Alternate Careers

[DeSantis4Prez]

Robert Finch:
Lieutenant Governor of California (1967-1968)
US Representative from California's 27th Congressional District (1968-1971)
US Senator from California (1971-1983)
US Ambassador to the UN (1985-1989)
Governor of California (1989-1993)

Ron Paul:
US Representative from Texas's 22nd Congressional District (1979-1983)
Governor of Texas (1983-1989)
-Vice Presidential Nominee in the 1988 election
US Senator from Texas (1991-1997)
President of the United States (1997-2005)
President of the University of Texas (2010-2013)

[DeSantis4Prez]

Mitt Romney:
Governor of Massachusetts (2003-2007)
Vice President of the United States (2009-2013)
Senator from Massachusetts (2019-2025)
President of the United States (2025-2029)
US Ambassador to the UN (2035-2039)
Secretary of State (2039-2043)

[DeSantis4Prez]

Joe Lieberman:

21st Attorney General of Connecticut (1983-1989)
United States Senator from Connecticut (1989-1997) *Resigned
79th Attorney General of the United States (1997-2001)
87th Governor of Connecticut (2003-2011)
48th Vice President of the United States (2013-2017)
U.S. Ambassador to the UN (2021-2024)

Barack Obama:

Illinois State Senator (1997-2004)
Governor of Illinois (2005-2009)
Mayor of Chicago (2011-2013)*Resigned to be Sec. of State
Secretary of State (2013-2017)
US Senator from Illinois (2017-2025)*Resigned to be President
46th President of the United States (2025-2033)

[DeSantis4Prez]

Barack H. Obama:
Illinois State Senator: 1997-2001
Governor of Illinois: 2003-2011
US Senator from Illinois: 2011-2017
Vice President of the United States: 2017-2025
46th President of the United States: 2025-2029 *lost re-election
US Ambassador to the UN: 2037-2039 *retired
Counselor to the President: 2039-2043 *2nd retirement

[DeSantis4Prez]

Donald J. Trump

Mayor of New York City: 1989-1993, 2001-2005
Governor of New York: 1994-1998
U.S. Senator from New York: 2007-2013
President of the United States: 2017-2025

[DeSantis4Prez]

The Nutmeg Legacy

Joe Lieberman

Attorney General of Connecticut (1983-1987)
Governor of Connecticut (1987-1995)
U.S. Senator from Connecticut (1995-2001)
Vice President of the United States (2001-2009)
U.S. Ambassador to Israel (2013-2017)


M. Jodi Rell

CT State Rep (1985-1995)
Governor of Connecticut (1995-2003, 2007-2011)
Director of the OMB (2011-2013)



Linda McMahon

U.S. Senator from Connecticut (2011-2017)
U.S. Secretary of Commerce (2017-2021)


Chris Murphy

U.S. Rep (CT-5) (2007-2013)
U.S. Senator from Connecticut (2013-2021)
Vice President of the United States (2021-2029)
President of the United States (2029-2037)

[DeSantis4Prez]

Hillary Rodham Clinton
First Lady of Arkansas (1979-1981, 1983-1992)
First Lady of the United States (1993-2001)
U.S. Senator from New York (2001-2009)
Secretary of State (2009-2013)
Mayor of New York City (2018-2022)

[DeSantis4Prez]

In this TL, Hillary never moves to New York and runs for Senate, but runs for Governor in Arkansas instead.

First Lady of the United States: 1993-2001

Governor of Arkansas: 2003-2009
Elected in 2002, re-elected in 2004 and 2006.

U.S. Senator from Arkansas: 2009-2015
Elected in 2008, beat Mark Pryor in primary, ran unopposed in general.

US Secretary of State: 2015-2017
Obama appointed Clinton after her retirement from Senate and after John Kerry resigned to head the DNC for the 2016 Elections

U.S. Representative from AR-2: 2019-2021
Served for two years when the Arkansas Democratic Party asked her to run after not finding a good candidate.

46th President of the United States: 2021-2029
Won election by a close margin in 2020, won in a landslide in 2024.

[DeSantis4Prez]

Rick Scott


45th Governor of Florida: 2011-2019
U.S. Senator from Florida: 2019-2025
U.S. Secretary of Health and Human Services: 2025-2029

2024 Senate Results:
Fmr. Sen Bill Nelson: 49%
Sen. Rick Scott (Inc): 48%

Lynn Swann


46th Governor of Pennsylvania: 2011-2019
President's Advisor on Youth and Teenage Athletics: 2019-2025
U.S Senator from Pennsylvania: 2031-2037

2010 Governor Results:
Mr. Lynn Swann: 56%
County Executive Dan Onorato: 42%

2014 Governor Results:
Gov. Lynn Swann: 53%
Rep. Allyson Schwartz: 45%

2030 Senate Results:
Fmr. Gov. Lynn Swann: 52%
Mr. Rob Jarvis: 46%

[DeSantis4Prez]

Ned Lamont:

U.S. Senator from Connecticut: 2007-present

Beat Alan Schlesinger in the 2006 election
Beat Linda McMahon in the 2012 election
Beat Michael Fedele in the 2018 election

Joe Lieberman:

U.S. Senator from Connecticut: 1989-2007
21st and 24th Attorney General of Connecticut: 1983-1989, 2011-2019

[DeSantis4Prez]

The Romney Family

George W. Romney (1907-1995)
43rd Governor of Michigan (1963-1969)
37th President of the United States (1969-1977)
26th Secretary of Commerce (1981-1983)

W. Mitt Romney (b. 1947)
47th Governor of Michigan (2003-2011)
U.S. Senator from Michigan (2013-2021)
U.S. Secretary of State (2021-2023)
47th President of the United States (2025-2029)
2 time candidate for President (2008, 2024)