tax-loss-harvesting

Name: tax-loss-harvesting
Availability: InStock
Author: hvkshetry

Scan taxable investment accounts for unrealized losses and suggest replacement securities.

15|7|Updated Aug 6, 2025

Search Tags:#portfolio management #tax strategy #tax loss harvesting #wash sale rule #investment optimization #capital gains tax

Ready to run

npx skills add https://github.com/hvkshetry/StewardOS --skill tax-loss-harvesting-hvkshetry

💬 Prompt for ChatGPT / Claude Chat▼

Please help me install this Agent Skill.
Skill: tax-loss-harvesting
Source: https://github.com/hvkshetry/StewardOS/tree/main/skills/personas/investment-officer/tax-loss-harvesting
Command: npx skills add https://github.com/hvkshetry/StewardOS --skill tax-loss-harvesting-hvkshetry

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes scripts (resource) and references (resource) components.

What problem does it solve?

This Skill helps identify opportunities to sell investments at a loss to offset capital gains taxes, thereby reducing your overall tax liability.

Core Features & Use Cases

Candidate Identification: Scans taxable accounts for positions with unrealized losses.
Tax Savings Estimation: Calculates potential tax savings based on realized and unrealized gains/losses.
Replacement Security Suggestion: Recommends alternative, non-substantially identical securities to maintain portfolio exposure.
Wash Sale Rule Enforcement: Tracks and adheres to the 30-day wash sale window to ensure tax benefits are realized.
Use Case: A user wants to reduce their capital gains tax for the year. This skill analyzes their portfolio, identifies assets with losses, suggests replacements, and ensures compliance with tax regulations.

Quick Start

Analyze my taxable brokerage accounts for tax-loss harvesting opportunities and suggest replacements.

Frequently Asked Questions about tax-loss-harvesting

High-intent search queries and answers about installing and using this skill.

FAQPage Schema

How do I find tax-loss harvesting opportunities in my taxable brokerage accounts?▼

Tax-loss harvesting opportunities are found by scanning taxable investment accounts for positions with unrealized losses to offset capital gains. The skill identifies these candidates and estimates potential tax savings based on your realized and unrealized gains.

How does wash sale rule compliance work when replacing securities for tax-loss harvesting?▼

Wash sale rule compliance is maintained by suggesting non-substantially identical replacement securities and tracking a 30-day window. This ensures you preserve market exposure without invalidating the tax benefits of harvesting the investment losses.

Can I estimate capital gains tax savings before selling assets at a loss?▼

Capital gains tax savings can be estimated by calculating the marginal tax benefit of selling assets at a loss. The skill assesses your tax impact within supported scopes by retrieving realized activity context and evaluating unrealized losses.

What is the best way to maintain market exposure while selling investments at a loss?▼

Maintaining market exposure while selling investments at a loss is achieved by purchasing alternative, non-substantially identical replacement securities. This allows you to retain your portfolio positioning while realizing the tax benefits.

Do I need to validate account taxonomy before scanning for unrealized losses?▼

Validating account taxonomy is required before scanning for unrealized losses. This ensures the skill accurately targets taxable investment accounts rather than tax-advantaged ones when identifying your tax-loss harvesting opportunities.