The Long Game

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

In this episode, I answer some of the most common financial questions submitted by you as we approach nearly 100,000 downloads. Some of the topics covered:

• Roth vs. Traditional IRAs: Which option is best for you based on your current and future tax brackets?
• SEP IRA vs. Solo 401k: Discover why a Solo 401k might be the better choice for solo business owners
• Tax Reduction Strategies for W-2 Employees: Learn effective ways to lower your lifetime tax bill
• Paying Off Your Mortgage: Should you pay off that 4.5% mortgage or invest instead?

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✅ 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.

In this episode, I'm joined by Chad Huebsch from Blueprint Tax to break down the importance of tax planning for business owners doing $1 million to $10 million. Chad shares valuable insights on entity selection, including the pros and cons of sole proprietorships, S-corporations, partnerships, and C-corporations. Some highlights:

• PTET (Pass-Through Entity Tax): How to maximize deductions for state and local taxes

• QBI (Qualified Business Income) Deduction: Understanding the thresholds and how to optimize your tax situation

• Retirement Planning: Exploring options like 401(k)s and cash balance plans to save on taxes while preparing for the future

• Hiring Family Members: The benefits and considerations of paying your children or spouse for work in your business

• Real Estate Strategies: Using short-term rentals and property ownership to offset income

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✅ 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.

In this episode, I’m joined by tax expert Roger Ledbetter to break down the recent tax bill. We talk about the new rules and discuss its potential impact on both individuals and businesses. Some highlights:

• Changes to individual tax rates and deductions, including the standard deduction and child tax credit
• The implications of the bill for business owners, including QBI and bonus depreciation
• New deductions for tips, overtime, and car loan interest
• Insights on Opportunity Zones and Qualified Small Business Stock (QSBS)

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✅ 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.

In this episode, I break down the ins and outs of hiring your children, spouse, and even other family members. Some highlights:

• Hiring Your Kids: The age at which your children can contribute meaningfully to your business and how you can set them up for financial success through tools like Roth IRAs and 529 plans

• The Benefits of Hiring Your Spouse: How to maximize contributions to retirement accounts and the tax benefits that come with it
• Navigating Family Dynamics: I share my personal experiences and insights on what makes a successful working relationship and the potential mistakes to avoid

• Tax Planning Tools: How to ensure that your hiring practices are compliant and beneficial for your tax situation, helping you set up your family for future success.

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✅ 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.

Many people give to charity but may not be doing so in the most tax-efficient way. In this episode, you'll learn:

• How charitable deductions work (and when they benefit you)

• The advantages of using Donor Advised Funds (DAFs)
• How donating appreciated stock can lead to significant tax savings
• Tips for high-income earners on structuring their charitable giving for optimal tax benefits

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✅ 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.

In this episode, I'm joined by Nate Sosa, CPA, MST from Hall CPA, and we dive deep into:

- The status of the new tax bill and what it means for you

- Key changes, including bonus depreciation and Qualified Business Income (QBI) deductions

- The implications of the SALT cap increase and how it affects high-income earners

- Insights on Qualified Opportunity Zones and their effectiveness

- And much more

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✅ 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.

In this episode, I break down the benefits and drawbacks of S-Corps, including self-employment tax savings, the impact on retirement contributions, and the qualified business income deduction.

Learn how your profit level can influence whether an S-Corp is the right choice for you, and discover the importance of calculating a reasonable salary.

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✅ 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.

In this episode, I break down the ins and outs of Restricted Stock Units (RSUs), Non-Qualified Stock Options (NSOs), Incentive Stock Options (ISOs), or Employee Stock Purchase Plans (ESPPs).

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✅ 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.

In this week's episode, I dive deep into investment taxation and how it impacts your overall returns. Understanding how different investments are taxed is crucial if you're trying to maximize your portfolio's performance.

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✅ 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.