Outbound sales can be tough.
With so many leads to reach in less time, writing personalized messages to grab prospect’s attention can be overwhelming. That’s where AI comes in to make life a lot easier.
AI is changing the game by automating the heavy lifting—whether it’s drafting cold emails, creating LinkedIn messages, or following up with prospects.
What once took hours, can now be done in minutes with AI. This helps scale your outreach while keeping things personal and relevant.
In this blog, we’ll share 40+ ChatGPT prompts for outbound that you can use to level up your sales sequences. From lead research to follow-ups, these prompts are designed to help you get more done, faster, and with better results.
Let’s dive right in!
Common challenges faced by an SDR in creating outbound sequences
Crafting an outbound sequence is no small feat.
While you might have the best product, striking the right balance between personalization, follow-up timing, and tone can be tricky.
Here are some common challenges you may face:
Maintaining a Personal Touch at Scale
While sending personalized messages to hundreds or even thousands of leads is the goal, it’s difficult to keep each outreach feeling unique.
Generic templates quickly become apparent to prospects, and this can cause them to tune out or ignore your emails.
This happens when you simply find a sequence or email template on a blog or any other source, copy & paste the content, and hit send. You never how many SDRs like you, did the same 😉
Writing Engaging Content Without Being Overly Pushy
Sales sequences need to balance value with persuasion.
Finding the right tone – whether it’s in your initial outreach or follow-up messages—is a constant challenge.
It’s important to offer helpful information and solutions to your prospect’s pain points, but you also want to avoid being too aggressive or sales-y, which can cause prospects to disengage.
Keeping Things Fresh and Relevant
As your sequence progresses, it’s easy to fall into a routine with your messaging. Repeating the same content or approach can make your emails feel stale and less engaging, which could lead to fewer responses.
Keeping your content dynamic and relevant is a challenge when managing multiple leads over time.
| Key Challenges in Outbound Sales Sequences |
|---|
| Challenge | Impact |
|---|---|
| 🧑💻Personalization at Scale – unique, relevant messages for each prospect can be time-consuming and resource-intensive | Reduced response rates if prospects feel the outreach is generic |
| ⏰Timing issues – Contacting prospects too soon or too late often results in missed opportunities | Messages may go unread or be ignored entirely |
| 💌Messaging fatigue – Prospects quickly tire of repetitive or overly aggressive sequences | Leads to unsubscribes, spam complaints, and damaged reputation |
| 💡Limited Creativity – struggling to come up with fresh ideas for follow-ups or overcoming objections | Prospects lose interest, and opportunities are missed |
| 📊Data Utilization – Failing to leverage data about prospects’ behavior and preferences leads to less relevant outreach | Reduced engagement and poor conversion rates |
How ChatGPT can help
ChatGPT is revolutionizing outbound sales by addressing common challenges with its ability to streamline processes, personalize outreach, and save valuable time.
In fact, it has become a strategic tool to help SDRs scale their efforts while maintaining quality and personalization. Here’s how it adds value to your everyday tasks:
Standing Out in a Crowded Inbox
Breaking through the noise in a prospect’s inbox is one of the toughest challenges.
ChatGPT can craft attention-grabbing subject lines and personalized content that resonate with your target audience.
Including industry trends and individual pain points in your prompts can help generate highly relevant and compelling messages.
Scaling Personalization Without Losing Authenticity
According to HubSpot, SDRs spend up to 21% of their day writing emails! This leaves little to no time for your other major activities like building meaningful relationships with your prospects.
Moreover, personalization is a crucial part of any outbound sequence but it takes a lot of time and effort when done manually.
ChatGPT simplifies this by generating tailored messages at scale based on specific prospect data, such as job roles or recent activities. This ensures outreach feels authentic, even when automated.
Striking the Right Tone
Balancing friendliness, professionalism, and persuasion isn’t always easy. ChatGPT allows SDRs to adjust the tone for each stage of outreach—whether it’s breaking the ice, sparking interest again with a lost deal or prospect, or closing a deal.
Keeping Your Sequence Fresh
As we said earlier, prospects quickly lose interest if they receive repetitive outreach.
ChatGPT prevents this by offering creative, varied ideas for each touchpoint, keeping content dynamic and engaging.
Moreover, according to Aberdeen Group, SDRs who use fresh, tailored messaging see –
- A measurable lift in business results for 88% of companies
- Increased conversion rates by 63%
- Improved overall customer experience by 61%
- Increased visitor engagement by 57%
40+ ChatGPT Prompts for Outbound Sales Success
Creating a well-designed prompt is an art. For outbound sales, it helps in improving the ROI too.
These prompts can turn a generic response into a tailored, actionable insight, making your outreach sharper, faster, and more impactful.
Let’s now look at 40+ practical ChatGPT prompts for outbound to streamline repetitive tasks, generate fresh ideas, and create highly targeted messages with minimal effort.
Lead research & prospecting
Prompt 1:
“Find and summarize the latest company news for [Company Name]. Focus on events relevant to their industry, such as product launches, partnerships, or challenges. Use reputable sources like Bloomberg or company press releases. Provide 3-5 key points.”
Prompt 2:
“Identify the top competitors of [Company Name] in [Industry]. Highlight one unique advantage and disadvantage that each competitor has, compared to [Your Product].”
Prompt 3:
“List the top decision-makers at [Company Name], focusing on roles like [e.g., CEO, VP of Sales, Marketing Head]. Include their LinkedIn profiles and any public information about their recent projects.”
Prompt 4:
“Find 5 potential leads in [Industry] who fit these criteria: [list your criteria here; e.g., company size, location, revenue]. Provide their LinkedIn profiles and a brief reason why they match the criteria.”
Prompt 5:
“Summarize recent reviews of [Competitor Product] on platforms like G2 and TrustPilot. Focus on the most common complaints that users have about the product.”
Prompt 6:
“Analyze trends in [Industry] affecting businesses like [Company Name]. Focus on new technologies that could create opportunities for [Product].”
Prompt 7:
“Draft a brief summary about [Company Name], including their mission, recent milestones, and any potential pain points they may face in [specific context]. Use credible sources like their website, blogs, and newsletters.”
Cold Email Crafting
Prompt 8:
“Write a cold email introducing [Product] to [Job Title] at [Company]. Highlight one major benefit, and include a clear call to action for a meeting or demo. The email must not exceed 100 words.”
Prompt 9:
“Create 5 subject line variations for a cold email targeting [Job Title] in [Industry]. Keep them under 60 characters and focus on solving [specific problems]. Do not include any punctuation marks.”
Prompt 10:
“Write a short follow-up email in 80-100 words for a prospect who opened my previous email but didn’t reply. Mention the earlier email briefly and offer a new angle of value.”
Prompt 11:
“Draft a cold email that uses a recent news event about [Company Name] as an opener. Transition into how [Product] can help them address the implications of that news.”
Prompt 12:
“Write an outreach email targeting startups in [Industry]. Emphasize how [Product] scales with their growth and solves [pain point]. The email should NOT be sales-y/ pushy.”
Prompt 13:
“Create a cold email for an e-commerce company struggling with abandoned carts. Highlight how [Product] can improve cart recovery rates.”
Prompt 14:
“Generate a polite yet engaging email for reconnecting with a prospect after 6 months of no contact.”
Prompt 15:
“Draft an email asking [Job Title] at [Company] if they are still the right person to discuss [specific product]. If not, politely request a referral to the appropriate person.”
Social Selling & LinkedIn Outreach
Prompt 16:
“Write a LinkedIn connection request message for [Prospect Name], referencing their recent [achievement, post, or event]. Keep it under 300 characters.”
Prompt 17:
“Draft a LinkedIn message introducing [Product] to [Job Title] at [Company]. Include a specific problem they might face and suggest a solution. The message must provoke and shouldn’t sound desperate.”
Prompt 18:
“Write a thoughtful comment for [Prospect’s LinkedIn post about Topic]. Build rapport by addressing a key insight from their recent post or sharing your perspective on a related topic. Keep the tone conversational and end with an open-ended question to encourage further discussion or engagement.”
Prompt 19:
“Write a LinkedIn message sharing an article about [Industry Trend] with [Prospect Name]. Explain why it’s relevant to their role and nudge subtly on the pain points.”
Prompt 20:
“Draft a follow-up LinkedIn message for [Prospect Name] after they accepted my connection request. Transition to discussing [Product] in a natural way.”
Prompt 21:
“Write a LinkedIn post promoting [Product] as a solution to a common industry challenge. Use a conversational tone and include a soft call to action.”
Prompt 22:
“Give me a thank-you message for a LinkedIn conversation with [Prospect Name]. Suggest the next steps for discussing [Product].”
Follow-Ups & Re-Engagement
Prompt 23:
“Write a follow-up email in 75 words for a prospect who attended our webinar on [Topic]. Highlight key takeaways and include a call to action for a meeting. {include insights from your webinar}”
Prompt 24:
“Write an email for re-engaging with a prospect who stopped responding after showing initial interest. Introduce a new piece of value, like a case study or whitepaper.”
Prompt 25:
“Create a follow-up email for [Prospect Name] who expressed interest in [Product] but hasn’t moved forward yet. Include a gentle deadline or incentive.”
Prompt 26:
“Draft a LinkedIn message for reconnecting with a past customer to explore new collaboration opportunities.”
Prompt 27:
“Write an email for following up with [Prospect Name] after a demo, recapping key points discussed and suggesting next steps.”
Prompt 28:
“Create a re-engagement email for a prospect who previously churned, emphasizing recent improvements in [Your Product].”
Personalization at Scale
Prompt 29:
“Generate 3 personalized email opening lines for [Prospect Name], based on their LinkedIn profile and recent activity. {include the link to prospect’s LinkedIn profile}”
Prompt 30:
“Draft a scalable email template for [specific industry] that can be personalized by swapping out [key details like name or pain points].”
Prompt 31:
“Write 5 variations of this email: [Insert email text]. Focus on tweaking the tone for different prospect personas.”
Prompt 32:
“Generate an email template that allows for easy bulk personalization, targeting [specific industry or role]. Highlight how [Product] solves common pain points.”
Prompt 33:
“Create a follow-up email template that can be used at different stages of the sales sequence, with placeholders for personalization.”
Prompt 34:
“Draft a scalable LinkedIn message template that feels personal but is efficient for outreach to multiple prospects in [Industry].”
Prompt 35:
“Generate a 40-second cold call script introducing [Yourself] and [what you do] at [Company Name]. Focus on just 1 major pain point found most commonly in [Prospect’s Industry]. Also, include samples of prospect replies.”
Overcoming Objections
Prompt 36:
“Write a response to a prospect who says, ‘We’re happy with our current provider.’ Focus on differentiating our [Product].”
Prompt 37:
“Draft a reply to a prospect who is hesitant about pricing. Emphasize ROI and long-term value.”
Prompt 38:
“Write a response to the prospect who, without mentioning the reason, says ‘I’m not interested.’ Focus on uncovering the real objection and keeping the conversation open.”
Prompt 39:
“Write a reply to ‘We don’t have the budget right now,’ offering flexible solutions, trial options, and offers.”
Prompt 40:
“Generate a response to a prospect concerned about implementation complexity. Highlight ease of onboarding and support services.”
Sales Sequence Optimization
Prompt 41:
“Design a 6-touch outbound sales sequence for [specific industry]. Include a mix of emails, LinkedIn messages, and calls. All the messages should be friendly, not too long, and should provoke the reader’s interest.”
Prompt 42:
“Optimize this sales sequence: [Insert current sequence]. Suggest improvements for timing, tone, and personalization.”
Prompt 43:
“Create a 5-step follow-up sequence for re-engaging old prospects (who never even opened/ responded to my previous outbound outreach). Include varied touchpoints to get them on the right channel.”
Sales Enablement and Training
Prompt 44:
“Create a role-playing exercise for SDRs to practice cold outreach. Provide a detailed script for a prospect and include potential objections they might raise. The goal is to improve the SDR’s ability to deliver a compelling pitch and handle objections effectively.”
Prompt 45:
“Create a concise FAQ/ reference guide for SDRs to address common objections during outbound sales calls, such as ‘We’re happy with our current solution’ or ‘We don’t have the budget.’ Include one key talking point for each objection to help them respond confidently.”
CRM Updates after sales calls
Prompt 46:
“Based on the call notes provided below, summarize the key questions and concerns raised by the prospect during our 30-minute discussion about [Product]. Highlight the most critical areas of interest or objections for CRM input.”
Prompt 47:
“Create a concise summary of the sales call to input into our CRM. Focus on capturing the prospect’s interest level, key pain points, and any potential roadblocks discussed during the meeting.”
Prompt 48:
“Extract actionable next steps for [Account Name] from the meeting notes below. Include specific tasks, deadlines, and who is responsible for each action item, formatted for easy entry into our CRM. [insert points from the meeting]”
Final Thoughts
There you go! Now you have quite a few ChatGPT prompts for outbound sales.
Start with clear, specific prompts, and don’t hesitate to refine or iterate. Adding real-world details like company or product names makes your prompts more actionable and relevant.
Techniques like prompt chaining—building on previous inputs—can further streamline your workflow and deliver faster results.
While ChatGPT can help you save time and achieve better results, it’s important to avoid over-automation. Balance is key.
Let ChatGPT handle the groundwork, so you can shine in building connections and closing deals.
The future of sales isn’t just automated—it’s enhanced by smart tools that amplify the human touch.