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ChatGPT Checkout is Coming, 2025 Sales Tax Holidays, Tariff Deadlines and Extensions
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Top 3

1. [READ] ChatGPT Purchase Checkout is Coming

  • ChatGPT will soon offer in-chat checkout with merchants paying a commission.
  • Product listings are already in ChatGPT and expanding to other AI tools like Perplexity
  • Start making your store AI-ready and look at what may be the next big ecommerce channel

2. [WATCH / READ] Sales Tax Holidays 2025 Explained: What’s Exempt, When, and Where

  • Are you ready for the wave of sales tax holidays coming in August 2025? Missing the details could cost you customers (and compliance).
    • What sales tax holidays actually are (and why they matter for online sellers)
    • The four types to watch for in 2025—with real state examples
    • What makes them so complicated (hint: price caps, shipping, and time zones)
    • How to manage them manually or automate it and stop stressing
    • Where to find a reliable, up-to-date state-by-state guide

3. [READ] China Tariff Deal ‘Likely’ Will Be Extended, Bessent Says—But Others Will Still Take Effect Aug. 1

  • The US tariff on China deadline of August 12 will likely extend while both countries negotiate
  • Most other countries tariffs are expected to roll out on August 1 without extension
  • New tariff rates range between 10% and 50% depending on the country

In Other News

[READ] USPS Rate Change Analysis July 2025

  • Priority Mail jumped as much as 51% for some zones; average hike was 6.3%
  • USPS added a $4 fee for non-standard packages like tubes; Flat Rate boxes up 3–11%
  • Some rates fell: Priority Mail Cubic down 10% in Zones 1–4; Media Mail dropped 2%

[LISTEN] Selling Your Business

This is a long, somewhat technical, but valuable conversation on selling a business. Key topics discussed include:

  • Merger and acquisition trends and insights
  • Understanding minority deals
  • Private equity and the deal process

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