Trump's largest counties, 2020

Suffolk County, New York (752,821)
Macomb County, Michigan (494,256)
Collin County, Texas (490,856)
Denton County, Texas (417,964)
Lee County, Florida (393,899)*
El Paso County, Colorado (378,849)
Monmouth County, New Jersey (378,390)
Brevard County, Florida (360,764)
Polk County, Florida (343,256)**
Ocean County, New Jersey (342,746)
Volusia County, Florida (307,439)
Kern County, California (305,226)
Pasco County, Florida (301,970)

*Lee County is the largest county Trump carried in which his vote share increased from 2016.
**Polk County is the largest county Trump carried in which his margin increased from 2016 (by 0.5%).

Counties that Biden flipped, that would have been in Trump's top ten had he held them in 2020, include Maricopa, AZ (2,069,475), Pinellas, FL (559,715), Duval, FL (492,820), Johnson, KS (349,386), and Tarrant, TX (834,697).

That said, Trump's two biggest counties voted for Obama in 2012, and in fact also voted for Gore. (Suffolk additionally voted for Kerry.)

These were Romney's largest counties in 2012:

Maricopa, AZ (1,376,543)
Orange, CA (1,122,664)
Tarrant, TX (610,890)
Duval, FL (411,848)
Salt Lake, UT (381,797) (turnover county)
Cobb, GA (310,835)
Collin, TX (302,821)
Gwinnett, GA (297,356)
Kent, MI (292,985) (turnover county)
El Paso, CO (289,356)
Brevard, FL (285,559)
Monmouth, NJ (283,979)
Johnson, KS (275,074)

Four of Romney's ten largest counties flipped to Hillary Clinton in 2016 (Orange, Salt Lake, Cobb, and Gwinnett). In 2020, an additional four flipped to Biden, leaving Trump with just Collin and El Paso. Collin was #3 amongst Trump's largest counties in 2020; Romney carried both the counties between Collin and El Paso on Trump's 2020 list (Denton and Lee, FL), but they grew disproportionately quickly between 2012 and 2020 (Denton cast 242,781 votes in 2012, and Lee, 266,166). 

These were George W. Bush's largest counties in 2000:

Harris, TX (974,822)
Orange, CA (970,905)
San Diego, CA (958,634)
Maricopa, AZ (899,808)
Dallas, TX (613,839)
Tarrant, TX (472,389)
San Bernardino, CA (454,893) (turnover county)
Riverside, CA (451,127)
Fairfax, VA (413,775)
Bexar, TX (412,726) (turnover county)
Hamilton, OH (377,899)
DuPage, IL (364,362)
Hillsborough, FL (360,354) (turnover county)
Salt Lake, UT (307,258)
Travis, TX (301,263) (turnover county)

Of Bush's top ten (Harris through Bexar), Obama flipped six in 2008, and none has voted Republican again; Hillary Clinton flipped one; and Biden flipped two. Kerry himself flipped one (Fairfax) in 2004. 

But if Bush's list looks impressive compared to later Republicans, here are Ford's biggest counties in 1976:

Harris, TX (685,264)
Orange, CA (657,433)
Nassau, NY (635,756)
San Diego, CA (633,795)
King, WA (550,119)
Dallas, TX (464,385)
Suffolk, NY (460,048)
St Louis County, MO (452,626)
Santa Clara, CA (443,138)
Bergen, NJ (424,853)
Maricopa, AZ (418,841)
Oakland, MI (416,205)

Even though this election was 24 years prior to 2000, Ford carried twelve counties that cast over 400,000 votes, whereas Bush carried only ten in 2000. Of Ford's top ten counties, Bush carried only four in 2000 (Harris, Orange, San Diego, and Dallas). Even though the ones he did not carry were not on the growing side, most of them still would have made his top ten had he carried them in 2000: Nassau, at 589,707, would have been #6; Suffolk, at 573,866, would have been #6 or #7 (depending on whether he also carried Nassau); St Louis County, at 486,884, would have been #6, #7, or #8. And Oakland, which did not quite make Ford's top ten, would have been, at 570,265 votes cast, behind Suffolk and ahead of St Louis County for Bush in 2000. (Bergen, at 366,721 votes cast, would have been at #12, or, with the addition of the above counties, #16.) (Those were the ones that by 2000 were still traditionally Republican; King, WA and Santa Clara, CA had voted for Dukakis.)

Conversely, the only one of Bush's top ten counties that Ford did not carry was Bexar, which cast 271,430 votes in 1976. One might say this shows that Bush replaced declining large counties with growing large counties, but whereas Bush carried five counties that cast between 300,000 and 400,000 votes in 2000, Ford carried seven in 1976:

Westchester, NY: 384,296
Fairfield, CT: 360,224
Hamilton, OH: 353,079
Franklin, OH: 340,712
New Haven, CT: 334,199
Marion, IN: 325,576
Monroe, NY: 303,434

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