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Startup Tax & Equity
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Startup Tax & Equity

Tax and equity basics every founder should know. Covers cap tables, stock options, 83(b) elections, QSBS and how equity decisions affect founders, employees and investors.

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New startup employee signing a stock option agreement with an HR manager at a desk
ISOs vs. NSOs: Employee Stock Options and Exercise Windows Explained
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Founder at a post office counter mailing an important envelope, clerk stamping it
The 83(b) Election: The 30-Day Deadline That Can Cost Founders Millions
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Renovated brick warehouse turned startup offices on a revitalised city street, sunny day
Opportunity Zone Funds: What Startup Investors Should Know
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Donor meeting staff at a community charity centre, volunteers working in the background
Donating Startup Stock: Donor-Advised Funds and Charitable Strategies
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Family meeting with an estate planning attorney in a bright office, documents on the table
Estate Planning With Private Company Shares Before a Liquidity Event
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Accountant and investor reviewing a portfolio statement together at a desk, calculator and papers
When to Write Off a Startup Investment: Warning Signs and Accounting
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Retired couple reviewing retirement account statements at a sunny kitchen table with a laptop
Investing in Startups Through a Self-Directed IRA: Rules and Pitfalls
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Investor meeting with a tax advisor in a bright office, papers and a laptop on the table, city view
Investing in US Startups as a Non-US Investor: Structures and Tax Basics
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Co-founders seated together at a table discussing an equity split
Co-Founder Equity Splits: Frameworks That Survive Year Three
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Finance team reviewing research and development tax credit documentation on a tablet
R&D Tax Credits and Section 174 for Startups
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International founders planning a corporate restructure into a US holding company
The Delaware Flip: Structuring for Founders Outside the US
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Co-founders around a table discussing vesting schedules and acceleration terms
Founder Vesting and Acceleration: Single vs Double Trigger Explained
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Manager presenting dilution analysis showing the true cost of an employee option pool
The Option Pool Shuffle: What Employee Equity Really Costs Founders
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Investor reviewing capital gains figures relating to qualified small business stock
QSBS Explained: How Section 1202 Can Make Startup Gains Tax-Free
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Lawyer on a call explaining how liquidation preferences affect founder proceeds at exit
Liquidation Preferences Explained: What Founders Actually Take Home at Exit
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