Sunday Sep 21, 2025
Who’s Your Neighbor? William Flanagan Episode 97
The Bobby Couto Show
Welcome to The Bobby Couto Show, where every episode is a journey into the heart of community, personal growth, and the stories that shape us. Host Bobby Couto brings his unique perspective and engaging style to conversations with a diverse array of guests, from local legends to rising stars. Dive into compelling discussions on leadership, purpose, and the moments that define us. Whether you’re looking for inspiration, a sense of community, or just great storytelling, ’The Bobby Couto Show’ has something for everyone. Join us, subscribe, and become part of a movement that believes all roads lead here. Like, follow, and share to help us grow and keep the conversation alive!
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Episodes
Episodes
Tuesday Sep 16, 2025
Tuesday Sep 16, 2025
Episode 96: Unlocking The Absolute Potential with Cliff Ponte JR.
Episode Overview:
Host Bobby Couto interviews Cliff Pont, exploring his journey from a determined teen to a successful entrepreneur and city councilor. They discuss politics, business, personal growth, and community impact in Fall River.
Guest Bio:
Cliff Pont: Fall River City Councilor, entrepreneur owning Keller Williams brokerage, New York Bagel, Al Mac's Diner, and Roger's Hot Dogs. The former acting mayor focused on accountability and mentorship.
Key Topics (with Timestamps):
Podcast mission and welcoming Cliff (0:03 - 0:20)
Appreciating the platform and community perspectives (0:20 - 1:15)
Local media, politician perceptions, and respectful dialogues (1:15 - 3:47)
Accountability, audits, and Mayor Coogan experiences (3:47 - 5:51)
COVID leadership challenges and interim mayor role (5:51 - 7:33)
Debunking financial myths and character insights (7:33 - 9:15)
Mayor's race preview: Candidates, apathy, issues (9:15 - 10:58)
Social media's impact on campaigning (10:58 - 12:41)
Lessons from national politics for local messaging (12:41 - 15:55)
Infrastructure frustrations and leadership styles (15:55 - 18:48)
Early work ethic and family sacrifices (18:48 - 21:52)
Turning points in low-wage jobs and inner drive (21:52 - 24:57)
Quitting jobs for real estate amid struggles (24:57 - 27:12)
Rejecting complacency and early leadership (27:12 - 29:15)
Shift to real estate success and mentorship (29:15 - 32:09)
Building brokerage and overcoming recession (32:09 - 35:33)
Rebranding image and owning local staples (35:33 - 38:24)
Commitment to Fall River as a city of opportunity (38:24 - 41:09)
Political tenure and future family goals (41:09 - 44:25)
Dating challenges as a busy leader (44:25 - 47:06)
Money as passion's byproduct and helping family (47:06 - 49:06)
Family background and legacy aspirations (49:06 - 51:06)
New York Bagel acquisition and expansion (51:06 - 55:29)
Partnership dynamics and integrity (55:29 - 59:20)
Business aspirations and youth advice (59:20 - 1:01:25)
Aligning with driven people unapologetically (1:01:25 - 1:03:17)
Mutual admiration and personal journeys (1:03:17 - 1:05:29)
Bobby's manifestation story and overcoming lows (1:05:29 - 1:08:34)
Inspirations and meaningful conversations (1:08:34 - 1:10:07)
Regrets, reflections, and tough love lessons (1:10:07 - 1:13:04)
Political growth: Respect over likeability (1:13:04 - 1:19:16)
Politics' value: Connections and impact (1:19:16 - 1:21:49)
Mid-life investment advice: Passions and businesses (1:21:49 - 1:26:14)
Acquisition strategies and dream-offering lessons (1:26:14 - 1:30:35)
Stock investments and crypto skepticism (1:30:35 - 1:35:38)
AI advances and ethical questions (1:35:38 - 1:39:03)
Plans for future live episodes (1:39:03 - 1:40:10)
Apology for prior distraction; 9/11 remembrance (1:40:10 - 1:45:51)
Life's fragility and closing thoughts (1:45:51 - End)
Notable Quotes:
Cliff: "I want to be respected and not liked."
Bobby: "I am in the constant pursuit of the best version of myself."
Cliff: "If you do what you truly love, the money comes."
Bobby: "When you get to the point where you say 'I can't no more,' you are ready."
Resources Mentioned:
Businesses: New York Bagel, Al Mac's Diner, Roger's Hot Dogs, Keller Williams.
Investments: Fidelity, NVIDIA, Microsoft, Coca-Cola, Berkshire Hathaway.
Local Politics: Fall River mayor's race.
Inspirations: Warren Buffett, "The Food That Built America."
Call to Action: Go subscribe to the Patreon
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All roads lead here.
Sunday Sep 14, 2025
Sunday Sep 14, 2025
Episode 95
Mayor Paul Coogan
-Welcome to show
-In the beginning and a lifetime of service to education.
-Advice from the mayor.
-2016 Joining the school committee team.
-Durfee High School and its vocational opportunities.
-2019 and a new Mayor with Covid and Cannabis industries.
-Where's the cannabis money?
-The Covid crisis.
-The residual of Covid.
-The Flint Village.
-Steward Health Care goes bankrupt..
-New opportunities with Northeast university.
-The TACO Expansion.
-Land sale announcement coming soon.
-New Fun ideas for the city.
-Supporting the infrastructure of the city.
-Columbia Street project.
-Married to an Olympian.
-Leasons in Leadership.
-The Mayoral elections every 2 years.
-Relying on the staff around you.
-Who do you enjoy working with most?
-Giving back “The Coogan Fund”
-Mental Health and the crisis.
-The success of the programs currently in place.
-Working with Niki Fontaine.
-The social media world.
-The Trap Question.
-Where it all started and how it ended up.
-Who was your favorite past mayor.
-David's question.
-The Mayors address
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“All Roads Lead Here”
Tuesday Sep 09, 2025
Tuesday Sep 09, 2025
Episode 94
Fall River City Councilman Andrew Raposo
-Welcome to the show.
-Where it all started.
-Born in the Flint Village.
-Teaching, Coaching sports and becoming the principal.
-Why the government?
-On the first day.
-What are your favorite eats.
-Successful relations have purpose.
-Whats going on with the incinerator?
-Graffitti clean up.
-The Broken window theory.
-Andrew meets teenaged Andrew.
-Rolling up the sleeves.
-What are you most proud of?
-The kids want and are willing to volunteer.
-Geeking out.
-Whats it like working with Mayor Coogan?
-Managing many hats.
-Question, Will you provide incentives to invest in the Flint?
-The Food Drive and the middle school delivery to The Gates of Hope.
-Supporting the community.
-Where are you from?
-A trip to the Azores.
-Growing through the criticism.
-Vote for Andrew Raposo.
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“All Roads Lead Here”
Sunday Sep 07, 2025
Sunday Sep 07, 2025
Episode 93
Niki Fontaine
A Never Ending Journey.
-The Fall River reporter interview.
-Where it all started.
-The Sports injury.
-The opioid addiction.
-The art of deception.
-The night of the accident.
-The First detox.
-The Absolute moment.
-The VH-1 experience
-The perpetual support idea.
-The Massachusetts opioid settlement.
-The AI video.
-Project reconnect.
-F.A.S.T
-Who do you support people who refuse it.
-Homless tracking.
-24 hour hotline 508-676-3528
-Donations go to the Avdocity fund.
-A success story.
-Homless pets.
-House of Hope in New Bedford.
-The crisis hotline response team.
-The mental health crisis.
-What comes first, the trauma or addiction?
-What is needed most.
-Mayors Coogans support.
-Importing homelessness.
-The data provides the support.
-Writing a book “Nothing left except life”
-The next five years.
-Family support and intervention.
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“All Roads Lead Here"
Monday Sep 01, 2025
Monday Sep 01, 2025
Episode 91
With Jessica Machado
-Welcome to the Show Jessica.
-Growing thicker skin.
-Where it all Started. Let's go all the way back.
-Never giving up._
-Unlocking Pandora's box.
-Navigating through all the wokeness.
-The highs and lows of this business.
-The success of your X (twitter) account.
-Erin has great hair.
-2019 and the school committee run.
-The work and effort to rebuild the brand.
-What's your process?
-The Besties.
-Fuck Gary.
-Money is a byproduct.
-The New Studio of The Jess Machado Show.
-The Karen Reed trial and Juerer #11
-Michele Proctor didn't bother me.
-TurtleBoy.
-Jess advises to stay away from politics.
-Leo Sceki is awesome.
-The Fall River Reporter and Christopher Silvia.
-Who is Will Flanagan.
-What level of corruption are you ok with?
-The 79 Project and the Fiola’s.
-The next 5 years.
-What the legacy media meant to us when we were kids.
-The definition of chairmen of the republican party.
-The amazing feeling of winning a campaign.
-Jessica's mayoral opinion.
-Not everyone wants change.
-The babydaddy situation.
-Who was dad?
-What's attractive to you?
-The Pine House restaurant Tiverton RI
-Sports talk.
-That one time I was going to peirce my nipple.
-The importance of writing things down.
-The importance of therapy.
-The art of not giving a fuck.
Follow and subscribe to Jessica:
https://x.com/jessmachadoshow
https://substack.com/@jessmachadoshow
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All Roads Lead Here.
Sunday Aug 31, 2025
Sunday Aug 31, 2025
In this exclusive episode, Christopher Silvia sits down with Bobby Couto to make a surprising and powerful announcement: his decision to officially withdraw from the 2025 Fall River mayoral race.
Christopher opens up about the thought process behind his choice, the personal and professional factors that influenced his decision, and what this means for both his future and the city of Fall River.
🔑 Key Topics Covered:
Christopher Silvia’s journey into the mayoral race
Why he decided to run in the first place
The turning point that led to his decision to step aside
How this move will impact Fall River’s political landscape
Reflections on leadership, community, and responsibility
What’s next for Christopher Silvia after this major announcement
His message to supporters, critics, and the people of Fall River
🎧 Why Listen?
This episode isn’t just about politics—it’s about integrity, leadership, and tough choices. Christopher Silvia’s decision marks a turning point in the 2025 mayoral race, and you’ll hear it first, only on The Bobby Couto Show.
“All Roads Lead Here.”
Support the show: https://patreon.com/Thebobbycoutoshow?utm_medium=unknown&utm_source=join_link&utm_campaign=creatorshare_creator&utm_content=copyLink
Monday Aug 25, 2025
Monday Aug 25, 2025
Episode 90
Rob Serpa Mission 22
-The growth of the show
-Rob Serpa welcome to show
-What is Mission 22?
-Check on a veteran
-How we reach the soldiers
-The need for volunteers
-Why a mortgage company is the smart move.
-Finding love on the Bumble App.
-Raising winners.
-The journey of a soldier.
-A moment of truth.
-Running is a way of life.
-Providing housing for veterans.
-Working with the local government to help support the needs.
-Fair expectations for your taxes?
-The strength in therapy.
-Supporting Goldstar families.
-The events.
-Voulinteers Needed We need more Ryan Powers.
-What does Mission 22 look like in 5 years?
-The Mission 22 podcast.
https://mission22.org/mission/
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“All Roads Lead Here”
Friday Aug 22, 2025
Friday Aug 22, 2025
Episode 89
Carlos Cesar
-Welcome to the show
-The reason Im running for mayor
-Learning the language.
-Owning an appliance business.
-Hard work and determination.
-Born in the Azores
-The culture in Portugal is unique.
-The Broken window theory
-The core values of respect for family.
-Building a community center
-Building a water park.
-Utilizing raised funds to help Flint.
-The one time there was a Rodeo in Fall River
-Balancing the budget
-Building a thriving community.
-Audit and consequences.
-The people demand answers.
-The budget is costing lives
-Teams built and ready to go.
-When it all started.
-Bring in entertainment to the city.
-Tax payers first.
-The incinerator project
-How AI can help the city organize
www.VoteCarlosCesar.com
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“All Roads Lead Here