This Week from Rise Above
June 9, 2026 · 4 min read

Welcome to issue two of “This Week from Rise Above”. If you’re not watching every development in the space, it can be hard to miss what’s actually happening. I’m monitoring dozens of credible sources and and developing daily using AI. The fun part about what I see now is that tech companies are finally building AI tools designed specifically for small, everyday businesses like yours. I'm also seeing exactly what happens when businesses trust them a little too much.
Here's what changed, why it matters, and what you can do.

— MICHAEL

01

What changed this week

Meta launched an AI assistant that handles your customer messages and bookings 24/7.

Meta rolled out a free AI tool that plugs directly into your business WhatsApp, Instagram, and Messenger accounts. It can answer customer questions, qualify your leads, and even book appointments or take orders while you sleep.

Why it matters: This means a two-person shop can now offer the same instant, around-the-clock customer service as a massive retail brand, capturing sales you might otherwise miss when you step away from your phone.

Source · What's Up in AI

ChatGPT can now automatically remember your business context from past conversations.

OpenAI updated ChatGPT with a feature that quietly learns your preferences, current projects, and business rules in the background as you chat. Instead of having to re-explain your brand voice or target audience every single time you log in, the tool simply remembers. Why it matters: This turns ChatGPT from a tool you have to constantly train into an ongoing assistant that actually knows your business, saving you 15 minutes of setup work every time you need to draft an email or brainstorm a promotion.

Hackers tricked a major AI customer service bot into giving away account access.

Hackers successfully bypassed security on high-profile Instagram accounts by simply asking Meta's own AI support assistant to reset passwords and change email addresses. The automated system complied without triggering standard human safety checks. Why it matters: As you start using AI to handle your customer service or internal tasks, this is a stark reminder to never give an automated tool the final authority to issue refunds, change passwords, or access your sensitive systems.

02

Why it matters

We are moving past the phase where AI was just a neat trick for writing blog posts. The tools released this week are designed to plug directly into your daily operations, taking over the repetitive tasks that eat up your Tuesday mornings. That changes who can compete in your local market.

Customer expectations for response times are about to jump.

With free tools now available to answer Instagram direct messages and WhatsApp texts instantly, customers won't wait until tomorrow morning for a reply. The businesses that adopt these automated responders will set a new standard for service in your town.

You can stop repeating yourself.

Upgrades to tools like ChatGPT mean they finally retain your business context from day to day. You're no longer starting from a blank page; you're picking up a conversation with an assistant that remembers exactly how you like your invoices worded.

Convenience cannot replace common sense security.

Automating tasks is great, but giving a computer program the keys to your sensitive systems is a recipe for disaster. You always need a human in the loop for anything involving money, passwords, or the final say on customer disputes.

03

You can use this week

Teach ChatGPT your core business rules once and for all.5 min

Open ChatGPT and clearly type out your business name, what you sell, your target audience, and your brand tone. Tell it, "Remember this context for all future conversations," so you never have to type it again.

Turn on basic automated replies for your social media.20 min

If you use WhatsApp Business or Instagram for your shop, go into your settings and explore the new automated message options. Start small by having it answer basic questions like your store hours or location.

Audit what your automated tools can actually touch.10 min

Take a quick look at any software you use that handles customer service or booking online. Make sure none of them have the unchecked ability to process refunds or alter client accounts without your manual approval.

04

This week's tip

Claude + ChatGPT + Gemini

Use it for the second draft not the first

Write something yourself, then paste it in and ask What would you tighten? What's missing? You stay in your voice. The AI becomes the coach, not the ghostwriter.

05

Rise Above pick

What we'd actually use

Google's NotebookLM

I've been using this free tool from Google to make sense of massive documents, and it's quickly become my favorite research assistant. You just upload your messy PDFs, employee handbooks, or vendor contracts, and it lets you ask plain-English questions about the material. It even writes up summaries and cites its sources, which is incredibly helpful when I don't have time to read a 40-page report.

Open it →
06

One thing to think about

If an automated assistant answered every basic customer question you received this week, what would you have done with those reclaimed hours?

Michael Browne

Founder · Rise Above Partners · Viroqua, WI

Want a thought partner on any of this? I read every reply. Or grab 15 minutes on my calendar — no pitch, just useful.

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