Wednesday · May 13, 2026 · Issue #038 A founder walked into a Jordan session with a vague problem. "Our sales follow-up is inconsistent and we're losing deals we should be closing." Eighteen days later, a fully automated sales follow-up system was live in their business — CRM wired, sequences running, lead routing active. Here's exactly how it happened. ⬡ The Jordan Session — Day 1 Jordan's first question: "What's the biggest bottleneck in your sales process right now — where do deals most...
1 day ago • 1 min read
Tuesday · May 12, 2026 · Issue #037 Most AI tools start by showing you what they can do. Jordan starts by asking what you need. That one difference changes everything about the outcome. Today we're pulling back the curtain on exactly how Jordan works — the four questions, the strategy framework, and why skipping this step is the most expensive mistake most businesses make. ⬡ How Jordan Actually Works The Four Questions Jordan Always Asks Question 1: What's costing you the most time or money...
2 days ago • 1 min read
Monday · May 11, 2026 · Issue #036 Something changed at The Promptory this week. We've always been the place where businesses find the right AI tools and build the right strategy. Jordan does that better than anything else we've seen — one free conversation, ten minutes, a clear path forward. But we kept hearing the same thing after every Jordan session: "This is exactly what I needed. Now how do I actually build it?" ⬡ What's New — The Promptory Implementation Layer Jordan builds your...
3 days ago • 1 min read
Friday · May 8, 2026 · Issue #035 We've spent the whole week talking about the six fears driving AI frustration in business right now. Today we match each one to a vault-vetted tool that actually addresses it. No filler. One tool per problem. Every one independently evaluated — no sponsored placements, no pay-to-rank. ⬡ This Week's Vault Drop — One Tool Per Fear Fear #1 — "I Can't Prove AI Is Worth the Investment" 📅 Reclaim AI Productivity & Time Intelligence · Free tier / From $10/mo · ✦...
5 days ago • 2 min read
Thursday · May 7, 2026 · Issue #034 · Jordan Edition This is the Jordan Edition — where we pull back the curtain on conversations our AI Solutions Director is having with business owners every day. This week's theme: the clarity problem. And the one question most businesses can't answer. ⬡ The Conversation A founder came to Jordan last week with a familiar request: "I need help figuring out which AI tools to use for my business." Jordan's first response wasn't a list of tools. It was a...
7 days ago • 1 min read
Wednesday · May 6, 2026 · Issue #033 Meet a team we'll call the Hartfield Group. Seven people. B2B services. Growing fast. In 2025, they did what most businesses do when they want to stay competitive with AI. They subscribed to things. By Q1 2026, they had 11 active AI subscriptions, a $3,100 monthly bill, and a team using exactly 4 of them. ⬡ The Angst — Fear #6 "We have too many AI tools and none of them work together." 44% of SaaS licenses are unused. Companies consolidating their AI stack...
8 days ago • 1 min read
Tuesday · May 5, 2026 · Issue #032 Here's a stat that should stop you mid-scroll: only 23% of marketers are very confident that the information generative AI produces is accurate. And 30% believe AI-generated content isn't always relevant to their goals. So teams spend more time fact-checking and editing than creating — erasing every efficiency gain. Here's what most of those teams have in common: they're using the wrong tool for the job. ⬡ The Angst — Fear #2 "AI outputs don't sound like us...
9 days ago • 1 min read
Monday · May 4, 2026 · Issue #031 Let's talk about the thing nobody wants to say out loud. Most businesses are frustrated with AI right now. Not because AI doesn't work. Because nobody told them what "working" was supposed to look like. This week we're going straight at the six fears driving AI frustration in 2026 — and pairing each one with a vault-vetted tool that actually solves the problem it's supposed to solve. No hype. Just honest signal on what's working and why. ⬡ This Week In AI —...
10 days ago • 1 min read
Friday · May 1, 2026 · Issue #030 The 5-tool content stack that lets a tiny team out-produce an agency. Happy Friday — and welcome to Issue #030. Thirty issues in. We're just getting started. This week's Vault Drop is built around the theme we've been tracking all week: how small teams are winning the content game against organizations ten times their size. Five tools. Each one solves a specific piece of the content puzzle. Together they're a complete content operation — for a fraction of...
13 days ago • 2 min read