Home
Categories
EXPLORE
True Crime
Comedy
Business
Society & Culture
Sports
History
News
About Us
Contact Us
Copyright
© 2024 PodJoint
00:00 / 00:00
Sign in

or

Don't have an account?
Sign up
Forgot password
https://is1-ssl.mzstatic.com/image/thumb/Podcasts221/v4/6e/10/18/6e1018bf-5446-dc58-6048-9ed55d86bae3/mza_17830717238650755509.jpg/600x600bb.jpg
The Long Game
Thomas Kopelman
228 episodes
4 days ago
The Long Game podcast is all about educating 30-50 year old business owners and those with equity compensation on how to build wealth. You will learn everything from the basics to complex tax, estate, and financial planning concepts from Thomas Kopelman as well as other qualified professionals.
Show more...
Business
RSS
All content for The Long Game is the property of Thomas Kopelman and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The Long Game podcast is all about educating 30-50 year old business owners and those with equity compensation on how to build wealth. You will learn everything from the basics to complex tax, estate, and financial planning concepts from Thomas Kopelman as well as other qualified professionals.
Show more...
Business
Episodes (20/228)
The Long Game
Roth vs. Traditional with Cody Garrett, CFP®

In this episode, we break down how to effectively manage your lifetime taxes & how they effect your investment decisions. Cody shares insights from his recent book, "Tax Planning to and Through Early Retirement," which has already sold over 8,000 copies. Some highlights:

- Understanding your income sources in retirement

- The impact of tax rates on your financial decisions

- Strategies for maximizing tax efficiency through Roth conversions and traditional contributions

- Real-life examples of clients navigating their retirement planning

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
4 days ago
41 minutes 43 seconds

The Long Game
I'm About to Have a Child, What Do I Need to Plan For Financially?

In this episode, I cover key steps to make sure you’re financially prepared for the journey ahead. Some takeaways:

  1. Update Your Life Insurance: Why having proper life insurance is essential once you have a child and how to determine the right amount for your family

  2. Health Insurance for Your Newborn: The process of adding your baby to your health insurance plan and why it’s important to do this sooner than later

  3. Creating an Estate Plan: Protect your family’s future and ensure your wishes are honored

  4. Budgeting for Baby Expenses: How to adjust your budget to accommodate new expenses, including daycare and one-time costs for nursery essentials

  5. Leveraging Dependent Care FSA: How to take advantage of pre-tax benefits for childcare expenses, which can save you money in the long run

  6. Planning for Your Child’s Future: Various options for saving for your child’s education, including the benefits of 529 plans

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
1 week ago
10 minutes 45 seconds

The Long Game
Growth Tips for Financial Advisors + Our Stories in the Industry (with Mark Cecchini, CFP®)

In this episode, I sit down with my friend and fellow advisor, Mark Cecchini, to talk about what it takes to build a modern advisory career. We have similar practices today, but got here in completely different ways, so we walk through both paths and what we would do if we were starting over. Some highlights:

  • Understanding your role as an advisor (whether as a lead advisor or a background planner)
  • Finding your niche and how it can impact your business
  • Strategies for building a personal brand & leveraging social media to attract clients
  • The challenges of client relationships and the importance of knowing when to part ways
  • Developing a successful client onboarding process

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 weeks ago
52 minutes 36 seconds

The Long Game
Moving to Puerto Rico & the Tax Benefits (with Wes Gray)

In this episode, I sit down with Wes Gray to break down one of the most powerful and misunderstood tax strategies available moving to Puerto Rico under Act 60. Wes has lived there for years, so you’ll hear the real story behind the numbers, the rules, and the lifestyle.

What we cover:

  • What bona fide residency actually requires
  • How 0% capital gains treatment is applied
  • When the 4% business tax can make sense
  • Lifestyle factors people forget to consider
  • How to evaluate whether the move fits your situation
  • Why this strategy is not for everyone

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
1 month ago
25 minutes 33 seconds

The Long Game
End-of-Year Tax Moves to Save Thousands

Most people neglect their taxes until it's too late, leaving money on the table. In this episode, I share strategies for managing your taxes before April, including:

  • Understanding your projected income and quarterly payments
  • Maximizing contributions to 401(k)s, HSAs, and 529 plans
  • Utilizing tax loss harvesting and Roth conversions
  • The impact of charitable giving and new AGI rules
  • Reviewing your business entity structure for optimal tax benefits

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
1 month ago
12 minutes 56 seconds

The Long Game
How to Use Real Estate to Lower Your Taxes: Passive vs. Active Tax Treatment

Want to use real estate to cut your tax bill? In this episode I'm joined by CPA Nate Sosa to break down the real tax advantages of owning real estate, especially for business owners and high-income earners. You’ll learn:

  • The difference between active and passive real estate tax treatment
  • When real estate losses can (and can’t) offset your W-2 or business income
  • How depreciation, bonus depreciation, and cost segregation work
  • Why short-term rentals can be a powerful (but tricky) tax play
  • The truth about depreciation recapture and what to plan for
  • How to time real estate investments in high-income years to legally save thousands

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
1 month ago
35 minutes 29 seconds

The Long Game
Maximizing Credit Card Points (with Colin Stroud)

If you've ever wondered how to make the most out of your credit card rewards, this episode is for you. We break down how they can be a powerful tool for those looking to maximize their spending. Colin shares his thoughts on:

  • Why Credit Cards Can Be Beneficial: Using credit cards responsibly and how they can offer significant advantages, especially for those with higher incomes
  • The Basics of Earning Points: The benefits of cash back cards vs travel rewards cards
  • Redemption Strategies: How to leverage your points effectively, including tips on transferring points to airline and hotel partners for maximum value
  • The Two-Card System: A simple two-card strategy that allows you to optimize your spending without overwhelming complexity

------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
1 month ago
31 minutes 28 seconds

The Long Game
How to Read Your Paystub

In this episode, I break down the importance of understanding your pay stub. Many people overlook it, which can lead to missed tax opportunities, under-saving for retirement, and overpaying for benefits. Some highlights:

  • Gross Pay: Understanding your full earnings before deductions
  • Pre-Tax Deductions: How these can lower your taxable income and what to look for
  • Taxes Withheld: Knowing your federal and state tax withholdings
  • After-Tax Deductions: Mega Backdoor Roth 401k and ESPP
  • Employer Benefits: What to track and consider for your overall compensation
  • Net Pay: Knowing what you actually take home

------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 months ago
10 minutes 35 seconds

The Long Game
How Financial Planning & Freedom Go Hand In Hand (with Zach Ashburn, CFP®, EA, AFC®)

In this episode, I'm joined by Zach Ashburn to discuss the intersection of financial planning and personal freedom. Some highlights:

  • The journey from corporate life to entrepreneurship
  • How effective financial planning can empower you to make life-changing decisions
  • The importance of liquidity and cash flow in achieving your ideal lifestyle
  • Real-life stories of how financial planning has transformed lives (including Zach's experience as a foster parent and the impact it had on his family's decisions)
  • How to maintain flexibility in your financial life

----

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 months ago
26 minutes 38 seconds

The Long Game
How Direct Indexing Works (and Why the Wealthy Use It) (with Ben Lake, CFA®, CFP®)

In this episode, we break down direct indexing and long/short direct indexing, two powerful (and often misunderstood) tax strategies for high-income earners, business owners, and those with concentrated stock positions. We talk about:

  • The difference between ETFs, mutual funds, and direct indexing
  • How direct indexing helps you harvest tax losses while tracking an index
  • Who direct indexing makes sense for (and who should skip it)
  • When to switch from standard direct indexing to a long/short strategy
  • Real-world scenarios where direct indexing can create massive tax savings

-------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 months ago
23 minutes 8 seconds

The Long Game
I'm a Solo Business Owner Making $1 Million, How Do I Manage This & Lower My Tax Bill?

In this episode, I break down a detailed case study for business owners making over a million dollars a year. Some highlights & notes:

  • The importance of choosing the right business entity (S-Corp vs. Sole Proprietorship)
  • Understanding safe harbor tax payments to avoid penalties
  • Setting up the right retirement accounts, including solo 401(k)s and cash balance plans
  • Maximizing deductions and expenses to reduce taxable income
  • Strategies for managing cash flow and building wealth outside of your business

-------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 months ago
12 minutes 12 seconds

The Long Game
From Corporate Life to Running Your Own Business (with Zach Ashburn, CFP®, EA, AFC®)

In this episode, I'm joined by Zach Ashburn to break down the journey of transitioning from corporate life to entrepreneurship. Zach specializes in corporate exit planning and shares how professionals can leverage their skills to thrive independently. Some highlights:

  • The golden age of entrepreneurship and the rise of specialized consultants
  • Common triggers for leaving corporate jobs
  • The significance of cash management and financial planning for new business owners
  • Strategies for optimizing tax situations during low-income years
  • The importance of finding the right financial advisor for your unique needs

-------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
2 months ago
38 minutes 26 seconds

The Long Game
Selling Your Business: Why ESOPs Might Be Your Best Option (ft. Wes Gray & Doug Pugliese)

In this episode, I'm joined by Wes and Doug from Alpha Architect to dive deep into the world of Employee Stock Ownership Plans (ESOPs). We talk about the options for selling a business, like selling to competitors or private equity, and break down the unique benefits of ESOPs. Some highlights:

  • What is an ESOP and how does it function?
  • Tax benefits for business owners and employees
  • Who is a good candidate for an ESOP?
  • Real-life examples and success stories

-------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
3 months ago
28 minutes 52 seconds

The Long Game
Managing Concentrated Stock Positions (with Ben Lake, CFA®, CFP®)

In this episode, I'm joined by Benjamin Lake, an advisor at Composition Wealth. If you own a significant amount of stock from your employer or have a concentrated investment, this episode is for you. We break down:

  • The importance of having a clear financial plan
  • Options-based strategies (like covered calls and collars)
  • Charitable strategies to reduce capital gains taxes
  • Direct indexing and long-short strategies for tax efficiency
  • Exchange funds and Opportunity Zone funds as diversification tools

-----------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
3 months ago
30 minutes 6 seconds

The Long Game
Donating Private Assets to a Donor Advised Fund (with Brad Caswell)

In this episode, I'm joined joined by Brad Caswell, an expert in the world of Donor Advised Funds (DAFs). He served as the Chief Operating Officer of Vanguard Charitable for 12 years, and now as a consultant helping organizations and individuals navigate the complexities of charitable giving. Some highlights from the episode:

  • The benefits of using DAFs (including tax advantages and the ability to donate complex assets like real estate)
  • The process of donating private assets and how to maximize your charitable contributions
  • How to strategically time your donations to align with life events (such as selling a business or receiving an inheritance)

To find Brad: Charitable Solutions LLC

-------------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
3 months ago
30 minutes 40 seconds

The Long Game
Stock vs Asset Sale: Considerations for Business Sale (with Chad Huebsch, EA, CTP)

In this episode, I'm joined by tax expert Chad Huebsch for a deep dive into the difference between stock and asset sales. If you're a business owner considering selling your business, understanding these two types of sales is essential, as they have significant tax implications. You'll learn about:

  • How different industries approach these sales
  • The significance of goodwill in business transactions
  • Planning strategies to maximize your after-tax proceeds
  • The hybrid 338(h)(10) election and its benefits
  • The importance of having solid financials before selling

-------------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
3 months ago
21 minutes 34 seconds

The Long Game
Financial Planning from 30-50 Years Old: Key Decisions to Get Right

In this episode, we dive deep into financial planning for individuals in their 30s-50s. We break down the unique challenges & opportunities that start to come up during this stage of life, including:

  • Navigating cash flow and lifestyle creep
  • Making informed housing decisions in today's market
  • Balancing family responsibilities while planning for the future
  • The importance of education funding and estate planning
  • Strategies for effective investment and risk management


-------------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
4 months ago
24 minutes 12 seconds

The Long Game
IULs: How They're Incorrectly Sold & Used (with Robert Rikard)

In this episode, I'm joined by Robert Rikard, a lawyer and partner at the Investor Loss Center, to discuss the controversial world of Index Universal Life (IUL) insurance. With the rise of social media influencers promoting IULs, many people are confused and misinformed about these products.

He explains how many agents misrepresent these products, often targeting middle America with unrealistic promises of tax-free retirement income. Some highlights from the episode:

  • The rise of IULs and the misinformation surrounding them
  • The commission structure that incentivizes agents to sell IULs
  • Real-life case studies of clients who have suffered significant losses
  • Alternatives to IULs that may be more suitable for average investors


Website: https://www.investorlosscenter.com

LinkedIn

-------------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
4 months ago
34 minutes 19 seconds

The Long Game
SBA Loans Explained (with Matthias Smith)

In this episode, I sit down with Matthias Smith (founder and owner of Pioneer Capital Advisory) a brokerage firm specializing in SBA loans. We talk about:

- The different types of loans available for purchasing a business

- What an SBA loan is and how it works

- The importance of personal guarantees and life insurance in the loan process

- Common misconceptions about SBA loans

- Tips for prospective business buyers on preparing for the loan process

Connect with Matthias:

  • Email – matthias@pioneercap.com
  • LinkedIn – Matthias Smith
  • Twitter – @SBA_Matthias


-------

✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Show more...
4 months ago
27 minutes 9 seconds

The Long Game
Planning for an IPO (with Mark Cecchini, CFP®)

In this episode, I'm joined by Mark Cecchini, CFP® to discuss the intricacies of planning for an IPO. As the window opens up again, many employees are facing similar situations. We dive deep into the essential steps for preparing for an IPO, including:

  • Understanding the difference between single-trigger and double-trigger RSUs

  • The importance of having a solid financial plan and clear goals

  • Strategies for managing equity concentration and diversification

  • Tax planning considerations before and after an IPO

    • The significance of Qualified Small Business Stock (QSBS) eligibility

    --------

    ✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

  • Show more...
    4 months ago
    30 minutes 33 seconds

    The Long Game
    The Long Game podcast is all about educating 30-50 year old business owners and those with equity compensation on how to build wealth. You will learn everything from the basics to complex tax, estate, and financial planning concepts from Thomas Kopelman as well as other qualified professionals.