Given what he just got done saying about reparations for slavery, what makes you think he would be opposed to reparations for Native Americans as well, though obviously on a federal scale and not in the one person directly repaying another manner you proposed to try and make the whole idea seem ludicrous?
Now, he
might not feel the same about Native American reparations as he does about slavery reparations; I don't know, and I can't speak on his behalf. But the way you said it is as if you think that would be some kind of dealbreaker for him that would make him have to reconsider his whole argument, when the two positions on reparations seem perfectly compatible with each other.
How did you feel about the US government paying reparations to
Japanese-Americans held in internment camps during WW2? That didn't start paying out until 1990, 45 years after the war ended.
And before you say that's different because they were actual survivors of the internment themselves, bear in mind that we're not actually that far removed from slavery: the last known surviving former slave who was old enough to remember details about being one died in 1971 —though others have claimed they were the last too. And the last former slave kidnapped for the Atlantic slave trade died in 1935. There are still living children of former slaves and slave-owners. And that doesn't even begin to get into continuations or evolutions of slavery-era practices and policy like indentured servitude, Jim Crow laws, segregation, prison labor built on unjust arrests and sentencing of black people, and human trafficking which constitute a de facto continuation of the subjugation of black people in another form. This is not ancient history, it's something that there are still living victims of and that still affects the livelihood and outlook of their direct descendents.
The same as the above apply to Native Americans, in terms of the tragedies being within living memory and the oppression continuing in other forms.
As a side note to the above, one of the things rarely remarked upon in the Trail of Tears story is that the Cherokee were prolific
African slave traders and owners who forced their black slaves to endure the marches with them and die right alongside them. And that as recently as
a few years ago the Cherokee Nation chose to expel from their ranks the descendents of African Freedmen who had been given citizenship in the tribes after slavery was abolished. I don't say this to diminish the share of responsibility faced by European descendents (or to take away from the suffering the Cherokee endured on the Trail of Tears), because in a perverse way the Cherokee were trying to prove they were "civilized" to the white power structure by enslaving Africans as they had.
I mention the above because trying to specifically divide it up into who owes whom what reparations is a futile gesture and one guaranteed to provoke defensiveness and resentment. Which is why you deal with it purely on a national level. We as a nation, young and old, rich and poor, of all colors and ethnic backgrounds, owe the people who have been most wronged in the establishment of this nation we all benefit from to varying degrees to pay back a small portion of those debts, and to pay forward to make life easier for their descendents who are still experiencing difficulties as a result of those injustices today.
It doesn't have to be a lump sum monetary payment, though that would be helpful too. It can be the afforementioned free college education, it can be giving first priority and economic assistance in the establishment of legalized marijuana dsipensaries to African-American small business owners to make up for traditionally biased drug laws and sentencing against black people, much like legalized gambling has benefited (some) Native Americans. It can be greater property acquisition and financing assistance (a lesser but more literal take on the promised but unfulfilled "40 acres and a mule") or tax breaks. There are any number of ways to make amends.
It's not about quantifying blame against specific individuals or groups, or making it a competition in the Olympics of Suffering, it's about all of us living in this society sharing a responsibility to correct institutional injustice that has benefited us all to varying degrees, even those who were and are simultaneously victims of said injustice (because they pay the taxes that will contribute to this too). It's about building a better society by giving a helping hand to those whose labor or lands were stolen from them without compensation in order to first build that society.