unresolved emotional issues with young Miss Alice that need to be addressed?

When you were offered the VP nomination, did you get the sense that you were being "promoted out of the way?"

Do you have any tricks for reading so much?

Did the establishment of the National Park Service have anything to do with Indian land policy?

How do you feel about being called "Teddy?"

Thanks!

Do you regret splitting the vote in 1912?

Could you take Andrew Jackson in a fist fight?

Dear Mr. Roosevelt,

I've a question about your eyesight:

I was told that your famous safari hat was always by your side because within the hat's lining, you had sewn multiple pairs of extra spectacles.

Is that story true? And was there ever an instance where you lost/broke your glasses and did not have a replacement? When did you start carrying multiple pairs of glasses with you?

I understand your eyesight was poor, but how poor? Can you share your prescription?

Thank you.

President Theodore, are there any less well known facts about your trip here to the Amazon that you would like to share?

Teddy! Your general thoughts on the native americans and how to properly integrate them into society?

Mr. President, you are of course famous for the creation of the Pure Food and Drug Act, and lived through the last great Spanish Flu pandemic of 1918. Could you speak to your thoughts on the handling of the current pandemic, especially with regard to parallels between the two events, and also the skepticism that a minority in the country hold toward masking and vaccination?

Mr. Roosevelt:

• In 1886 you ran for mayor of New York. You came in third place, behind Henry George. What are your thoughts on a land value tax?

• Suppose you left the Philippines alone. What's the worst that could happen?

Alright, we in /r/upstate_new_york need to know: Teddy, what's the true definition of Upstate NY?

Do you believe that reconciliation was possible with Robert LaFollette and his progressive republicans, or that his radical stances would have only further weakened the progressive movement following your losses in 1912?

Only counting while they were in office which presidents do you think you could take in a boxing match?

My children are really into those bears you invented! Super cool, bro. Do you, like, have any other toy inventions... or nah?

Also, totally unrelated question, do you think the American electorate has become more or less intelligent, informed, and sophisticated since your political heyday?

You are truly an American hero. But every hero needs one or more loyal sidekicks. Is there anyone in your life who helped you greatly that you think doesn't get enough credit from history books?

Greetings! I have heard differing accounts about what happened when you first heard of McKinley's death. What actually happened at that time and what were your thoughts?

Hey, I met your grandson! Tweed was an executive at a client of mine in Boston back in the 90's. He had a cool model ship of yours in his office.

Did you like models of ships or other things, either admiring or building them? What were your indoor hobbies, besides reading an entire book every night, that we might not know about.

What is your advice to the man in the arena?

what do you think about the fact I named my son after you?

Do you think that the Union should expand its territory by the "admission" of other countries now that we have filled the west?

Mr. President!

What are your opinions on the policies and character of your cousin Franklin?

The ghost of William McKinley came to me in a dream last night asking me to avenge his death and pointed at a picture of you. What does it take to kill a bull moose?

recently I read about a lady you stood up for by the name of Minnie Cox. I have to say I'm impressed with the way you handled it. I would love to hear your side of the story if possible.

Colonel, is it your opinion that this country may someday need to fight Japan? As you look back on your presidency, have you left us sufficiently prepared to do so? What is your concept of how a war like that might look?

Would you recommend a pleasure cruise down the upper tributaries of the Amazon?

I've visited your mother's childhood home in Georgia and I was curious if you ever visited and how you found the south.

Mr. Roosevelt, as a sportsman, what’s your opinion of those campers and ramblers like John Muir? Did you have a personal relationship with members of the Sierra Club or other preservationists? I can’t recall that any of them were members of the Boone and Crockett club, unless you count Aldo. Did you know him?

Mr. Roosevelt, Often you are named as a father of conservation. Do you have any thoughts on what has become known as the North American Model of Wildlife Conservation?

Mr. Roosevelt, what was your favorite pet? And which, in your opinion, is the most significant exploration venture on which you have embarked?

Our country faces many hard political challenges nowadays, especially around elections, partisan politics, and our choice of president. Four presidents in a row have faced doubts about their elections and their legitimacy. Do you have any advice or thoughts for our country's political system?

Hey Theo, what's the deal with that picture of you in your western get-up? I can see the edges of the backdrop behind your pansy ass!

Where was Edith Carrow on 14 February, 1884?

Mr. President, Your other career as a writer is often overlooked for your more illustrious public service career and you more colorful ranching/exploring/military endeavors. What bit of your writing do you feel is most overlooked? What part of your writing life deserves more attention?

Do you have any recommended biographies about yourself? What about ones targeted for younger readers?

How would you rate the current system of National Parks? What needs urgent improvement?

Mr President, do you have any opinion re Jan Hus and his use of wagon forts?

Further, do you have any plans regarding the Philippines?

What exactly happened between you and John Muir? Did you remain friends or did he annoy you too much about your hunting?

Mr. President, What do you think of the state of the Matterhorn since you last climbed it? Could you shed some insight into if it would be easier today or when you last climbed it? Follow with, Rough Riders…. The Original Gangsters?

Mr. President:

I feel the time is right to settle, once and for all, an important question. Who was the better President, you or /u/RooseveltFranklinD?