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42 tagged with "Equity Instruments"

Understanding stock, SAFE notes, convertible notes, and startup financing structures

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ISO vs NQSO: Stock Option Tax Treatment Every Tech Worker Needs to Understand
·mike

ISO vs NQSO: Stock Option Tax Treatment Every Tech Worker Needs to Understand

Incentive Stock Options and Non-Qualified Stock Options trigger taxes at different events and rates. This guide covers the AMT trap, qualifying vs. disqualifying dispositions, the $100,000 ISO vesting limit, and eight strategies tech workers use to lower the tax bill on equity compensation.

tax
tax-planning
equity-instruments
equity
+4
QSBS Section 1202 Exclusion: How Founders Can Save Millions in Capital Gains Tax
·mike

QSBS Section 1202 Exclusion: How Founders Can Save Millions in Capital Gains Tax

A 2026 guide to Section 1202 QSBS for founders, early employees, and angel investors — eligibility tests, the new $15M cap and tiered holding periods under OBBBA, stacking with non-grantor trusts, state conformity gaps in California and Pennsylvania, and how to claim the exclusion on Form 8949.

tax
tax-planning
capital-gains
startup
+4
Section 1244 Stock: How Failed Startup Investors Can Deduct Up to $100,000 as Ordinary Loss
·mike

Section 1244 Stock: How Failed Startup Investors Can Deduct Up to $100,000 as Ordinary Loss

Section 1244 of the Internal Revenue Code lets qualifying small business stock losses be deducted as ordinary losses up to $50,000 per year for single filers and $100,000 for joint filers, bypassing the $3,000 annual cap on capital losses. This guide covers the corporate and shareholder requirements, how to claim the loss on Form 4797, and the documentation traps that disqualify ordinary-loss claims.

tax
tax-planning
startup
equity-instruments
+4
Cap Table Management for Startups: A Practical Guide from Seed to Exit
·mike

Cap Table Management for Startups: A Practical Guide from Seed to Exit

A practical guide to managing a startup cap table from incorporation to exit — covering SAFEs, priced rounds, option pool sizing, 409A valuations, vesting mechanics, dilution math, and the diligence-ready habits that prevent costly equity surprises.

startup
equity
equity-instruments
fundraising
+4
Alternative Minimum Tax: What It Is, Who Pays It, and How to Minimize It
·mike

Alternative Minimum Tax: What It Is, Who Pays It, and How to Minimize It

The AMT is a parallel federal tax system that disallows many standard deductions—here's how it's calculated, which 2025 exemption thresholds apply, and concrete strategies (from ISO exercise timing to bond selection) to reduce your exposure.

tax
tax-planning
tax-compliance
personal-finance
+3
Understanding Equity Instruments: A Comprehensive Guide for Startups and Investors
·mike

Understanding Equity Instruments: A Comprehensive Guide for Startups and Investors

Gain essential insights into equity instruments, the backbone of startup financing. This guide covers everything from traditional stocks to innovative financing structures, helping entrepreneurs and investors navigate the complexities of ownership and investment returns.

entrepreneurship
startup
financial-management
equity-instruments
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