AI Prompts for Sales Outreach and Follow-up

Write a cold outreach email.

Target: [JOB TITLE / TYPE OF PERSON]
Company type: [INDUSTRY, SIZE, ETC.]
What I'm selling: [PRODUCT OR SERVICE]
Main value proposition: [WHY THEY SHOULD CARE]

Research on this specific prospect:
[ANYTHING YOU KNOW ABOUT THEM—LINKEDIN, NEWS, ETC.]

Relevance trigger:
[WHY NOW—RECENT NEWS, COMMON PAIN POINT, ETC.]

Write an email that:
1. Has a specific, non-salesy subject line
2. Opens with something relevant to them (not about you)
3. Establishes credibility quickly
4. Offers one clear value proposition
5. Ends with a low-friction ask (not "Can we schedule a call?")

Keep it under 100 words. No fluff, no jargon. Sound like a human, not a template.

Create a follow-up email sequence.

Context: [WHAT HAPPENED BEFORE—COLD EMAIL, MEETING, PROPOSAL]
Prospect: [WHO THEY ARE]
What we're trying to achieve: [GOAL OF THE SEQUENCE]
Number of follow-ups: [HOW MANY EMAILS]
Timing between emails: [DAYS BETWEEN EACH]

Create a sequence where each email:
1. Adds new value (don't just "check in")
2. Has a different angle or hook
3. Gets progressively more direct
4. Remains professional and not pushy
5. Has a clear, easy next step

Include:
- Subject line for each
- Body copy
- Timing recommendation
- When to stop following up

Final email should be a "break-up" email that creates urgency without desperation.

Create responses to common sales objections.

What I sell: [PRODUCT OR SERVICE]
Target customer: [WHO BUYS THIS]
Price point: [APPROXIMATE COST]

Common objections:
[LIST THE OBJECTIONS YOU HEAR MOST]

For each objection, create:
1. Acknowledge the concern (don't dismiss it)
2. Reframe or address the underlying issue
3. Provide evidence or social proof
4. Transition back to value
5. Suggested follow-up question

Tone: Consultative, not combative. The goal is to understand and help, not to "win" the objection.

Create a pitch deck outline.

Audience: [WHO WILL SEE THIS DECK]
Purpose: [FIRST MEETING / DETAILED PROPOSAL / BOARD PRESENTATION]
Time available: [HOW LONG IS THE PRESENTATION]
Product/service: [WHAT YOU'RE PITCHING]

Problem you solve: [THE PAIN POINT]
Your solution: [HOW YOU SOLVE IT]
Key differentiators: [WHY YOU VS. ALTERNATIVES]
Social proof: [CUSTOMERS, RESULTS, CREDENTIALS]

Create a slide-by-slide outline:
1. Slide title
2. Key message (one sentence)
3. Supporting points or visuals needed
4. Transition to next slide

Follow a logical story arc: Problem → Solution → Why Us → Proof → Next Steps

Keep it focused. Better to go deep on fewer points than shallow on many.

Create a sales proposal.

Client: [COMPANY NAME]
Contact: [DECISION MAKER]
Opportunity: [WHAT THEY WANT TO BUY]
Deal size: [APPROXIMATE VALUE]

Their situation:
[WHAT PROMPTED THIS PROPOSAL—PROBLEMS, GOALS]

What we're proposing:
[YOUR SOLUTION]

Pricing:
[YOUR PRICING STRUCTURE]

Competition:
[WHO ELSE THEY'RE CONSIDERING, IF KNOWN]

Create a proposal that includes:
1. Executive summary (their problem, our solution, key benefit)
2. Understanding of their needs (prove you listened)
3. Proposed solution with clear deliverables
4. Timeline and milestones
5. Investment and payment terms
6. Why us (differentiators, relevant experience)
7. Case study or testimonial
8. Next steps with clear deadline
9. Terms and conditions

Write to the decision maker, but remember others may read it. Make it easy to say yes.

Create a win/loss analysis.

Outcome: [WON / LOST]
Client: [COMPANY NAME]
Deal size: [VALUE]
Sales cycle length: [TIME FROM FIRST CONTACT TO CLOSE]
Competitor: [WHO ELSE THEY CONSIDERED]

Key facts:
- Who was involved in the decision: [STAKEHOLDERS]
- Main criteria they evaluated: [WHAT MATTERED TO THEM]
- Our strengths in their eyes: [WHAT THEY LIKED]
- Our weaknesses in their eyes: [CONCERNS THEY HAD]
- Why they chose us / the competitor: [DECIDING FACTOR]

Create an analysis that:
1. Summarizes the situation
2. Identifies what went well
3. Identifies what could have been better
4. Extracts actionable lessons
5. Recommends specific improvements
6. Notes patterns if this connects to other wins/losses

Be honest. The goal is learning, not justification.

Design a discovery call question set.

What I sell: [PRODUCT OR SERVICE]
Typical buyer: [JOB TITLE / TYPE OF BUSINESS]
Average deal size: [APPROXIMATE VALUE]
Call length: [USUALLY 30 OR 45 MIN]

What I already know about this prospect:
[ANYTHING FROM THEIR WEBSITE, LINKEDIN, OR INTAKE FORM]

What I need to learn before I can quote:
[SPECIFIC INFO YOU CAN'T GUESS — TEAM SIZE, TECH STACK, TIMELINE, ETC.]

Produce a question set that:
1. Opens with one question that gets them talking about their world (not about my product)
2. Probes the actual problem behind the problem they think they have
3. Quantifies the cost of the status quo (in dollars, hours, or risk)
4. Surfaces the decision process — who else is involved, what's the budget cycle, what's the alternative they're considering
5. Tests urgency — what changes if this isn't solved in 90 days
6. Closes with a clear next step and a recap they confirm out loud

For each question, also write:
- Why I'm asking it (the underlying intel I need)
- A follow-up to dig deeper if the first answer is shallow
- A red flag to listen for that means "not a fit"

Order the questions so a real conversation can flow — don't make it feel like an interrogation.

Write a pricing conversation script.

What I sell: [PRODUCT OR SERVICE]
This prospect: [SHORT DESCRIPTION OF WHO THEY ARE AND WHAT THEY NEED]
Their problem in their words: [WHAT THEY TOLD ME IS BROKEN]
Their stated budget or budget signal: [IF KNOWN — OR "NOT YET DISCUSSED"]
Quoted price: [THE NUMBER I'M ABOUT TO SAY]
Comparison points the buyer may anchor on: [COMPETITORS, IN-HOUSE COST, DIY ALTERNATIVES]

Produce a script that includes:
1. The transition into pricing (what I say right before the number) — anchored to the value already established in the conversation
2. The price delivered cleanly, no hedging, no apologetic preamble
3. A planned silence — what I do for the 5 seconds after I say the number
4. Three likely reactions ("it's more than I expected" / "what does that include" / "can you do better") and a calm, non-defensive response to each
5. A reframe that ties the price to the cost of doing nothing or the cost of the wrong alternative
6. A clear close — what I ask next to move toward yes or surface the real blocker

Tone: confident, consultative, not pushy. The script should sound like a peer talking, not a salesperson reading.

Write a referral request email.

Client name: [PERSON I'M EMAILING]
Their company: [COMPANY NAME]
What I did for them: [PROJECT OR SERVICE DELIVERED]
The result I produced: [SPECIFIC OUTCOME — METRIC, OUTPUT, OR EXPERIENCE]
How long since the result landed: [WEEKS / MONTHS]
What I'd like the referral to look like: [WARM INTRO / TESTIMONIAL / NAMED LEAD]
Ideal type of person they'd refer: [INDUSTRY, ROLE, COMPANY SIZE]

Produce an email that:
1. Opens by referencing the specific result we got together (proof I remember, not a generic "hope you're well")
2. Names the exact ask in one sentence — no buried lede
3. Makes it easy to say yes: gives them a concrete person profile to think of, a template they can forward, or a single name to confirm
4. Removes the awkwardness — acknowledges that referrals are a favor and explicitly says "no" is a fine answer
5. Closes with a low-friction next step (reply with a name, or forward my note, or pass)

Length: under 120 words. Subject line: short, direct, not "Quick favor?"

Also produce:
- A 2-sentence forwardable blurb they can paste if they say yes
- A polite follow-up to send in 7 days if no reply, that doesn't shame them for not responding