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🤖 ChatGPT assistant
Build your personal AI strategy within minutes
Daily Sales Newsletter September 18, 2025 |
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Welcome - this is your daily dose of sharp, tactical sales advice.
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In today’s issue:
Ryan Staley: From hours to minutes with ChatGPT-5
Connor Murray: GPTs become your selling assistant
Maja Voje: Intelligence networks behind automation
Kyle Asay: Translate product value into CFO language
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→ Identify website visitors ready to buy
→ Push them straight into multichannel outreach (LinkedIn + Email)
→ Boost reply rates with personalization at scale
In the test, this system hit a 76% reply rate in just two weeks.
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From hours to minutes with ChatGPT-5
Ryan Staley breaks down how executives are using GPT-5 to achieve results in just minutes. Transform GPT-5 from your basic assistant into a powerful strategic engine:
✔ Agentic persistence
❖ Generic prompts deliver surface-level insights. Force depth:
“Systematically analyze the entire funnel. Don’t stop until you’re able to provide 5 specific optimization techniques”
❖ Output: A full revenue strategy normally taking 20+ hours.
❖ Detailed prompts uncover actionable strategies
✔ Single-pass execution
📌 Instead of numerous back-and-forth prompts, establish an outcome:
“Design a top 1% solution and execute in a single pass with [results].”
📌 Output: Finished projects within one interaction.
📌 Achieve high-quality outputs without wasting more of your time.
✔ Deep market recon
↳ Prompt ChatGPT-5 to look beyond surface-level research:
“Do deep recon with web research: pains, triggers, objections, decision criteria. Don’t stop at uncertainty and search until all targets are mapped.”
↳ Output: Competitor and customer intelligence that drives positioning.
↳ The deeper your recon, the stronger your ability to outmaneuver competitors.
✔ Specific agent coding
🔑 Technical builds no longer need weeks of developer time.
🔑 In Canvas mode, prompt:
“Build me a [specific tool] for [use case] in React.”
🔑 Output: Production-ready tools within just minutes.
🔑 Transform coding projects into quick, repeatable workflows.
✔ Revenue optimization
✔ Frame GPT as your “chief revenue strategic advisor.” Require:
“Provide [X] strategies with projected impact before completing.”
✔ Output: Board-ready plans linked to measurable outcomes.
✔ This approach gives strategic clarity executives are looking for.
✔ Campaign automation
🎤 Campaigns are failing because ideas remain vague.
“Build a complete [channel] campaign for [goal], including creative, distribution, and conversion strategy. Only stop with a detailed action blueprint.”
🎤 Output: 12-week marketing campaigns, ready to launch.
🎤 Deliver executive campaigns with GPT-5 frameworks.
What top sellers are doing:
The best executives utilize GPT-5 with precision.
➤ Use “thinking mode” for complex analysis
➤ Always set completion criteria in prompts
➤ Leverage Canvas for coding and workflows
➤ Link frameworks together for better results
GPT-5 strategies are your greatest business leverage.
GPTs become your selling assistant
Connor Murray explains why high-performing sellers ignoring AI are falling behind. He showcases effective AI techniques saving everyone hours from doing manual work:
Unlock great AI-based prompts
➔ Lazy prompts always create generic outputs.
➔ The game-changer is structured prompting:
Use the STOK framework: Situation, Task, Objective, Knowledge
Example: Instead of “write an email for a VP of Sales,” try:
“I’m a top AE at PagerDuty selling into financial services. Write a tailored email to a VP of Sales at a Manhattan bank. Task: generate a meeting. Objective: highlight reduced downtime. Knowledge: they value risk reduction.”
➔ Result: High-quality, persona-specific messaging you can trust.
Save 5-10 hours weekly using AI
💬 AI shines when built into repetitive workflows.
👉 CRM notes & follow-ups → Drop in meeting transcripts, get structured notes, detailed next steps, and ready-to-send emails
👉 Cold call scripts → Build custom GPTs that stick with frameworks like Who/Why/What or value statements
👉 Discovery prep → Generate research briefs with pain points, triggers, company goals, and persona-specific questions
👉 Proof of concept planning → Turn your deal context into trial roadmaps with deliverables and check-in milestones
💬 Better workflows remove blank-page challenges.
Example: Raw vs custom GPT
✱ Generic prompt: “Write a cold call script for PagerDuty.”
➤ Output: Creates generic lines: “Did I catch you at a good time?”
✱ Custom GPT with hardcoded instructions:
➤ Output: Value-based statements (front-loaded with pain/solution), with discovery questions framed in ACE style (Ask, Clarify, Expand).
✱ Production-ready versus “back to scratch” outcomes are distinct.
Discovery meeting transcripts
📌 Instead of hours of admin, sales reps can now:
✅ Feed transcripts into customer-specific GPT prompts
✅ Generate discovery summaries and follow-up duties
✅Create executive summaries with calendar invitations
Example: After 1-hour calls, instead of manual input, reps paste the transcript, receive summary reviews, then finalizes everything within 10 minutes.
📌 Transform your hours of admin into just minutes of review.
FREE ChatGPT Resources
Stop wasting hours on generic outreach that gets ignored. These resourceful ChatGPT prompts transform you into an outreach machine that speaks directly to what your customers actually look for. While your competitors send generic messages that sound "mass blasted" you'll be crafting persona-focused messages.
Want more game-changing infographic resources like this? Subscribe to Sales Daily for more insider strategies and templates utilized by high-performers to dominate quota objectives. Because when everyone’s guessing, you'll be knowing and closing deals.
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Intelligence networks behind automation
Maja Voje spotlights how Amos Bar-Joseph built an “intelligence network” of AI agents - owning necessary GTM functions that compound into $1.5M+ pipelines every month:
Shakespeare – the content accelerator
💡 Storytelling is Amos’s superpower, and Shakespeare multiplies it.
Transforms raw, unfiltered ideas into polished content
Matches his tone and style to keep content authentic
Suggests hooks, experiences, and templates for virality
Example: Amos drafts rough sketches like “AI agents aren’t labor, they’re leverage.” Shakespeare reshapes his prompts into a LinkedIn post with persuasive hooks.
💡 Impact: Always delivers 1M+ impressions monthly, fueling top-of-funnel demand.
💡 Shakespeare ensures content never decreases his pipeline creation.
The Observer – the intent detective
✱ With reactions on every post, buyer signals often get lost.
✱ The Observer prevents that:
Monitors 10K+ LinkedIn engagements available
Flags leads with repeated interest or buying roles
Prioritize contacts based on quality and standard
Example: Out of 300 likes on a post, The Observer highlights 12 VPs of Sales who engaged multiple times in the past month, surfacing potential buyers.
✱ Impact: Amos never misses warm leads hiding in plain sight.
✱ The Observer turns noise into a consistent stream of high-intent prospects.
The Connector – the network filter
📌 Connection requests accumulate fast, with most being low quality.
📌 The Connector fixes this.
Reviews 3K+ connection requests monthly
Accepts only high-potential connections
Sends custom openers to establish rapport
Example: Instead of “Thanks for connecting,” The Connector writes:
“Saw you commented on my AI post last week - curious if your team has been experimenting with different AI workflows yet?”
📌 Impact: The network grows with relevant buyers, not random noise.
📌 The Connector changes his LinkedIn growth into qualified pipeline.
The Hunter – the visitor engager
❖ Most anonymous website traffic disappears.
❖ The Hunter ensures it doesn’t:
Analyzes 5K+ of LinkedIn visitors monthly
Identifies companies, key roles, and intent
Builds outreach plans for high-fit accounts
Example: The Hunter detects a Fortune 500 company spent 15 minutes on Swan AI’s pricing page. It surfaces the account, identifies the VP of Ops, and triggers a personal outreach sequence.
❖ Impact: Lost traffic becomes active opportunities.
❖ The Hunter recovers demand that would otherwise vanish.
The Gatekeeper – the inbound qualifier
👉 Inbound leads vary widely in quality.
👉 The Gatekeeper ensures things are processed.
Enriches 1.5K inbounds with firmographic data
Routes lead everyone to demos, and waitlists
Flags VIPs for direct attention by reaching out
Example: A startup founder requests a demo. The Gatekeeper enriches their profile, sees they’ve raised $10M and are in hypergrowth, routing everyone straight to Amos instead of generic trial workflows.
👉 Impact: Inbounds get instantly responses while Amos focuses on top prospects.
👉 The Gatekeeper balances speed with precision, turning noise into opportunity.
The Prep Agent – the deal enabler
↳ Back-to-back meetings leave no time for research.
↳ The Prep Agent fixes this problem.
Creates research briefs for 70+ demos weekly
Surfaces context, reports, and buyer triggers
Provides tailored, specific opening messages
Example: Before demoing with a healthcare company, The Prep Agent notes the company’s recent Europe expansion. Amos begins the call with, “Congrats on your European launch! How is scaling your ops team across borders going?”
↳ Impact: Amos walks into every call ready to dominate.
↳ The Prep Agent makes prep automatic to make selling his only focus.
The Listener – the follow-up machine
✅ Manual notes and follow-ups waste precious time.
✅ The Listener removes that.
Transcribes every call and extracts main points
Logs tasks and updates CRM systems instantly
Drafts follow-up emails based on conversations
Example: After a 30-minute call, The Listener generates a summary highlighting main objections, then drafts a follow-up email:
“As discussed, here’s the case study addressing your concern with implementation speed.”
✅ Impact: Amos can jump from call to call without losing momentum.
✅ The Listener ensures perfect execution across every deal he manages.
TO-GO
Morgan Ingram: Replicate outreach with AI templates
Kyle Asay: Translate product value into CFO language
Mandy McEwen: Prospect better using AI transcripts
Idan Baum: Connect automation with pipeline increase
Partnering with these newsletters:
The Follow Up: We talk about Sales like your friend, not your manager
Big Desk Energy: Startup stories and lessons
B2B Whales: Proven B2B sales strategies
Creator Spotlight: Grow with social media and newsletters
Check them out!
QUOTE OF THE DAY
"AI gives people back the hours they lose on admin work so they can begin focusing more on selling."
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