Friday - June 14th, 2024
Apple News
×

What can we help you find?

Open Menu
Jesse Cramer Writer & Financial Planner

Jesse Cramer is the writer of The Best Interest blog, the voice behind The Best Interest Podcast, and works full-time as a fiduciary financial planner for Cobblestone Capital Advisors in Rochester, NY.

Recent Content

Filter By Content
Loading...
10 Simple “Cfp Topics” You Want To Get Right &Raquo; Pexels Photo 3760532
10 Simple “CFP Topics” You Want to Get Right

I’m now 30 months into my new career, and I’m loving every single day.As a lifelong learner, I find the nuanced topics of financial planning and investment management to be a limitless sandbo…

I’m now 30 months …

I’m now 30 months into my new career, and I’m loving every single day.As a lifelong learner, I find the nuanced topics of financial planning and investment management to be a limitless sandbox, or perhaps more like an underground cave system. Where’s the bottom?! Nobody knows!Despite that complexity, my colleagues and I help clients with many common issues that are not the strict domain of experts. These are topics you don’t need CFPs, CPAs, or attorneys to help you with. And that fact – that even experts focus on getting the basics correct – is an important lesson.…

Read More
Do You Have A “Deeper Yes?” &Raquo; Pexels Photo 3184183
Do You Have a “Deeper Yes?”

I was recently listening to Michael Kitces and Carl Richards on their podcast, and they posed an amazing question:“What’s one thing that you do regularly that you’d like to stop doing?” …

I was recently liste…

I was recently listening to Michael Kitces and Carl Richards on their podcast, and they posed an amazing question:“What’s one thing that you do regularly that you’d like to stop doing?”What would you stop doing? Each of our answers will vary. It could be a destructive habit, a bad behavior, or the simple wasting of time.As their conversation continued, Carl posited this effective strategy: saying “no” becomes much easier when you have a “deeper yes.”Carl used the example of a client who chose not to pay for an expensive parking spot. Instead, that cli…

Read More
“When Should I Take Social Security?” &Raquo; Pexels Photo 618158
“When Should I Take Social Security?”

Thanks to reader Lynn, who wrote in this week with some specifics about her household’s situation and an overarching question: When should we start taking Social Security?I’ll provide backgrou…

Thanks to reader Lyn…

Thanks to reader Lynn, who wrote in this week with some specifics about her household’s situation and an overarching question: When should we start taking Social Security?I’ll provide background information below, and then we’ll discuss a few common “if –> then” heuristics to help you with your Social Security planning.Background – The Pros and Cons of Taking Social Security EarlySocial Security is a government program that provides financial support to individuals who are retired, disabled, or survivors of deceased workers, funded primarily through payroll taxes…

Read More
&Quot;Is My 100% S&Amp;P 500 Portfolio Wrong?&Quot; | Ama With Jesse - E81 &Raquo; The Best Interest Podcast Cover Art
"Is My 100% S&P 500 Portfolio Wrong?" | AMA with Jesse – E81

On today’s episode, we bring you something a little different. Jesse’s collected a series of questions from newsletter subscribers and will answer them in today’s AMA (Ask Me Anything). Jesse an…

On today’s episode…

On today’s episode, we bring you something a little different. Jesse’s collected a series of questions from newsletter subscribers and will answer them in today’s AMA (Ask Me Anything). Jesse answers into which accounts young people should be putting their money. Other questions answered are: Is getting to your “Coast FI” a good idea? How to balance which accounts you’re putting money into and how your goals might change that. How can you financially prepare for parenthood? Why you should diversify your investments, even if your lack of diversification is working for you. What are …

Listen · 37:43
The Value Of Confidence &Raquo; Image 8 1
The Value of Confidence

My friend Rocco works for a high-end tailor. A big part of their business model is the idea that a nice-fitting shirt, perfectly tailored pants, or an Italian silk suit will not only look good, but wi…

My friend Rocco work…

My friend Rocco works for a high-end tailor. A big part of their business model is the idea that a nice-fitting shirt, perfectly tailored pants, or an Italian silk suit will not only look good, but will objectively improve your life.But how?The engineer and humanist in me would balk at the idea. I have the same brain and heart in a Wal-Mart sweatsuit as I do in a Brioni. Judge me not!But when I look at the Image below – same exact guy – and ask, “Which one has a better life?”…there’s a response from deep in my monkey brain. It’s Mr. Pinstripe!Of course, for…

Read More
Slam Dunk Financial Planning &Raquo; Pexels Photo 2820906
Slam Dunk Financial Planning

I don’t watch many live sports these days. Life is busy. But I’ve caught a few quarters of NBA playoff basketball, and I’ll watch game replays while sipping morning coffee. If you’re unaw…

I don’t watch many…

I don’t watch many live sports these days. Life is busy. But I’ve caught a few quarters of NBA playoff basketball, and I’ll watch game replays while sipping morning coffee. If you’re unaware, the NBA has been revolutionized by “Moneyball” ideas over the past decade. The main “new idea” affects 3-point shots. The ratio of attempted 3-point shots has increased dramatically in recent years. Yet, despite the league’s new widespread emphasis on 3-point shots, one basketball maxim remains true: a wide-open layup or slam dunk is always worth taking. A guaranteed 2 point…

Read More
Good Company, Bad Stock &Raquo; Image 1 1
Good Company, Bad Stock

I started working with a client a couple years ago whose incoming portfolio was 20% Starbucks. That’s a lat(te) in one stock. I’ll see myself out. ugh…For comparison, Starbucks comprises…

I started working wi…

I started working with a client a couple years ago whose incoming portfolio was 20% Starbucks. That’s a lat(te) in one stock. I’ll see myself out. ugh…For comparison, Starbucks comprises 0.20% of the S&P 500. The S&P 500 should only be a portion of an individual’s stock holdings, which are only a portion of an overall portfolio (with bonds, alternatives, real estate, whatever). 20% is way too much Starbucks. When I started explaining this thought process, the client protested. “Jesse – there’s a Starbucks on every corner in America. Why would we sell it?”This l…

Read More
Beware! Don’t Fall Into “The College Money Pit Trap!” | Evan Giokas - E80 &Raquo; The Best Interest Podcast Cover Art
Beware! Don’t Fall Into “The College Money Pit Trap!” | Evan Giokas – E80

Jesse starts this episode discussing his “50/50 rule” of college savings. Jesse also talks about 529-to-Roth conversions (why they’re overrated!), the FAFSA, and other financial tools at our dis…

Jesse starts this ep…

Jesse starts this episode discussing his “50/50 rule” of college savings. Jesse also talks about 529-to-Roth conversions (why they’re overrated!), the FAFSA, and other financial tools at our disposal for college planning.    Evan Giokas then joins the show to dive deeper into a college admissions conversation. Evan is the founder of The College Confidence Coach, which helps students through their higher educational journey. Evan covers what a “conative assessment” is,  how to be cost-conscious when preparing for college, how to start college conversations with your child, and the …

Listen · 1:11:34
When *Not* To Rebalance? &Raquo; Pexels Photo 1548769
When *Not* To Rebalance?

In early January 2024, I wrote an answer to reader-of-the-blog Vince’s question about his Retirement portfolio. A quick summary of that article is:If Vince’s portfolio is $4.2M and his annua…

In early January 202…

In early January 2024, I wrote an answer to reader-of-the-blog Vince’s question about his Retirement portfolio. A quick summary of that article is:If Vince’s portfolio is $4.2M and his annual spending needs are $100,000, he’ll be entering Retirement following (essentially) a “2.38% Rule.” That’s way more conservative than the classic 4% Rule.He doesn’t need to expose himself to undue risk. 60% stocks, 55% stocks, 50% stocks…Vince will be successful in any of these portfolios. Since he has “won the game” of career financial success, he can “stop playing the …

Read More
Health = Money = Time | Phil Pearlman - E79 &Raquo; The Best Interest Podcast Cover Art
Health = Money = Time | Phil Pearlman – E79

In episode 79 of The Best Interest Podcast, host Jesse Cramer discusses the intricate relationships between health, wealth, and time with guest Phil Pearlman. Jesse starts with his usual monologue, ex…

In episode 79 of The…

In episode 79 of The Best Interest Podcast, host Jesse Cramer discusses the intricate relationships between health, wealth, and time with guest Phil Pearlman. Jesse starts with his usual monologue, explaining and establishing that health, money, and time are all interchangeable resources that many people trade-off throughout their lives. Jesse and Phil then delve into how health decisions significantly impact financial standing and overall quality of life, emphasizing the importance of viewing health as an investment in one's future. Phil, transitioning from a finance profession to focusing on…

Listen · 50:17
An Informative Debate: The Most Important Rules Of Personal Finance | Justin Peters - E78 &Raquo; The Best Interest Podcast Cover Art
An Informative Debate: The Most Important Rules of Personal Finance | Justin Peters – E78

Jesse starts this episode with an engaging monologue: how exactly does The Best Interest generate revenue? Jesse answers this question and asks YOU for your help in ensuring The Best Interest continue…

Jesse starts this ep…

Jesse starts this episode with an engaging monologue: how exactly does The Best Interest generate revenue? Jesse answers this question and asks YOU for your help in ensuring The Best Interest continues as a terrific free financial resource.    And then Justin Peters joins for the second half of the episode. Justin hosts The Struggle is Real, a podcast about adulting through your twenties. He’s also a co-founder of SimplePod Studios, which produces The Best Interest Podcast. In this episode, Justin and Jesse discuss, compare, and contrast their top five “Golden Rules” of personal financ…

Listen · 1:12:29
A Market Crash Is Coming! (…Eventually) | Peter Lazaroff - E77 &Raquo; The Best Interest Podcast Cover Art
A Market Crash is Coming! (…Eventually) | Peter Lazaroff – E77

Peter Lazaroff is the host of The Long Term Investor podcast and serves as the Chief Investment Officer at PlanCorp, a registered investment advisory in St. Louis. On today’s show, Jesse and Peter t…

Peter Lazaroff is th…

Peter Lazaroff is the host of The Long Term Investor podcast and serves as the Chief Investment Officer at PlanCorp, a registered investment advisory in St. Louis. On today’s show, Jesse and Peter talk about the cognitive challenge of investing at all-time highs. It’s normal to feel like a crash might be coming; but it always feels that way, and you shouldn’t be worried about it. If you’re a long-term stock market investor and want to think a little more rationally or learn, this is the episode for you!    Key Takeaways: Why you should expect corrections and bear markets,, but shou…

Listen · 56:18
Don’t Make Your Own Pizza?! | Jared Dillian - E76 &Raquo; The Best Interest Podcast Cover Art
Don’t Make Your Own Pizza?! | Jared Dillian – E76

Jared Dillian is a former Wall Street trader at Lehman Brothers, an author of 4 books, and daily writer a newsletter for financial professionals called The Daily Dirtnap. He’s sharp, witty, and brin…

Jared Dillian is a f…

Jared Dillian is a former Wall Street trader at Lehman Brothers, an author of 4 books, and daily writer a newsletter for financial professionals called The Daily Dirtnap. He’s sharp, witty, and brings great energy to today’s conversation. In this episode of The Best Interest Podcast, we learn about "The Allegory of the Sandwich" and how you can pay for the small stuff by thinking carefully about the big stuff! If you’re looking to hear unique takes on the FIRE movement and your daily latte, this is the episode for you!   Key Takeaways: How taxes can actually be interesting! The powe…

Listen · 53:02
Growth Mindsets To Afford Anything | Paula Pant - E75 &Raquo; The Best Interest Podcast Cover Art
Growth Mindsets to Afford Anything | Paula Pant – E75

Paula Pant writes, podcasts, and speaks on financial independence, money management, and financial literacy. As the host of the Afford Anything Podcast, Paula has racked up more than 30 million downlo…

Paula Pant writes, p…

Paula Pant writes, podcasts, and speaks on financial independence, money management, and financial literacy. As the host of the Afford Anything Podcast, Paula has racked up more than 30 million downloads, ranking the show among the Top 50 Business Podcasts on Apple Podcasts. In this episode we learn how Paula realized she could travel the world on a limited income and eventually go on to financial independence through Afford Anything. If you’re looking for some growth mindset inspiration that will help you broaden your perspective, this is the episode for you!   Key Takeaways: - How to move…

Listen · 52:39
Picking Stocks - Does It Ever Work?! | Brian Feroldi - E74 &Raquo; The Best Interest Podcast Cover Art
Picking Stocks – Does It Ever Work?! | Brian Feroldi – E74

Brian Feroldi is a prolific creator in the financial education space, having written over 3000 articles for the Motley Fool, published a book, “Why Does The Stock Market Go Up?”, and actively post…

Brian Feroldi is a p…

Brian Feroldi is a prolific creator in the financial education space, having written over 3000 articles for the Motley Fool, published a book, “Why Does The Stock Market Go Up?”, and actively posting to his YouTube Channel. In this episode, Brian breaks down his checklist for what makes a company worth investing in and provides some insight into what we should do before we jump into investing. If you’re interested in personal investing and some great guidelines to go along with it, this is the episode to listen to.   Key Takeaways: What is the index fund bubble? And what are some prom…

Listen · 57:59
People Need Informative Straight-Talk About Money (And Jokes, Too) | Joe Saul-Sehy - E73 &Raquo; Joe Saul Sehy
People Need Informative Straight-Talk About Money (And Jokes, Too) | Joe Saul-Sehy – E73

Joe Saul-Sehy is one of the hosts of Stacking Benjamins, which is one of the most listened-to podcasts in the personal finance space. In this episode, we discuss how to find a good financial advisor, …

Joe Saul-Sehy is one…

Joe Saul-Sehy is one of the hosts of Stacking Benjamins, which is one of the most listened-to podcasts in the personal finance space. In this episode, we discuss how to find a good financial advisor, how to chase time (not money), and even how to decide what your top priority is in life. If you’re looking for an educational listen with plenty of laughs along the way, then this is the episode for you!   Key Takeaways: What you need to ask any financial advisor you’re considering working with.  How Joe uses storytelling to make money make sense. Who you need to surround yourself with…

Listen · 1:04:51
When Scary Career Risks Get Remarkable Results | Doug Cunnington - E72 &Raquo; Doug Cunnington
When Scary Career Risks Get Remarkable Results | Doug Cunnington – E72

Today’s show features Doug Cunnington, one of the hosts of the financial independence podcast Mile High FI. Doug highlights how he took conservative risks along the way to FI, and walks us through h…

Today’s show featu…

Today’s show features Doug Cunnington, one of the hosts of the financial independence podcast Mile High FI. Doug highlights how he took conservative risks along the way to FI, and walks us through his career journey to financial independence. We discuss misconceptions about the FIRE movement, how to prepare for financial emergencies, and why it’s never too late to start your own journey to financial goodness. This episode is a must listen!   Key Takeaways: What is risk, really? And how can you live with it? How to estimate risk in investing, and in yourself. The difference between v…

Listen · 1:04:35
The Unspoken Strain Of F.i. | Diania Merriam - E71 &Raquo; The Best Interest Podcast Cover Art
The Unspoken Strain of F.I. | Diania Merriam – E71

Diania Merriam is the founder of the EconoMe Conference, an exclusive gathering for the FIRE community (financial independence, retire early). Inspired by FIRE, Diania hit an impressive 60% savings ra…

Diania Merriam is th…

Diania Merriam is the founder of the EconoMe Conference, an exclusive gathering for the FIRE community (financial independence, retire early). Inspired by FIRE, Diania hit an impressive 60% savings rate and retired at 33. Of course, in Retirement, you’ve got to stay active; what’s the point of financial freedom if you’ve got nothing to do? Diania joins Jesse today to discuss CoastFI, SlowFI, and the need to enjoy the journey. If you’re saving for Retirement, but aren’t sure what to do with that Retirement, this episode is for you!   Key Takeaways: What inspired Diania to walk the …

Listen · 54:08
Register to become a Member of BabyBoomer.org

Recent Active Contributors

Show More

Keep Up To Date With Our Latest Baby Boomer News & Offers!

Sign Up for Our FREE Newsletter

Name(Required)
This field is for validation purposes and should be left unchanged.