The first AI appointment setter built exclusively for payment agents & ISOs. Chip scrapes, personalizes, emails, and books merchant meetings while you sleep. No retainer. No base. He eats what he kills.
Every agent we talk to says the same thing: "I just need more conversations." But here's how that usually goes.
Silicon Valley poured billions into Toast, Square, Stripe, Clover, and every SaaS fintech that's ever raised a seed round. They've got engineers in Palo Alto building AI outbound machines, data science teams scraping merchants in real-time, and marketing budgets bigger than your entire pipeline.
Meanwhile, you — the agent from Arkansas, or Ohio, or some town nobody's heard of — are cold-calling restaurants off a Google Maps list with a Yeti tumbler and a prayer.
Chip isn't software. Chip isn't a tool. Chip is an AI employee you hire to run your top-of-funnel — wired directly into your CRM, sending hyper-personalized outreach to real merchants in your ICP, every single day.
Chip is a little too in love with dual pricing and obsessed with merchant IDs, and built to do one thing: make you more money than you'd make without him.
"I don't need a desk. I don't need a chair. I sleep in the cloud and I dream in basis points."
"Vacation days? I don't even take bathroom breaks. While you're at your kid's soccer game, I'm booking your next merchant."
Before you hire me, we need to be on the same page. I've got opinions, and I've got rules. If you can't hang with these, we're probably not a fit.
Chip has friends. Those friends help you automate even more parts of your business. Let's take a look.
Chip runs a crew. Each one specialized. All of them work for you.
Writes your Facebook, LinkedIn, and Instagram posts in your voice. Builds authority while Chip books meetings. Your agent brand stays loud even when you're not posting.
Post lives in your CRM and social channels. Every week, he:
"You close merchants. I make sure they remember your name before you ever call them."
Scans your local market daily for brand new businesses — fresh permits, new LLCs, grand openings. You get the merchant before your competitor even knows they exist.
Scout runs a daily scrape across the databases your competitors ignore:
"By the time they Google 'how to accept credit cards,' you're already in their inbox."
Drop in a merchant statement. Chip breaks down their effective rate, hidden fees, and exactly where you can save them money — in seconds, not an afternoon of highlighting.
Mids lives to rip apart processor statements. Upload a PDF and he:
"Show me the statement. I'll show you where they're getting robbed."
Turns that statement analysis into a merchant-ready proposal PDF with side-by-side comparisons, savings projections, and your branding. Close faster. Look pro.
Deck takes whatever Mids found and builds the merchant-ready document that gets you signed:
"You send a PDF, they sign. I make sure the PDF looks like you spent three hours on it."
One hire. A whole department.
Hire Chip →All of it. While you're closing deals, fulfilling accounts, or finally taking a day off.
New merchants in your target geos pulled, filtered, enriched, and emailed daily.
Every one written like a human wrote it. Referencing the merchant's actual business.
Scout scopes out every business before you show up — owner, history, pain points, the whole deal.
Facebook, LinkedIn, Instagram. In your voice. Authority-building on autopilot.
Fresh businesses registered this week in your market. You get them before Square does.
Drop a merchant statement. Get effective rate, junk fees, and savings breakdown in seconds.
Branded, merchant-ready PDF with savings projections. Close faster. Look like a pro.
No sick days. No vacation. No "my kid had a recital." Chip is always on shift.
That's easily 10-15 hours of work done for you every week.
What you do with your time back is your problem.
Hire Chip solo and he works on commission only. Or roll out the full crew — Chip plus his friends running your top-of-funnel AND back-of-house.
We go through exact pricing on a free discovery call. No surprises, no pressure.
Here's what every agent asks before they hire Chip. Straight answers, no fluff.
No. Cold email agencies run volume — they're blasting 5,000 emails a day off 59 burner domains to get 2 replies. That model torches your sending reputation and treats merchants like numbers.
Chip is the opposite: one domain, your domain, 20-30 hyper-personalized emails a day. Every email references the merchant's actual business. This is artisan outbound, not spray-and-pray.
No — and that's the whole point. The reason cold email agencies burn domains is they push massive volume past spam thresholds. Chip stays human-scale (20-30/day) and warms the domain properly before sending a single email.
You get the results of outbound without the cost of a scorched inbox. Your primary domain stays clean for closing merchants.
You do. Always. You own your sending domain. You own your HighLevel sub-account. You own every contact Chip scrapes and every conversation he starts.
If you ever fire Chip, you walk away with everything. We don't hold your assets hostage — that's not how real business relationships work.
Then you don't pay him. That's the commission structure — no meeting, no commission. Chip only eats what he kills.
That said, if Chip's not producing, something's usually off: your ICP is too narrow, your close rate on demos needs work, or your offer needs sharpening. We'll flag it and fix it. Chip working in a vacuum helps nobody.
Preferred, but not required. If you already have HighLevel, we deploy Chip inside your existing account. If you don't, we'll set you up with one as part of deployment.
Either way, Chip lives where the CRM lives. Your inbox, your pipeline, your conversations — all in one place.
Deployment takes about 7-10 days: domain setup, Mailgun config, ICP research, Apify scraping criteria, copy written and tested. Then there's a 14-day domain warmup before Chip sends his first real email.
Replies typically start in the first 2-3 weeks of active sending. Booked meetings follow shortly after — depending on your ICP and your ability to move conversations to the calendar quickly.
Look. I know you've been burned before. Some appointment setter promised you leads, charged you $3K a month or $200 per appointment, and told you the lead was a real person when they actually died 7 months ago.
I'm not them. I don't want a retainer. I don't want a base salary. I don't want your money until I get you leads with proven results inside the CRM (pics or it didn't happen baby).
All I want is a shot. One niche. One pipeline. Ninety days. If I can't get you some more leads with real merchants who'll take your call — fire me. You lose nothing except a little bit of time because I'm definitely not taking your money.
But if I can? You've just hired the cheapest, hungriest, never-sleeping SDR in the payments business.
Only 5 agents in the beta cohort. Get first access, founder pricing, and a 1-on-1 deployment with the Wingman team.