FIN-LYT by EWA®

What to Do When Most of Your Net Worth Is in a Private Company

50 min · 28. Apr. 2026
Episode What to Do When Most of Your Net Worth Is in a Private Company Cover

Beschreibung

In this episode of EWA's FIN-LYT Podcast, Matt Blocki, Jamison Smith, and Weston Conway break down what it really looks like when 80 to 95 percent of your net worth is locked up in a single private company. Weston, a long-time EWA client and COO of Closing Lock, shares his firsthand experience taking an 80 percent pay cut to join a two-person startup that has since grown to 100 employees, raised $50 million in venture funding, and services a significant portion of the U.S. real estate market. The conversation covers the emotional and financial weight of being "rich on paper" with no way to access that wealth until a future liquidity event. Weston explains how the Jeff Bezos regret minimization framework shaped his biggest career decisions, why he took chips off the table when the opportunity came, and how he resisted lifestyle inflation even after a secondary sale. Matt and Jamison dig into the practical planning side, from exercising stock options and 83B elections to trust and estate strategies for younger founders and operators sitting on fast-growing equity. For anyone evaluating a startup opportunity, the team walks through how to think like an investor when picking a company to join, including how to assess customer acquisition cost, net dollar retention, and product roadmap. They also explore when it makes sense for a private business owner to bring in outside capital and what to watch out for when venture or private equity investors enter the picture. Whether you are a founder, early employee, or business owner with most of your wealth tied to a single illiquid asset, this episode offers a real-world roadmap for making smarter financial decisions at every stage. Be sure to like and subscribe for weekly conversations that help you align your wealth with the life you want to live. Connect with EWA:https://ewa-llc.com/ [https://ewa-llc.com/]https://www.instagram.com/ewa.llc/ [https://www.instagram.com/ewa.llc/]https://www.linkedin.com/company/equilibrium-wealth-advisors/ [https://www.linkedin.com/company/equilibrium-wealth-advisors/]https://www.facebook.com/EquilibriumWealthAdvisors/ [https://www.facebook.com/EquilibriumWealthAdvisors/] View EWA Disclosures and Firm ADV:https://adviserinfo.sec.gov/firm/summary/308977 [https://adviserinfo.sec.gov/firm/summary/308977]

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Tax Mistakes That Can Cost High Earners Thousands Every Year

In this episode of EWA's FIN-LYT Podcast, Matt Blocki sits down with tax strategists Tyler Bidwell and Nick Rosen fresh off tax season to break down the most common tax surprises high earners run into, and how to avoid them before they become expensive. The conversation starts with one of the biggest blind spots for bonus-heavy earners: supplemental income withholding. Bonuses are typically withheld at a flat 22%, but high earners often land in the 32 to 37% tax bracket. That gap can leave a six-figure earner tens of thousands of dollars behind come tax time, plus interest penalties if it's not caught early. Matt, Tyler, and Nick walk through a real example using a surgeon's RVU bonus to show exactly how that math plays out. From there, the group shifts to equity compensation. RSUs and ISOs come with their own tax quirks, from the timing of an 83(b) election to the alternative minimum tax adjustments that can catch tech employees and executives off guard. Tyler and Nick explain why these forms of compensation, while great for building wealth, can create serious cash flow strain if they aren't planned for in advance. The episode wraps with practical guidance for dual-income households and Pennsylvania residents specifically, covering why two employers' W-4 forms often don't talk to each other and how that mismatch can quietly cost a couple thousands of dollars a year. Whether you're a physician, executive, or dual-income household, this episode offers a clear framework for staying ahead of tax season instead of being surprised by it. If you found this episode helpful, give it a like, subscribe for more, and share it with someone who could use it. Connect with EWA: https://ewa-llc.com/ https://www.instagram.com/ewa.llc/ https://www.linkedin.com/company/equilibrium-wealth-advisors/ https://www.facebook.com/EquilibriumWealthAdvisors/ View EWA Disclosures and Firm ADV: https://adviserinfo.sec.gov/firm/summary/308977

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Episode The Long Short Strategy: How High Earners Offset Capital Gains Taxes Cover

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In this episode of EWA's FIN-LYT Podcast, Matt Blocki and Jamison Smith break down a sophisticated tax strategy that EWA is implementing for a select group of high net worth clients: the long short direct indexing strategy. If you have a major liquidity event on the horizon, this episode could change how you think about taxes. Most investors are familiar with traditional direct indexing, which allows you to own individual stocks, harvest losses along the way, and offset gains over time. The long short strategy takes that concept further by using leverage to go long on additional positions while simultaneously adding short positions. The result is the ability to capture tax losses on both sides of the market, whether stocks go up or down. Matt and Jamison walk through a real-world case study involving a $10 million investment, showing how after just a few years, a client could generate more in tax losses than the original amount invested. This strategy is not for everyone. Matt and Jamison are direct about who it is designed for: clients with a significant capital gain event ahead of them, whether from selling a business, unwinding a concentrated stock position, or closing a large real estate transaction. They cover the mechanics of a 130/30 versus a 200/100 structure, what fees and leverage costs actually look like, where the strategy can go wrong, and why liquidity planning and exit strategy are just as important as entry. If you are a high earner or business owner sitting on a concentrated position and looking for a smarter way to manage your tax exposure, this episode gives you the framework to understand whether the long short strategy deserves a place in your financial plan. Like and subscribe to stay current on the strategies EWA is using to help clients build and protect wealth. Connect with EWA: https://ewa-llc.com/ [https://ewa-llc.com/] https://www.instagram.com/ewa.llc/ [https://www.instagram.com/ewa.llc/] https://www.linkedin.com/company/equilibrium-wealth-advisors/ [https://www.linkedin.com/company/equilibrium-wealth-advisors/] https://www.facebook.com/EquilibriumWealthAdvisors/ [https://www.facebook.com/EquilibriumWealthAdvisors/] View EWA Disclosures and Firm ADV: https://adviserinfo.sec.gov/firm/summary/308977 [https://adviserinfo.sec.gov/firm/summary/308977]

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Episode Cybersecurity Tips: Especially If You Have Significant Assets Cover

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In this episode of EWA's FIN-LYT Podcast, Matt Blocki and Chris Pavcic break down the cybersecurity threats most likely to impact individuals today and what you can do right now to protect yourself. While these steps apply to everyone, they are especially critical if you have significant assets at a custodian like Fidelity or Charles Schwab. With the average data breach costing over $4 million globally and ransomware attacks happening every 11 seconds, this conversation is more relevant than ever. Matt and Chris walk through the layers of protection every person should have in place, starting with your custodians. They cover what Fidelity and Charles Schwab do behind the scenes to protect client accounts, including 24/7 monitoring, insurance coverage, and the ability to lock down outgoing transactions so money cannot be moved without your direct authorization. From there, they get practical. The conversation covers SIM swap protection, why app-based two-factor authentication is significantly more secure than a text code, how to use a VPN on public Wi-Fi, the importance of a password manager, freezing your credit with all three bureaus, and tools like LifeLock, DeleteMe, and Incogni to monitor and scrub your personal data from the internet. Matt also shares how he uses a dedicated travel phone with no financial accounts when traveling internationally. This episode is designed to be the 80/20 guide to cybersecurity. You could have all of these steps in place within one to two hours, and they will protect you from the vast majority of threats individuals face today. If you have any questions or want help setting these up, reach out to the EWA team. Connect with EWA: https://ewa-llc.com/ [https://ewa-llc.com/] https://www.instagram.com/ewa.llc/ [https://www.instagram.com/ewa.llc/] https://www.linkedin.com/company/equilibrium-wealth-advisors/ [https://www.linkedin.com/company/equilibrium-wealth-advisors/] https://www.facebook.com/EquilibriumWealthAdvisors/ [https://www.facebook.com/EquilibriumWealthAdvisors/] View EWA Disclosures and Firm ADV: https://adviserinfo.sec.gov/firm/summary/308977 [https://adviserinfo.sec.gov/firm/summary/308977]

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