The Long Game

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 processConnect with Matthias:Email – matthias@pioneercap.comLinkedIn – Matthias SmithTwitter – @SBA_Matthias-------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

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 RSUsThe importance of having a solid financial plan and clear goalsStrategies for managing equity concentration and diversificationTax planning considerations before and after an IPOThe 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.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Curious about retirement accounts? Dive into the differences between Roth and traditional IRAs and learn why solo 401(k)s might win over SEP IRAs for entrepreneurs. Discover savvy tax reduction strategies for W-2 employees and weigh the decision of paying off that mortgage versus investing. The conversation emphasizes a long-term view on finances, helping you balance emotional choices with logical financial strategies.

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 taxesQBI (Qualified Business Income) Deduction: Understanding the thresholds and how to optimize your tax situationRetirement Planning: Exploring options like 401(k)s and cash balance plans to save on taxes while preparing for the futureHiring Family Members: The benefits and considerations of paying your children or spouse for work in your businessReal Estate Strategies: Using short-term rentals and property ownership to offset income-------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: 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:Key topics include:Changes to individual tax rates and deductions, including the standard deduction and child tax creditThe implications of the bill for business owners, including QBI and bonus depreciationNew deductions for tips, overtime, and car loan interestInsights on Opportunity Zones and Qualified Small Business Stock (QSBS)----------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: 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 plansThe Benefits of Hiring Your Spouse: How to maximize contributions to retirement accounts and the tax benefits that come with itNavigating Family Dynamics: I share my personal experiences and insights on what makes a successful working relationship and the potential mistakes to avoidTax 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.--------------------------------------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: 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 savingsTips for high-income earners on structuring their charitable giving for optimal tax benefits---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: 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---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠Disclaimer: 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.---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠Disclaimer: 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).---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.