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  • Triple Threat: GPT‐5 Just Raised the Bar · Toys R Us Lowered It · The GPT That Builds Sales-Ready, AIO/SEO-Smart FAQs

Triple Threat: GPT‐5 Just Raised the Bar · Toys R Us Lowered It · The GPT That Builds Sales-Ready, AIO/SEO-Smart FAQs

What you’ll find in this week’s Triple Threat:

  • 💥 Power: GPT‑5 just dropped and here’s what it unlocks for sales and marketing teams

  • 🎯 Precision: Toys ’R’ Us botched their AI launch—what every team should learn from it

  • 🚀 Momentum: Adaptive FAQ Builder GPT turns raw customer feedback into scalable, SEO-ready answers

💥 Power: A tool that unlocks a new superpower for your business

GPT‑5 just dropped (literally as I was writing this newsletter). Here’s what it actually means for the future of sales & marketing

Note: I try hard not to turn this newsletter into weekly AI hype, but this one matters.

What it is:

OpenAI rolled out GPT‑5 today—live for all users, no wait. And because AI evolves at warp speed, the point here is to keep you in the loop so you stay up-to-date on what’s happening.

Here’s what’s new and actually helpful:

  • Smarter reasoning: It handles complex prompts better. You can ask it to sequence steps, compare strategies, or tailor outputs for different buyer personas—and it holds the logic.

  • Faster responses: Output is nearly instant, which makes it usable mid-call, mid-draft, or when you need to move fast on messaging.

  • More accurate: GPT‑5 makes fewer guesses and gives clearer, more grounded answers. You’re not constantly asking, “Did it just make that up?”

  • Tool-ready: It connects with Gmail, Calendar, voice mode, and customizable assistant “themes.” These integrations make it easier to embed into actual workflows—not just side projects.

How it affects sales and marketing:

I tested it on real marketing and sales tasks and work: rewriting positioning, drafting follow-ups, and summarizing sales calls. And I was surprised by how little I had to change. It wasn’t perfect, but it was fast, sharp, and usable.

Still not a replacement for a great marketer or sales rep with experience and instinct, BUT it gets you 80% of the way there in 20% of the time.

This isn’t about replacing people. It’s about saving time on work your team already does—writing follow-ups, refining positioning, turning customer insights into campaigns.

What you can try today:


This isn’t about replacing people. It’s about offloading the repetitive parts of high-value work, so your team can stay focused on strategy, creativity, and closing.

Here are a few use cases I was testing with GPT‑5 today and found the answers to be far more superior to the 4o model:

1. Build messaging from real conversations
Upload a few sales calls. Ask:

“What objections or pain points stand out here? Draft a follow-up email that directly addresses them.”

2. Tailor your pitch by buyer type
Paste in your one-liner or homepage copy. Prompt:

“Rewrite this for a CFO focused on cost control. Then again for a Head of Ops focused on rollout speed.”

3. Pressure-test outbound sequences
Share a recent email flow. Ask:

“Where is this too vague or product-focused? Suggest clearer, more benefit-led messaging.”

These are small moves that create real leverage, quicker answers, tighter copy, and better alignment between what buyers say and how you respond.

Business impact:

  • Condense hours of sales and marketing work into minutes

  • Generate follow-ups, positioning, objection handling, and copy in real time

  • Work faster without breaking focus or switching tools

If you want a deeper look on all of the cool things GPT-5 can do, here is a great video that you can watch.

🎯Precision: A real-world case where the strategy clicked—and what it means for growth, trust, and traction

Toys ’R’ Us rushed AI—and paid for it in public

I used to work in the toy industry, and sadly, I haven’t seen Toys ’R’ Us get a lot right over the years. But this one? Almost funny, if it weren’t so predictable.

They rolled out an AI chatbot to handle customer service, questions about products, orders, and store info. The goal: save time, modernize, reduce manual work.

Sounds like a great idea, right?

But the execution was sloppy. The bot gave irrelevant and confusing answers to parents and kids. Screenshots hit social. The whole thing became a brand punchline.

What happened next:

  • Customers mocked the brand publicly

  • The story got picked up by tech and retail media

  • Internal teams had to jump in, fix everything manually, and retrain the bot

  • Whatever time and money they hoped to save got spent on cleanup

Why it failed:

  • No real-world testing

  • Poor training data that didn’t reflect actual user needs

  • No fallback to human support

  • Rushed to launch without pressure-testing the experience

What it teaches:
Typically, one of the first entry points for businesses adopting AI is adding a chatbot to their website. It’s easy to justify: 24/7 help, lower support costs, fast answers.

But here’s the truth. A bot is only as good as the information you give it. You have to test it. You have to ask it ridiculous questions. You have to make it fail on purpose, so it doesn’t fail on your customers.

How to apply it:

  • Train bots using real call transcripts, tickets, and chats

  • Test edge cases: nonsense inputs, sarcasm, loaded questions

  • Build a clear handoff to humans when things go sideways

  • Launch quietly, iterate, then scale

Bottom line:
When AI touches your customers, it’s not a side project, it’s a product. Treat it with that level of care.

🚀 Momentum — A custom GPT I create to help you take action today

Adaptive FAQ Builder GPT: Turn customer conversations into scalable sales and support assets

Most teams collect tons of feedback, calls, chats, review, but don’t act on it. Adaptive FAQ Builder GPT helps CEOs marketing, and sales leaders turn that passive input into living FAQs that improve sales readiness, clarify messaging, and strengthen customer support (and AIO).

Who it’s for:
CEOs, Sales and Marketing leaders, and operators who want to extract real value from the conversations their teams are already having.

What it does:
Upload your transcripts, support chats, or customer reviews. The GPT identifies recurring questions, common objections, and missed opportunities—then writes usable FAQ entries and objection-handling responses you can plug into sales collateral, help docs, or rep onboarding.

Why it’s worth using:

  • Transforms unstructured customer data into usable sales + support content

  • Surfaces patterns across teams without waiting for a post-mortem

  • Gives you a scalable system for capturing and deploying real buyer feedback

  • Great for SEO + AIO: build search-friendly, AI-ready content using language your buyers actually use

*Note: You will need a ChatGPT account (ideally a Plus or Team plan) to run this GPT.

Trying to build a smarter sales and marketing engine, but drowning in AI tools and disconnected tools?

Let’s make it simple.

Book a 30-minute Growth Plan session and we’ll map how to use AI to streamline your outreach, sharpen your positioning, and turn feedback into a system that scales.

For more tactical insights on where sales, marketing, and AI actually converge, I share more daily on LinkedIn.

If this issue helped clarify your direction or speed up your execution, forward it to someone serious about building smarter.

Cheers,

Alexandria Ohlinger
CEO, Leadway