How to stop guessing what to say and start consistently booking calls down in the DMs
Go from hoping DM conversations work... to having a proven playbook that actually gets results
Alex crouched behind a display of organic quinoa at Whole Foods, eavesdropping on what had to be the most bizarre conversation she'd ever witnessed in the cereal aisle.
A woman in scrubs was interrogating a teenage employee about his dating success with a clipboard and intense focus that would make a Inspector Gadget (I probably just seriously aged myself 🤣) jealous.
"Okay honey, so tell me about Emma again," the woman said, clipboard in hand. "What did you say to her at the smoothie place?"
The kid, whose name tag read "Tyler," rolled his eyes but answered. "Mom, I told you - I just asked what she was getting, said I liked mango too, then asked if she wanted to hang out after my shift."
"And she gave you her number?"
"Yeah, but that's not gonna work for prom. That was just casual."
"What about that girl Sophia from the bookstore?"
Tyler brightened up. "Oh yeah! She was looking at cookbooks and seemed totally lost. I asked if she was trying to learn cooking, and when she said she was terrible at it, I told her about that pasta thing you taught me. Then I got her number to send her the recipe."
His mom nodded enthusiastically. "See? And Madison?"
"Madison was having a total meltdown with her locker. I helped her get it open, we laughed about how these school locks are ancient, and I got her number to text her some tricks that actually work."
"Tyler!" his mom said, getting excited. "Don't you see what you're doing? You notice when someone needs help, you actually help them, then you give them a reason to stay in touch. That's your thing!"
Alex realized she was witnessing a mother helping her son figure out his own successful pattern so he could use it for prom.
As Tyler's face lit up with understanding, Alex had her own lightning-bolt moment about her DM conversations. She'd been treating every successful interaction like a lucky accident instead of valuable data to be studied and repeated.
What if she could reverse-engineer her DM wins the same way Tyler's mom was helping him find a date for prom?!?!?
How AI Became Alex's Secret DM Decoder
That evening, Alex opened her laptop and pulled up three DM conversations that had led to a sales call recently.
If Tyler's mom could systematically analyze her teenage son’s dating patterns, maybe ChatGPT could help her decode her DM success patterns.
Alex opened a new chat window and typed: "I'm going to paste three successful DM conversations that led to booked calls. Can you analyze what made each one work and identify patterns I can reuse?"
She pasted the first conversation with Marcus, a consultant who'd booked a call after Alex shared a brief client story. Then the second with Lisa, who'd gone from hesitant to excited when Alex asked about her specific revenue goals. Finally, the third with David, who'd practically begged to schedule after Alex mentioned her program's community aspect.
ChatGPT's response made Alex sit up straight:
Looking at these 3 conversations, here are the clear patterns:
→ Tone Pattern:
You used peer-to-peer language in all three ('Your situation reminds me...', 'I totally get that...', 'That makes complete sense...')
→ Question Style:
Each conversation included one specific, actionable question rather than general inquiries. You asked about exact revenue numbers, specific challenges, and concrete goals.
→ Transition Moments:
In every case, engagement increased right after you shared something relatable (client story, personal experience, or community insight) that matched their exact situation.
→ Call-to-Action Timing:
You waited until they expressed genuine interest or frustration before suggesting next steps.
Alex stared at the screen. In 30 seconds, AI had identified patterns that would have taken her hours to recognize on her own.
Looking at the analysis, Alex realized she'd been celebrating these wins without learning from them. Like Tyler before his mom's intervention, she'd been hoping for magic every time she opened her DMs, instead of studying what actually worked.
But now she had a systematic way to decode her success.
The Win-Decode Formula
Alex's quinoa-aisle revelation led her to using my Win-Decode Formula - a method for turning past wins into future success:
Step 1️⃣:
Collect Your Wins Gather 3-5 DM conversations that led to sales calls, strong engagement, or positive responses.
Step 2️⃣: Code the Patterns Use different colors to highlight:
Tone and approach (casual, professional, empathetic)
Question types (specific, emotional, goal-focused)
Response triggers (stories, insights, offers)
Step 3️⃣: Identify Common Elements
Look for phrases, question structures, or approaches that appear in multiple successful conversations.
Step 4️⃣: Extract Reusable Templates
Turn your successful patterns into templates you can adapt for future conversations.
Step 5️⃣: Test and Iterate
Use your extracted patterns in new conversations and track which ones consistently generate positive responses.
From Quinoa To Qualified Sales Calls
Three months after implementing my win-Decode Formula, Alex was experiencing completely different results in her Dm convos.
Instead of hoping each new prospect interaction would somehow work out, she had a tested playbook of approaches that consistently generated positive responses.
Her sales call bookings increased 3-fold, simply because she started using proven patterns, instead of winging it every single conversation.
More importantly, Alex felt confident in her ability to convert prospects from DM conversations for the first time.
She knew which questions created engagement, which tone worked best for different prospect types, and how to transition naturally from initial interest, to sales calls.
Alex learned from Tyler’s mom that the difference between random success and systematic success isn't talent or luck - it's paying attention to what works… and doing more of it.
Your past wins contain the blueprint for your future success. The question isn't whether you're capable of great DM conversations - it's whether you're paying attention to the great ones you've already had.
Today’s Mega-Prompt: "DM Pattern Decoder"
You booked the call.
But can you repeat it?
Most coaches fly blind when it comes to what actually worked in their DMs. This mega-prompt gives you the clarity to stop guessing… and start repeating what works.
Paid members get:
✔ A full breakdown of 3 successful DM conversations
→ Tone, structure, timing, and language decoded
→ Key moments that built trust and moved the convo forward
✔ A 3–5 step repeatable playbook to apply immediately
✔ Message patterns you can save, tag, and reuse