June 4, 202619 min
California AI Updates
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10,000 Startups: Legal Strategies for Startup Success
Hosted by Roger Royse
Episodes
124
Latest episode
Jun 2026
Language
EN-US
About the show
Managing a startup is challenging enough. Don't allow legal planning to burden your business! Set yourself up for success with "10,000 Startups", a podcast based on the book that describes impactful legal planning for startup companies. Attorney Roger Royse and his guests take you through the successful outcomes that result from strategic legal planning. Startup law is complex and covers a wide range of legal disciplines and highlights the questions you should ask to ensure that you have the best possible chance for success.
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June 3, 202613 min
Startup disputes and Delaware developments
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May 22, 20263 min
QSBS Stacking: Pigs get fat and hogs get slaughtered
Send us Fan MailIn this episode of his podcast, Roger Royse discusses the tax-planning strategy known as "QSBS Stacking" and warns that the IRS is increasingly viewing it as an abusive practice (0:02-0:16, 2:47-2:54).What is QSBS Stacking?Qualified Small Business Stock (QSBS) allows holders to exclude up to $15 million of capital gains (for stock acquired after July 2025) upon sale, provided specific holding period requirements are met (0:26-0:41, 2:08-2:13).The Strategy: Under IRC Section 1202(h), when QSBS is transferred via gift, the recipient "tacks on" the original holder's holding period and tax basis (0:55-1:13).Multiplying the Benefit: By gifting stock to multiple individuals (such as children) or non-grantor trusts, taxpayers create new, separate taxpayers. Each of these recipients is then entitled to their own separate $15 million exemption, effectively "stacking" the total tax exclusion (1:13-2:01).Potential Regulatory ChangesWhile Congress expanded QSBS benefits recently, it did not take action to curb stacking (2:34-2:46). However, Roger Royse reports that a high-ranking Treasury official recently signaled that the government considers stacking an abusive "Silicon Valley tax shelter" and intends to address it through future regulations (2:21-2:34, 2:47-3:00).Founders and investors are advised to stay tuned, as new guidance could significantly impact the viability of this strategy (2:56-3:04).
May 21, 202625 min
Kim Le: Your Books are Killing Your Deal
Send us Fan MailKim Le, Founder of A2Q2, helps tech leaders scale sales and finance systems with clarity and confidence. This episode discusses accounting and books for startups including best practices, common mistakes and war stories.
May 5, 202613 min
My thoughts on Musk v Altman
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April 24, 202614 min
When the Fraud Is Over—but the Liability Isn’t
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April 1, 20268 min
Recent Developments in Delaware Law: Rutledge v. Clearway Energy Group LLC; SB 21, and DGCL 144
Send us Fan MailSB 21 amended Delaware General Corporation Law (DGCL) § 144 (conflicted transactions) and § 220 (books and records) to restore predictability and reduce litigation risk in transactions involving interested directors, officers, and controlling stockholders. A recent DE Supreme Court case ruled on the constitutionality of the law.
March 31, 202622 min
Why crowdfunding financings fail
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March 24, 202658 min
Legal Foundations: Case Study
Send us Fan MailThe legal life of a startup
February 25, 202657 min
Legal Foundations: Troubled Companies
Send us Fan MailFrom Seed to Sale covers the legal essentials to building a startup. Part 11, which covers troubled and distressed startups, including dealing with creditors, fiduciary issues, financing terms, sales, insolvency and bankruptcy proceedings, tax and more. Our speaker is Silicon Valley startup attorney Roger Royse
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