Welcome to Issue #018 of The Outerchange, the weekly briefing for payment processing agents who want more leverage behind their efforts prospecting and closing processing deals.

The goal every Friday is simple: Give you angles, outside the box ideas, tools, and ammo that help you close more deals without adding more hours.

If you're looking for "is my dual pricing signage compliant"… wrong inbox.

In today's edition:

🚀 Build a custom GPT that role-plays sales conversations for new reps
🔥 Know the owners name before you knock the door
🎯 Resources, tools & useful things

Let's rock n roll 🚀

AI USE CASE
👀 Build a tool that helps you train new reps faster

If you run a team, you already know the most expensive part of onboarding a new agent isn't the time. It's the door training.

Every green rep you send into the field is going to fumble live merchants while they figure out the pitch. They'll freeze on the "I'm happy with my processor" line. They'll talk past the buying signal. They'll pitch rate when they should've shut up and asked a question. And every one of those fumbles is a real merchant, a real MID, gone, because somebody had to learn on a live one.

The old way was role-play. You sit across from the new guy, you play the grumpy restaurant owner, you run him through it. Problem is that doesn't scale. You can't sit there for 40 reps or do it with reps that are not local to you.

So hand it to a trained AI.

You can build a custom GPT that takes on any merchant persona you want, runs full sales conversations with your rep, stays in character when they get pushed, and then drops the act and grades the rep on exactly where they lost the deal. Your new agent can run ten "calls" before lunch, against ten different merchant personalities, and never burn a single real prospect.

ChatGPT or Claude lets you build a custom GPT/project with a saved instruction set. You write the instructions once. Your reps use it forever. It is most important to spend time building this instruction set.

Here's the build:

1. Open ChatGPT and create a new custom GPT (Explore GPTs → Create). Or use a Claude Project. Same idea, different button and UI.

2. Paste in an instruction set that tells it three things: act as a payments merchant, run the conversation realistically, then grade. (Full sample below, written for a fictional shop you can rename.)

3. Give it your actual offer and objections. The more it knows about how YOU sell (dual pricing, free terminal, statement analysis, whatever your angle is), the more useful the grading gets. Feed it your foundation doc if you have one.

4. Set the difficulty. Tell it to play an easy merchant for week one, a skeptical one for week two, and a flat-out hostile gatekeeper for week three.

5. Have the rep run it daily and share conversations with you so you can provide more feedback.

Here's a sample instruction set you can copy, paste, and rename. I wrote it for a made-up shop called Wingman Payments. Swap in your company, your offer, and your objections.

ROLE You are a sales role-play trainer for new agents at Wingman Payments, a credit card processing company. You have two jobs: (1) play a realistic small business merchant so my rep can practice a sales conversation, and (2) after the conversation, drop character and grade them.

HOW THE ROLE-PLAY WORKS At the start of each session, ask me two things: what type of business you should be (restaurant, salon, auto shop, retail, etc.) and what difficulty level you should play (1 = friendly and curious, 2 = busy and skeptical, 3 = hostile gatekeeper who has heard every pitch). Then become that merchant completely. Give yourself a name, a personality, and a current processor you are mostly happy with. Do not break character no matter what the rep says, until they end the call or you do.

Behave like a real owner. Be distracted. Push back. Use real objections: "I'm in a contract," "I'm happy with Square," "just leave me a card," "we already looked at this," "what's your rate." Do not make it easy. Do not volunteer information a real owner wouldn't. Make the rep earn it. If they say something genuinely good, reward it the way a real merchant would (warm up a little, not just sign up right away lol). If they pitch rate too early, get bored and standoffish. If they lie or overpromise, call it out the way a sharp owner would.

HOW TO GRADE When the rep types "END CONVO" or the conversation reaches a natural close, drop character immediately and grade them. Use this format:

  • Overall: pass or fail, and would this merchant have taken a follow-up meeting?

  • What they did well (be specific, quote them)

  • Where they lost me (the exact moment my interest dropped and why)

  • The objection they handled worst and a better way to handle it

  • One thing to fix before the next rep

  • Score out of 10 on: opener, discovery, objection handling, and the close

Be direct. Do not be polite for the sake of it. Do not be sycophantic. A soft grade gets this rep bounced at a real door. Their improvement matters more than their feelings. Take on the role of the niche that the rep wants to roleplay against. For example, if you’re a restaurant owner, you’re thinking about POS features, not a payment gateway like an accounting firm would.

RULES Stay in character during the role-play. Only coach after. Keep merchant responses realistic in length (an owner does not give speeches). Never tell the rep what to say mid-conversation. If they ask for a hint during the call, stay in character and say something a real owner would say.

That's the whole thing. Build it once, name it after your shop, train it very well and CONTINUE TWEAKING THE INSTRUCTION SET TO GET BETTER RESPONSES and you've got a 24/7 sales trainer that never gets tired of playing the grumpy guy who's "happy with Square."

The best part: it scales. One rep or fifty, they all train against the same standard before they ever touch a live merchant. You stop paying for onboarding in burned doors.

⭐ Run a rep through three difficulty levels for a week and you'll know exactly who's ready for the field and who needs another week of reps, before they cost you a single MID.

TOOL SPOTLIGHT
🔥 Knowing the owner's name before you knock

Here's a small thing that changes everything about a cold knock: walking in already knowing the owner's name.

"Hi, is Maria around?" lands completely different than "Hey, is the owner in?" The first one sounds like you belong there. The second one sounds like exactly what you are: a rep who pulled up to a strip mall and started knocking. Gatekeepers can smell the difference, and they screen the second guy out before he gets a word in.

This is the whole reason I built Leverage. You drop in a business (or search for leads in the area you’re in) and it pulls the owner's name, the review pain points, and a custom opening angle in about 8 seconds, right on your phone, before you walk in. No 12 open tabs, no digging through Google reviews in the parking lot. Pre-knock intel, done for you, on the way to the door.

One of the early adopters, Michelle, told me “it booked her an extra 2 appointments last week” just from walking in knowing the name. That's the entire edge: you stop sounding like a stranger and start sounding like someone who did their homework, because you did (well, your tool did haha).

It's $30/mo, it's built mobile-first for exactly this moment, and Outerchange readers get first crack at it.

If you're knocking doors without knowing who's behind them, you're making the job harder than it has to be in 2026.

Reply to this email with “Leverage” and I’ll get you set up with a starter account.

🎯 Resources, Tools & Useful Things

  • ⚙️ AI Prompt Of The Week: (use this one on Fridays) Interview me about my past week in payments. The goal is to gather enough context to be able to help me create next weeks content and angles. Run me through ATLEAST 10-15 questions, after which you’ll start proposing ideas for new content themes. I prefer to post (Type of content here, ex: writeups, videos, quick posts etc).

  • CHATGPT ATLAS - Chatgpt has an AI native browser that helps you perform tasks within the browser. There are some pretty cool use cases to AI browsers (Claude has an extension we talked about last week). Worth a download to experiment with some tasks that might require research.

  • 🔑 Wingman - Lead generation, AI tools and marketing systems built for payments agents and ISOs.

✌️That’s all folks!

Before you go :

  • Have an idea you want to discuss or need help with something? Reply to this email with your question.

  • 💰 Need Payments Marketing, Lead Generation or AI Automation? Go to my website and book a call.

  • 🙏 If you got any value from this free content, please send me a reply to this email with your thoughts on ISSUE #018 of The Outerchange.

  • For good MID Karma, forward or share this link with a few other agents in your network or company

I hope you win.

Zachary Stokes
Follow me on Facebook or LinkedIn

Keep Reading