Dropbox

Marketing tactic: 'Oops' follow-up email works

This newsletter piece describes a deliberate email-marketing tactic where a sender first sends a believable “mistake” email and then follows up moments later with an apology containing the real pitch or working link. The author cites Coframe (the sponsor) as an AI platform for nonstop website A/B testing, claims Coframe is partnered with OpenAI, and gives examples where companies (Replit, Dropbox, Intuit) reportedly drove performance with the tool. Several brands (Virgin Voyages, The Fork, Indochino, Epidemic Sound) are shown using “oops” emails as marketing. The article warns not to overuse the approach.

Town emerges as promising personal AI assistant

Town, a personal AI assistant founded by Jean-Denis Greze and Tony Vincent, exited beta on June 3 and closed a $55M Series A led by Alex Rampell at a16z (with Forerunner, First Round, Alt Capital, and Conviction participating). The product centers on heavy upfront personal-data pre-processing (a “personal wiki” / mini-CRM), features like morning briefings, auto-inbox drafting, and meeting briefings, and aims to add network effects via a team layer and an "agent-to-agent" interaction model. The author, paid by Town to analyze the product but retaining editorial independence, reports strong utility in daily task automation and estimates by the founders that the pre-processing costs about $100 per user; early adoption metrics include ~10% usage for agent-to-agent and 10–15% of interactions driven by auto-recommendations.

OpenAI launches ChatGPT for Small Business program

OpenAI announced the ChatGPT for small businesses program to help small companies scale and increase productivity using ChatGPT. The initiative includes hands-on virtual training, in-person OpenAI Academy events, new starter guides, and curated partner plugins/skills and promotions from companies such as Dropbox, Shopify, Intuit, Slack, Atlassian, and Wix. The announcement highlights ChatGPT Work — an agentic capability powered by GPT‑5.6 — as available to small businesses today, and cites prior Small Business AI Jams results showing 78% of participants built a functional AI workflow in one day and 42% saved more than five hours per week. The program invites small businesses to join webinars, in-person academies, and sign up for updates.