The Chuck ToddCast
Interview Only w/ Rep. Oye Owolewa & George Laws Garcia - Democracy Denied: Inside the Push for D.C. & Puerto Rico Statehood
06 Nov 2025
D.C. representative Oye Owolewa and Executive Director for Puerto Rico 51st George Laws Garcia join Chuck Todd for a deep dive into one of America’s most overlooked democratic debates — the fight for statehood for Washington, D.C. and Puerto Rico. With over 3 million Americans lacking full representation in Congress, Chuck explores the political, constitutional, and cultural hurdles standing in the way. From Puerto Rico’s 58% support for statehood to the District’s struggle under federal oversight, the episode unpacks how history, partisanship, and outdated systems continue to stall progress. The conversation dives into whether D.C. and Puerto Rico would need to enter as a political “duo”, why half measures like expanded autonomy wouldn’t hold up, and how the economic and tax inequalities faced by both territories have real-world consequences. With bipartisan murmurs of support and the next generation of lawmakers pushing the issue, Chuck asks: is America finally ready to welcome its 51st — and maybe 52nd — states? Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/chuck. Application times may vary. Rates may vary. Got injured in an accident? You could be one click away from a claim worth millions. Just visit https://www.forthepeople.com/TODDCAST to start your claim now with Morgan & Morgan without leaving your couch. Remember, it's free unless you win! Timeline: (Timestamps may vary based on advertisements) 00:00 Rep. Oye Owolewa and George Laws Garcia join the Chuck ToddCast 02:00 Over 3 million Americans don’t have representation 04:15 The status of Puerto Rico’s fight for statehood 06:30 Public split in Puerto Rico over its status 08:45 DC can pass local laws governing DC and Puerto Rico 09:30 Puerto Rico’s residents have 58% support for statehood 11:45 Should DC be holding more referendums on this issue? 12:45 The importance of lobbying people in other states 14:15 Muriel Bowser has been boxed in by the administration 15:30 DC and neighboring states don’t want to integrate 16:30 Should Virgin Islands join the fight for statehood? 19:30 DC would be solidly Democratic, Puerto Rico is more up in the air 20:15 Would DC & Puerto Rico have to both get statehood at the same time? 22:00 A new constitutional amendment may need to be passed 23:00 States are only added as duos due to political considerations 24:00 The GOP won’t add DC as a state without a Republican counterpart 26:15 Puerto Rico’s politics would be a huge question mark if admitted 27:45 How would the four congressional seats in PR split politically? 29:15 Is there a middle ground that would grant rights without statehood? 31:30 Why half measures wouldn’t work, Congress could claw things back 33:00 Statehood admission much easier to pass than an amendment 35:30 There is some bipartisan support for statehood 38:00 Could the PR statehood push get a boost from NY and FL? 39:00 DC lost out on huge amounts of Covid money by not being a state 41:30 Puerto Rico receives massively unequal funding relative to states 44:15 Puerto Rico pays more in federal taxes than at least 3 states 46:15 Tax base in DC would be stronger with statehood 47:00 Business are hesitant to operate in DC without statehood status 49:00 Puerto Rico had a huge manufacturing base that has diminished 51:00 Statehood wouldn’t harm people living in other states 53:00 States were added in 19th century where English wasn’t primary languageSee omnystudio.com/listener for privacy information.
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