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How ChatGPT aids you read buyer's perspective
Daily Sales Newsletter June 24, 2025 |
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Welcome - this is your daily dose of sharp, tactical sales advice.
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In today’s issue:
Jen Allen-Knuth: Use ChatGPT to prep in just minutes
Eric Finch: Build GPT prompts for repeatable sales tasks
Jason Bay: Let AI write your best performing cold email
Ben Gobbitt: Automate complex tasks using ChatGPT
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Use ChatGPT to prep in just minutes
Jen Allen-Knuth offers a smart way to cut down on no-shows by reframing the classic call confirmation email—making it about the prospect, not the pitch:
Step 1: Open ChatGPT and select model “o3” (not 4o).
Type this prompt:
“What’s hard about being the [PROSPECT TITLE] at [ACCOUNT NAME] right now?”
Step 2: ChatGPT will respond instantly on:
→ Key industry, business trends, and patterns
→ Strategic goals the company is likely focused on
→ Challenges the person in said role is probably facing
It’s skimmable, not a research report.
And it includes links to sources if you want to go deeper.
Step 3: Prep to write a better confirmation email
➤ What to send instead of “Just confirming our meeting…”
Don’t do this:
“Hi! Just confirming our call for 4pm tomorrow. Excited to show you how ACME can help you with XYZ!”
Try this instead:
“Saw Jack speak about ACME hitting a $1B ARR target by 2029. That’s a 31% CAGR in a 14% growth market. Looks like the Zeta acquisition in March helped break into bigger deal sizes on the enterprise side."
Theta faced something similar.
Got a few ideas to share on what did/didn’t work for them on enterprise pipeline generation.
“Looking forward to catching up tomorrow at 4pm EST.”
Why this works:
✔ It shows you’ve actually done your homework
✔ It speaks to business goals, not your product
✔ It sets tone for a conversation—not a sales pitch
✘ Skip this language triggering no-shows
Avoid:
• “Excited to chat”
• “Just confirming”
• “Looking forward to showing you...”
• “Following up on our meeting”
Those lines scream "this will be a pitch."
And that's when people ghost.
✅ What it really signals to your buyer
Sending a context-driven confirmation email tells your prospect:
You understand what they’re working on
They don’t have to waste the first 10 minutes educating you.You’re not showing up to pitch
You’re showing up to bring ideas they can react to. That creates pull.This meeting might be worth their time
The bar for attending a vendor call is high. Leading with insight helps you clear it.
Build GPT prompts for repeatable sales tasks
Eric Finch discusses how he went from skeptical to fully reliant on AI for sales by creating dedicated, repeatable workflows that save him 10+ hours weekly:
Stop random prompting — build dedicated projects
If you’re starting from scratch in ChatGPT every time, you’re doing it wrong.
➤ Set up dedicated projects for common sales tasks: discovery follow-ups, executive summaries, territory planning, and so on
➤ Save the right instructions and examples inside every single one
➤ Then reuse them instead of retyping or reprompting every time
Use the $20/mo ChatGPT plan so you can build your own custom GPTs, store instructions, reference materials directly in them.
Once your GPT knows its role (like Sales Rep or Research Analyst) and has past examples, it performs much better with less input, and maintenance.
Use AI/ChatGPT tools in leveling up your prompts
Most people write vague, weak prompts.
Prompt tools help you patch things fast.
✔ Turn lazy prompts like:
“Write a follow-up email to the CTO”
Into detailed, structured prompts with clear instructions.
✔ It corrects typos, clarifies roles, adds context so GPT knows what good looks like
✔ You copy that prompt into ChatGPT or a custom project to get stronger results
Biggest benefit: You only need to write one messy sentence, and prompt tools will format it into a pro-level prompt with parameters and examples.
Use examples and context, not just instructions
The AI improves dramatically when you feed it:
→ Past emails you liked, gave as example
→ Summaries you want to mirror exactly
→ Deal notes, transcripts that give real inputs
Don’t just tell it what to do—show it how you want it done.
Examples from his setup:
➤ A student testimonial → input into a GPT → auto-generates a marketing email using the same tone and structure as past best-performers
➤ A 30-minute discovery call → dropped into a dedicated GPT → returns follow-up email, Salesforce notes, and exec summary in minutes
Create workflows for repeatable sales tasks
Don’t just use AI for one-off requests—build reusable tools that solve real problems.
Examples he uses daily:
✔ “Discovery Summary Bot” → Summarizes transcript + generates follow-up and CRM updates
✔ “Territory Planner” → Prioritizes accounts based on uploaded criteria
✔ “Testimonial to Email” → Converts a success story into marketing content instantly
He runs everything through a project with embedded instructions, prompt formatting, and example outputs for consistency.
If you’re still typing in new prompts every time, you're wasting time and settling for average output.
Let AI write your best performing cold email
Jason Bay provides a fast, structured way to building cold emails with AI that actually get replies—by feeding ChatGPT high-quality inputs first as example:
Step 1: Feed ChatGPT your personas
Start a new chat for each target account.
That way all your research stays organized in one thread.
Then give ChatGPT detailed info on:
✔ The personas you sell to (job titles, day-to-day responsibilities, goals)
✔ What they really care about (KPIs, blockers, initiatives)
✔ Triggers you look for (e.g., product launches, job changes, tech stack shifts)
Example:
"I sell to VPs of Ops at pharma companies. They care about faster clinical trial starts. Look for: new trials announced, FDA approvals, hiring activity in ops or data teams."
Step 2: Use this given starter prompt
Once ChatGPT knows the persona and trigger, use this exact format to write the email:
Subject line:
5 words or less than given
→ Specific enough to feel like an internal note
Line 1 – Reason:
What you observed that connects to them (event, change, announcement)
Line 2 – The problem:
Explain how that event creates friction for them (not just the business)
Line 3 – Social proof:
Mention a similar customer + the outcome you helped them achieve
Line 4 – Call To Action:
Use a closed-ended, interest-based question focused on the prospect
Example:
Subject: FAPI approval
“Hi David,
Saw that you just got FDA approval to proceed with the Fibroblast Activation Protein Inhibitor (FAPI) clinical trial.
As you launch this trial, we usually hear that manual paper systems and Excel databases create extra work that could delay startup dates.
We’re helping operations leaders capture trial data more easily to shorten startup timelines to under 4 weeks.
Worth a quick chat?”
Step 3: Polish the output carefully
Your first draft won’t be perfect.
Tell ChatGPT exactly what to fix:
• “Make it shorter, detailed, and persuasive”
• “Use specific language from the company website”
• “Add clearer trigger from recent news”
Treat it like a co-writer, not a robot.
Some of the few best AI tool practices
✔ Start a new chat per account
✔ Prompt in casual English
✔ Be clear, but polite—ChatGPT responds better
✔ Use 80 words or less than given
✔ Write in your customer’s language
TO-GO
Patrick Trümpi: Use AI to draft client-ready proposals
Josh Braun: Making sharper questions with ChatGPT
Mor Assouline: Let AI handle the work stalling progress
Ben Gobbitt: Automate complex tasks using ChatGPT
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