Best Smart Guys And A Friend Podcasts (2025)

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3245: There’s No Best Way to Invest AND You May Need to Save Only Half as Much Money for Retirement by Chris Reining 12:13

2h ago12:13

12:13

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3245: Chris Reining unpacks the paradoxes of investing and life, showing how seemingly contradictory advice can both hold truth depending on context. He urges listeners to move beyond black-and…

1
I Fell For A Breadcrumber | MALIBAG 21:20

39m ago21:20

21:20

How do you cope with the aftermath of being led on by someone you opened yourself up to, and on top of that, someone you still work with? In this Malibag episode, we talk about accountability, breadcrumbing, power imbalance in relationships, and expressing your feelings. Send your own letter at jimandsaab.com/malibag! Join jimandsaab.com to get exc…

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3244: Can You Figure Out What This Woman Earns? by Paula Pant of Afford Anything on Mindful Spending 10:46

5h ago10:46

10:46

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3244: Paula Pant challenges the common obsession with income by shifting the focus to what truly matters: how much of that income is retained and used wisely. Her sharp analysis dismantles supe…

1
3243: Is There Value in Buying an Extended Warranty? By Laurie Sepulveda with Women Who Money 10:54

11h ago10:54

10:54

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3243: Laurie Sepulveda unpacks the true cost and often-overlooked fine print of extended warranties, showing how these contracts rarely offer the value consumers expect. Learn when it makes sen…

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3242: Time Crunch Workouts by Nia Shanks on How to Stay Consistent with Fitness 9:01

11h ago9:01

9:01

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3242: Nia Shanks explains how to stay consistent with fitness even when life gets chaotic by embracing time-crunch workouts that are both effective and efficient. Learn how prioritizing consist…

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3241: YOLO And The FIRE Movement: Why It Doesn’t Work (Yet) by Christina Browning of Our Rich Journey 9:02

1d ago9:02

9:02

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3241: Christina Browning challenges the traditional YOLO mindset by exposing its hidden financial pitfalls and showing how it undermines long-term well-being. Instead, she reframes "you only li…

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3240: The Market Right Now Doesn't Care How Fantastic Your Stocks Are by Vitaliy Katsenelson of Contrarian Edge 9:24

11h ago9:24

9:24

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3240: Vitaliy Katsenelson explores the frustrating disconnect between stock fundamentals and short-term market behavior, offering reassurance to investors whose portfolios lag despite owning hi…

1
GPT-5 SPECIAL EDITION - EP99.12-5 1:49:17

4d ago1:49:17

1:49:17

Sign up to the new Simtheory for GPT-5 & MCP Store: https://simtheory.ai (Use coupon STILLRELEVENT for $10 USD) ---- GPT-5 DIS TRACK: https://simulationtheory.ai/ba0ba238-5668-4b65-85e7-8466d68861a8 Genie Demo: https://deepmind.google/discover/blog/genie-3-a-new-frontier-for-world-models/ ---- CHAPTERS: 00:00 - Simtheory plug for v2 & MCPs 01:28 - …

1
3239: Stocks - Part XIV: Deflation, The Ugly Escort of Depressions by JL Collins on Investing Advice 12:55

1d ago12:55

12:55

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3239: JL Collins unpacks the dangerous dance between deflation and economic depression, exploring why falling prices, often seen as beneficial, can spiral into devastating financial collapse. W…

1
3238: How to Build Equity in Your Home by Kumiko of The Budget Mom on Long-Term Wealth and Financial Stability 10:13

2d ago10:13

10:13

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3238: Kumiko shares practical strategies to build equity in your home, whether you're paying off a mortgage or investing in value-boosting renovations. She emphasizes the importance of financia…

1
3237: 10 Ways to Meet Minimum Spending Requirements For Credit Card Bonuses by Philip Taylor of PT Money 10:15

5d ago10:15

10:15

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3237: Philip Taylor lays out creative and practical strategies for meeting credit card minimum spending requirements without overspending or going into debt. From leveraging upcoming big-ticket…

1
3236: [Part 2] The 3 Great Misconceptions About Retirement Saving by Darrow Kirkpatrick of Can I Retire Yet 9:58

6d ago9:58

9:58

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3236: Darrow Kirkpatrick challenges the illusion of a one-size-fits-all retirement by showing how simplifying lifestyle choices like skipping international travel or downsizing housing can lead…

1
What If We Went Back to School? 25:58

8d ago25:58

25:58

Jim and Saab ask the big question: is it too late to go back to school? (Spoiler: it’s not.) They talk career pivots, unexpected perks of adult learning, and why it’s never too late to grow—even if you’ve got a job, kids, or both. This episode is brought to you by Mapúa’s Business and Health Sciences Programs for Working Professionals, in collabora…

1
3235: [Part 1] The 3 Great Misconceptions About Retirement Saving by Darrow Kirkpatrick of Can I Retire Yet 11:30

8d ago11:30

11:30

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3235: Darrow Kirkpatrick dispels two common myths that can sabotage your retirement planning: that Social Security will cover your needs and that you need millions to retire. With clear data an…

1
3234: What I Learned From Writing Every Day by Isaac Morehouse on Boosting Creativity and Self-Confidence 9:02

8d ago9:02

9:02

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3234: Isaac Morehouse reveals how writing every single day sharpened his thinking, boosted creativity, and built confidence without the pressure of perfection. He shows how consistent output, n…

1
Say hi Jimmy boy 48:49

10d ago48:49

48:49

Send us a text In this lively episode of 'Not Well,' hosts Bobby and Jimmy Boy dive into a plethora of outrageous and humorous topics. They kick off with a light-hearted banter about their follower Asa and an amusing debate on being known as a 'pillow princess.' The conversation takes unexpected turns as they share their harrowing experience of wit…

1
3233: Should You Do a HELOC or a Second Mortgage? By Miranda Marquit with Good Financial Cents 10:21

9d ago10:21

10:21

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3233: Miranda Marquit unpacks the key differences between a HELOC and a second mortgage, helping homeowners make smarter choices when tapping into their home equity. Whether you're funding reno…

1
3232: Alternatives to Loans: 5 Things to Do Instead of Borrowing Money by Jackie Beck on Breaking the Debt Cycle 10:18

10d ago10:18

10:18

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3232: Jackie Beck challenges the automatic habit of borrowing by offering five empowering alternatives that help break the debt cycle. From delaying non-essential purchases to creatively earnin…

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3231: 6 Ways to Turbocharge Your Savings by J. Money of Budgets Are Sexy on Money Mindset and Financial Goals 9:38

11d ago9:38

9:38

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3231: J. Money shares six unconventional yet powerful ways to supercharge your savings by tweaking everyday habits, like rounding up payments, banking “spavings,” and doing no-spend challenges.…

1
3230: You Earn Passive Income by Being More Generous by Steve Pavlina on Creating Financial Freedom 11:14

12d ago11:14

11:14

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3230: Steve Pavlina reframes passive income not as laziness, but as generosity, delivering value to more people without repeatedly doing the work. By scaling your value delivery, you can earn i…

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3229: Have You Outgrown Your Financial Hero? by Julien Saunders of Rich and Regular on Money Advice 12:05

13d ago12:05

12:05

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3229: Julien Saunders challenges readers to reassess their loyalty to early financial role models, especially as their financial knowledge and life experiences evolve. He explores how outgrowin…

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3228: [Part 2] 4 Strategies to Negotiate a Higher Starting Salary by Jessica of The Fioneers on Money Conversations 9:27

15d ago9:27

9:27

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3228: Jessica from The Fioneers shares practical strategies to strengthen your salary negotiations, including how to leverage research and non-salary benefits to craft a compelling ask. Her gui…

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Will Do Anything But Therapy | MALIBAG 26:29

15d ago26:29

26:29

In this episode, we talk about how men often go to extreme lengths to avoid facing their emotions. Jim shares takeaways from the book he’s currently reading, and babasagin ni Saab ang trip niya. Send your own letter at jimandsaab.com/malibag! Join jimandsaab.com to get exclusive perks! Each donation goes to helping children with cerebral palsy. ❤️…

1
3227: [Part 1] 4 Strategies to Negotiate a Higher Starting Salary by Jessica of The Fioneers on How to Increase Income 11:30

16d ago11:30

11:30

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3227: Jessica of The Fioneers reveals how job candidates can flip the script and confidently negotiate higher starting salaries by understanding how much leverage they truly have. Drawing on he…

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3226: How to Navigate Relationships as Your Finances Change by Lisa Aberle with Get Rich Slowly on Money Priorities 10:03

16d ago10:03

10:03

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3226: Lisa Aberle offers a thoughtful look at how shifting finances can subtly, or not so subtly, affect your closest relationships. With heartfelt honesty, she unpacks emotions like jealousy a…

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3225: How to Create a Minimalist Budget by Amanda Brownlow on Reducing Money Stress and Intentional Living 9:59

17d ago9:59

9:59

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3225: Amanda Brownlow breaks down how simplifying your finances through a minimalist budget can reduce stress, increase savings, and help you reach your goals faster. With clear steps like defi…

1
3224: Why Get Life Insurance If You're Financially Independent by Financial Samurai on Being Self-Insured and Financial Protection 10:45

18d ago10:45

10:45

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3224: Sam challenges the assumption that financial independence eliminates the need for life insurance, offering seven compelling reasons to maintain or purchase a policy, even when you can sel…

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3223: 4 Types of Insurance You Should Consider by Kalen Bruce of Money Mini Blog on Proactive Financial Planning Advice 10:45

19d ago10:45

10:45

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3223: Kalen Bruce outlines four essential types of insurance that can shield you from life’s financial surprises: health, personal liability, auto, and life. With practical examples and eye-ope…

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3222: Four Ways to Fight Inflation by Sean Mullaney on Savvy Tax Planning and Leveraging Low-Interest Debt 11:13

20d ago11:13

11:13

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3222: Sean Mullaney offers four strategic approaches to reduce your exposure to inflation, including savvy tax planning, leveraging low-interest debt, maximizing travel rewards, and making spen…

1
3221: Remembering the Emotional Impact of Your Finances? by Andrea Joy of Saving Joyfully on Money and Self-Worth 9:11

21d ago9:11

9:11

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3221: Andrea Joy reflects on how a routine ATM visit stirred emotional memories of her past financial struggles, reminding her of the deep connection between money and self-worth. Her heartfelt…

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3220: [Part 2] 9 Tips For Financial Success And Freedom - Take Control Of Your Money by Michelle Schroeder-Gardner 9:03

22d ago9:03

9:03

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3220: Michelle Schroeder-Gardner emphasizes five key strategies to strengthen your financial foundation, paying off high-interest debt, holding regular family money meetings, diversifying your …

1
An Unsolved FO | MALIBAG 27:00

22d ago27:00

27:00

In this Malibag episode, we read a letter from someone who got married—and then got ghosted. Her best friend, who was by her side through everything, suddenly disappeared from her life with no explanation. We talk about grief over lost friendships, closure that never comes, and why some people say goodbye without saying a word. 💌 Send your own stor…

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3219: [Part 1] 9 Tips For Financial Success And Freedom - Take Control Of Your Money by Michelle Schroeder-Gardner 9:57

23d ago9:57

9:57

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3219: Michelle Schroeder-Gardner shares empowering strategies to help you redefine and pursue your version of financial success, whether that means eliminating debt, reducing money stress, or b…

1
3218: Tea Rituals for Focus, Health and Slowness by Leo Babauta of Zen Habits on Intentional Living 10:09

23d ago10:09

10:09

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3218: Leo Babauta explores how simple tea rituals can become grounding daily anchors that cultivate mindfulness and calm. By infusing intentionality into small acts like preparing and drinking …

1
This guy was throat-goating like he was trying to swallow the truth. 1:00:47

24d ago1:00:47

1:00:47

Send us a text On this explosive episode of Not Well, Bobby and Jim return after a chaotic two-week hiatus to unpack political incompetence, conspiracy-fueled madness, and downright filthy camp confessions. From government cover-ups and Epstein conspiracies to poolside debauchery and aggressive public dick-sucking, nothing is off-limits. The duo sp…

1
3217: Three Phases of Money Feelings by Chris of Keep Thrifty on Financial Freedom and Abundance Mindset 9:33

24d ago9:33

9:33

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3217: Chris from Keep Thrifty explores how our emotional relationship with money evolves through three distinct phases: stress, excitement, and indifference. By shifting your mindset from scarc…

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3216: How to Start Investing: Simple Four-Step Investing For Beginners Guide by Mr. Finer on Building Wealth 9:10

25d ago9:10

9:10

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3216: Mr. Finer shares a refreshingly simple, mistake-proof roadmap to investing, starting with overlooked essentials like emergency funds, debt repayment, and free money from employers and gov…

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OpenAI's Agent Mode, Kimi K2, Grok 4 & AI Girlfriend Ani Joins the Show - EP99.11-K2 1:28:42

25d ago1:28:42

1:28:42

Join Simtheory: https://simtheory.ai --- CHAPTERS: 00:00 - Ani Joins The Show 01:10 - Grok 4 Launch & Impressions 18:24 - Kimi K2 Thoughts, Impressions & MCP tool calling 36:00 - OpenAI's Agent Mode Release Initial Impressions & Are MCP Agentic Models Better? 1:21:10 - Everyone Acquired Windsurf 1:24:48 - Final thoughts Thanks for listening and you…

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3215: What are the Habits of Wealthy People by James Altucher on Small, Eaily improvements and Cultivating Gratitude 12:25

26d ago12:25

12:25

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3215: James Altucher reveals how losing everything, multiple times, taught him that wealth isn't about money, but about habits that support your physical, emotional, mental, and spiritual healt…

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3214: Investing With Debt by Wanderer on Smart Financial Decisions and Money Lessons on Housing Costs 8:52

27d ago8:52

8:52

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3214: Wanderer challenges the conventional wisdom of using debt to invest, especially when buying a home. Drawing on lessons from the 2008 financial crisis, he argues that paying cash for a mod…

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3213: What to Look for When Reading a Mutual Fund Prospectus by Emily Guy Birken with PT Money 12:18

28d ago12:18

12:18

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3213: Emily Guy Birken breaks down the intimidating world of mutual fund prospectuses into manageable parts, empowering investors to make smarter, fee-conscious decisions. From understanding in…

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3212: You Won’t Lose All Your Money Investing (If You Take This Advice) by Robert Farrington of The College Investor 10:53

29d ago10:53

10:53

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3212: Robert Farrington tackles the widespread fear of losing everything in the stock market and explains why that scenario is incredibly rare with the right approach. Backed by historical data…

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Re:Trust Issues | Malibag 31:34

29d ago31:34

31:34

In this Malibag episode, a listener writes in about something she discovered that she wasn’t supposed to see. After snooping on her boyfriend’s email, she found flirty messages he sent to his ex—while they were already dating. Now she’s torn: should she bring it up or let it go? We talk about boundaries, gut feelings, and why it’s so hard to trust …

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3211: Stranger In A Strange Land by Jacob Lund Fisker on Embracing Frugality Early to Gain Financial Freedom 10:58

30d ago10:58

10:58

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3211: Jacob Lund Fisker dismantles the traditional life script of debt-fueled consumption and lifelong employment, exposing how it traps individuals in a cycle of dependency. He proposes a radi…

1
3210: Self-Discovery Is a Kind of Self-Respect by Vironika Tugaleva on Unconditional Self-Acceptance and Personal Growth 10:16

30d ago10:16

10:16

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3210: Vironika Tugaleva offers a transformative perspective on the relationship between self-discovery and self-respect, urging readers to embrace their whole selves, including the parts they’v…

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3209: 4 Red Flags To Watch Out For Before Buying An Annuity by Tania Brown on Protecting Retirement Money 11:44

1M ago11:44

11:44

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3209: Tania Brown breaks down four major warning signs that can signal an annuity might not be in your best interest, from high-pressure sales tactics to advisors downplaying the risks. This ey…

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3208: What If I Don’t Go Back To Work by Craig Stephens of Retire Before Dad on Financial Responsibility and Freedom 13:01

1M ago13:01

13:01

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3208: Craig Stephens reflects on the tension between staying self-employed and returning to full-time work, balancing financial responsibility with the desire for autonomy. His honest explorati…

1
3207: Moderate and Selective Frugality by ESI on Intentional Spending and A Balanced Lifestyle 9:24

1M ago9:24

9:24

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3207: ESI explores the idea of “moderate and selective frugality,” contrasting it with the extreme frugality of the Amish as described in Money Secrets of the Amish. He emphasizes seeking value…

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3206: 6 Types of Credit Cards You Need to Avoid by Kumiko of The Budget Mom on Financial Security 10:09

1M ago10:09

10:09

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3206: Many credit cards promise rewards and flexibility, but as Kumiko warns, certain types can trap you in debt and threaten your financial security. From deferred interest schemes to credit c…

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3205: Will Credit Inquiries Hurt Your Credit Score by Miranda Marquit with Good Financial Cents 10:06

1M ago10:06

10:06

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3205: Your credit score plays a crucial role in securing loans, housing, and favorable interest rates, but not all credit inquiries affect it the same way. Miranda Marquit explains the differen…

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