The DM close is where most LinkedIn pipeline dies. People can write hooks, write posts, get comments, and send great cold DMs. Then panic when the prospect actually replies.
These 17 prompts cover the close-side conversation, from the first reply to the won (or lost) deal.
86. The first reply (after they DM you)
What it does: Writes the first reply when a prospect DMs you (cold or warm). Most first replies are bad because they pitch immediately. This prompt holds the pitch and asks better questions.
The prompt:
`You're writing the first reply when a prospect DMs me. Their DM is below.
Their DM:
"""
[paste]
"""
About me:
- What I sell: [your core offer]
- My voice: [direct, no fluff, slightly sassy]
Context I have on them (if any):
- [their role, recent activity, mutual connections, anything I noticed]
Constraints:
- Don't pitch. Don't send a calendar link. Both kill 70% of warm DMs.
- Mirror their energy. If they were short, be short. If they were detailed, match the depth.
- Acknowledge what they said specifically. Not "Thanks for reaching out!" Something like "The bit about [specific thing] is exactly what I see most [their situation] running into."
- Ask ONE question that moves the conversation forward without forcing commitment.
- Sentence case. No emojis. No em dashes.
Output:
- The reply
- Two alternative questions to swap in if the first feels off
- A note on whether this lead is hot, warm, or cold based on their DM`
Drop this in when: A prospect DMs you out of nowhere or after a content trigger. Reply within 4 hours when possible; same-day at minimum.
87. The qualifying questions
What it does: Asks the qualifying questions you need answered (budget, authority, timing, fit) without sounding like a discovery call script. Most qualification dies because the questions feel like an interrogation.
The prompt:
`You're writing a series of DM messages that qualify a prospect without sounding like a sales script.
What I need to know:
- Budget: [the price range I want them to fit]
- Authority: [are they the decision-maker]
- Timing: [when they'd want to start]
- Fit: [what would make them a good or bad client]
About the prospect:
- What I know already: [from their DMs or profile]
- What they think we're discussing: [the angle they came in with]
Constraints:
- Don't ask all 4 in one message. Spread across 2-3 messages so it feels like a conversation.
- Phrase questions in their language, not in sales-script language. "What's the rough budget you're working with?" beats "What's your budget for this?"
- Wrap each question in context. "Most folks at your stage are usually looking at [X-Y range], curious where you're at on that?" gives them an anchor.
- Don't ask "what's your goal?" That's a discovery-call dead end.
- Sentence case. No emojis. No em dashes.
Output:
- The 2-3 messages spread across the questions, in the order they should be sent
- The natural transition phrases between messages
- A note on what answers should disqualify the lead`
Drop this in when: A prospect has shown interest and you need to qualify before investing more time. Skipping qualification leads to wasted calls with bad-fit prospects.
88. The case study drop in DM
What it does: Sends a relevant case study via DM at the right moment in the conversation. Most senders drop case studies too early (and lose trust) or never (and lose the close).
The prompt:
`You're writing a DM that drops a case study into a sales conversation. The prospect has shown interest and asked about results, fit, or proof.
The case study:
- The client: [name or anonymized descriptor]
- Their situation before: [where they started]
- The intervention: [what I did]
- The result: [the outcome with numbers]
- Why this case study fits THIS prospect: [the bridge]
The prospect's question or signal that prompted this:
"""
[paste their last DM or describe their signal]
"""
Constraints:
- Open by linking the case study to their specific situation. "You mentioned [X], here's a client who hit the same wall." Specifics first.
- Tell the case study briefly. 4-6 lines max. Numbers, not adjectives.
- Don't pitch at the end. Let the case study land. The next CTA goes in the next DM, not this one.
- Sentence case. No emojis. No em dashes.
Output:
- The DM
- A short alternative ending that includes a soft CTA
- The follow-up DM to send 24-48 hours later if they don't reply`
Drop this in when: The prospect has shown active interest and asked something that maps cleanly to a real case study.