Sales Outreach prompts

Write a sales outreach email.

WHAT I SELL: [PRODUCT/SERVICE AND ROUGH PRICE]
WHO I AM WRITING TO: [ROLE, COMPANY TYPE, SIZE]
WHY THEM SPECIFICALLY: [THE TRIGGER OR OBSERVATION - what you actually know about them]
THE PROBLEM I SOLVE FOR PEOPLE LIKE THEM: [PAIN]
EVIDENCE IT WORKS: [A RESULT WITH A SIMILAR CUSTOMER]
WHAT I WANT FROM THIS EMAIL: [A REPLY / A CALL / A SPECIFIC ANSWER]
HOW I FOUND THEM: [SOURCE]

Write an email that:
- Is under 100 words
- Opens with the specific reason for contacting them. If the first line could go to 500 people, it is wrong and the email will not be read.
- States the problem you solve in their language, not your product category
- Gives one piece of evidence, specific and brief
- Makes a small, concrete ask. 'Is this a priority for you this quarter?' beats 'Do you have 15 minutes?'
- Makes it easy to say no

Rules:
- No 'I hope this finds you well', no 'I'll keep this brief', no 'quick question'
- No 'I noticed you're the [title] at [company]' - that is just a mail merge
- No fake compliment about their website or their recent post unless I gave you something genuine
- No 'we help companies like yours', no 'synergies', no 'circle back', no 'touch base'
- No calendar link, no attachment, no deck
- Subject line under 45 characters, specific, lowercase normal

Then produce:
- THE PERSONALISATION AUDIT - which parts of this email are genuinely specific to them, and which are template. If it is mostly template, say so.
- TWO FOLLOW-UPS - day 4 and day 10, each under 50 words, each adding something new rather than bumping. The third contact should offer a graceful close.
- THE HONEST ASSESSMENT - given what I told you, is there a real reason for them to reply? If there is not, no wording fixes it.

Help me handle this objection.

WHAT THEY SAID:
"""
[PASTE THEIR EXACT WORDS]
"""

WHAT I SELL: [PRODUCT AND PRICE]
WHERE WE ARE IN THE PROCESS: [first call / after a demo / at the proposal / at the close]
WHAT I KNOW ABOUT THEIR SITUATION: [CONTEXT]
WHO ELSE IS INVOLVED IN THE DECISION: [IF KNOWN]

Produce:

1. WHAT THE OBJECTION PROBABLY MEANS - objections are rarely literal. 'Too expensive' can mean: the value is unclear, the budget sits elsewhere, they are comparing to a cheaper option, they are not the decision-maker, or it genuinely costs more than they have. List the plausible meanings and say which fits their exact words and situation.

2. THE QUESTION TO ASK - before responding at all. A question that would tell you which meaning applies. Handling the wrong objection wastes the conversation.

3. THE RESPONSE for each plausible meaning - short, specific, without pressure. Each should:
   - Acknowledge the concern as reasonable, because it usually is
   - Give information, not persuasion
   - Return the decision to them

4. WHAT NOT TO SAY - the standard objection-handling moves that damage trust: the feel-felt-found script, reframing their concern as an opportunity, asking 'if I could solve that, would you buy today', or any artificial deadline.

5. WHEN THE OBJECTION IS CORRECT - sometimes the honest answer is that this is not right for them. Given what I told you, is that possible here? Say so. Walking away from a bad fit costs one deal; forcing it costs a refund, a complaint and a reference.

6. THE REAL QUESTION - is this an objection or a polite no? Say which you think it is, and how to find out without pressing.

7. THE FOLLOW-UP - if they need time, what to send and when, and what makes it useful to them rather than a nudge.

Help me prepare for a sales call.

WHO I AM MEETING: [ROLE, COMPANY, SIZE, INDUSTRY]
WHAT I KNOW ABOUT THEM: [RESEARCH, PRIOR CONVERSATIONS, THEIR WEBSITE, ANY TRIGGER EVENT]
WHAT I SELL: [PRODUCT AND PRICE]
WHERE WE ARE: [first call / discovery / demo / negotiation]
MY GOAL FOR THIS CALL: [SPECIFIC OUTCOME]
WHAT I DO NOT KNOW: [THE GAPS]

Produce:

1. THE ONE THING TO FIND OUT - if the call achieves nothing else, what must you learn? Usually: what problem they are actually trying to solve, or what happens if they do nothing.

2. DISCOVERY QUESTIONS - 8 questions, in order, that would tell you whether this is a real opportunity. Cover:
   - The current situation and what it costs them
   - What triggered them to look now. If nothing did, there is no deal yet.
   - What they have already tried
   - Who else is involved in deciding, and how decisions like this get made here
   - What their timeline actually depends on
   - What would make this not happen

   For each: what a good answer sounds like, and what a worrying one sounds like.

3. THE DISQUALIFYING SIGNALS - what would tell you to walk away or deprioritise. Knowing this in advance saves months of pipeline hygiene.

4. WHAT THEY WILL ASK - the five likely questions, including the price question and the competitor comparison, with short honest answers.

5. THE HARD ONE - the question you would least like to be asked, and the honest answer to it.

6. WHAT NOT TO DO - do not demo before you know what problem you are solving; do not discount before they have said the price is the issue; do not pitch in a discovery call.

7. THE CLOSE - what a good outcome for this call is, and the specific next step to propose, with a date.

8. THE HONEST FIT CHECK - from what I told you, is this likely to be a good customer? If the signals suggest not, say so.

Write a follow-up.

WHO: [ROLE AND COMPANY]
WHAT HAPPENED LAST: [THE LAST CONTACT AND WHAT WAS SAID]
HOW LONG AGO: [TIMEFRAME]
HOW MANY TIMES I HAVE FOLLOWED UP ALREADY: [COUNT]
WHAT THEY SAID THEY WOULD DO: [IF ANYTHING]
WHAT I WANT: [THE OUTCOME]
WHAT I HAVE THAT COULD BE USEFUL TO THEM: [CONTENT, INTRODUCTION, INFORMATION, ANSWER]

Produce:

1. THE READ - based on how long it has been and what was said, what is probably happening? Usually one of: it is not a priority, the internal champion lost support, the budget went elsewhere, they are dealing with something else, or it is a no they have not said.

2. THE FOLLOW-UP - which must add something. Options in order of preference:
   - Useful information relevant to their stated problem
   - An answer to something left open last time
   - A relevant change in circumstances
   - The direct question

   Under 60 words. No summary of previous emails.

3. THE BREAKUP EMAIL - if I have followed up more than three times, the right move is to close the loop gracefully. Write it: state that you will stop, leave the door open without pressure, and make it easy to reply. This email gets a higher reply rate than any nudge, because it removes the obligation.

4. WHEN TO STOP - given my follow-up count, say plainly whether to continue. Continuing past a certain point damages the relationship and your reputation more than the deal is worth.

5. THE CHANNEL QUESTION - whether email is still right, or whether a call, a message on another platform, or going quiet for two months is better.

6. WHAT NOT TO DO - no 'just bumping this', no 'following up on my previous email', no 'did you see my last message', no guilt, no fake deadline, no 'should I close your file?' as a manipulation.

Rules:
- Never send a follow-up whose only content is that you sent a previous one
- If I have nothing to add, say so and recommend waiting rather than writing

Help me qualify this lead.

WHAT I KNOW ABOUT THEM: [EVERYTHING YOU HAVE - company, role, what they said, how they found you]
WHAT THEY SAID THEY WANT: [THEIR STATED NEED]
WHAT I SELL: [PRODUCT, PRICE, TYPICAL CUSTOMER]
MY BEST CUSTOMERS LOOK LIKE: [DESCRIPTION]
MY WORST CUSTOMERS LOOK LIKE: [DESCRIPTION - the ones who churn, complain, or cost more than they pay]

Produce:

1. THE FIT ASSESSMENT against my best and worst customer descriptions. Which do they resemble more? Be specific about which signals point which way.

2. WHAT I DO NOT KNOW - the gaps that matter most for this decision, ranked. For each, the question that would fill it and when to ask it.

3. THE QUALIFICATION QUESTIONS - not a generic framework, but the specific questions that matter for my product and their situation. Cover: is there a real problem, is there urgency or just interest, is there budget, can this person buy or influence, and what happens if they do nothing.

4. THE RED FLAGS present in what I told you. Common ones: no trigger event, wanting a discount before understanding the product, an unrealistic timeline, asking for extensive custom work, unwillingness to involve anyone else, and resembling my worst-customer description.

5. THE GREEN FLAGS - what suggests this is real.

6. THE VERDICT - pursue / pursue with caution / deprioritise / decline, with reasoning.

7. IF DECLINING - how to say no well. A good decline generates referrals; a drawn-out non-decision generates resentment.

8. THE COST OF BEING WRONG - what a bad-fit customer costs me in support, refunds and reputation, versus the revenue. For small businesses this usually exceeds the deal value, and it is the reason to disqualify early.

Be willing to recommend declining. Not every enquiry is an opportunity.

Write a sales proposal.

CLIENT: [WHO THEY ARE]
THEIR PROBLEM IN THEIR WORDS: [QUOTE THEM IF YOU CAN]
WHAT WE DISCUSSED: [NOTES FROM YOUR CONVERSATIONS]
WHAT I AM PROPOSING: [SCOPE]
PRICE AND STRUCTURE: [AMOUNT, AND FIXED / RETAINER / MILESTONE]
TIMELINE: [DURATION]
WHO DECIDES: [ROLES INVOLVED]
THEIR ALTERNATIVES: [COMPETITORS, DOING IT IN-HOUSE, DOING NOTHING]
THEIR STATED CONCERNS: [WHAT THEY WORRIED ABOUT]

Structure:
1. THEIR SITUATION - in their words, quoted where possible. If this section does not make them feel understood, nothing after it matters.
2. WHAT SUCCESS LOOKS LIKE - the outcome, defined measurably, agreed from your conversations. Not your deliverables; their result.
3. THE APPROACH - what you will do, in phases, plainly.
4. WHAT IS INCLUDED - specific deliverables with a definition of done.
5. WHAT IS NOT INCLUDED - as specific as the included list. This prevents the argument in month three.
6. WHAT WE NEED FROM YOU - access, decisions, content, people, with dates and what happens to the timeline if they are late.
7. TIMELINE - phases and dates, marking dependencies on them.
8. INVESTMENT - the price, what it covers, the payment schedule, and what triggers additional cost.
9. THEIR CONCERNS ADDRESSED - each thing they worried about, answered directly in its own subsection.
10. WHY US - three sentences maximum, evidence-based, at the end not the beginning.
11. NEXT STEP - one action with a date.

Rules:
- Never open with a company introduction. They know who you are; they want to know you understood them.
- Every concern they raised must appear. Omitting one signals you were not listening.
- State the price clearly, once, without hedging
- No 'investment' used as a euphemism throughout
- Include the do-nothing option in section 2's framing: what it costs them to leave this as it is

Then: THE OBJECTION THIS PROPOSAL DOES NOT ANSWER, and whether to address it or wait for it.

Help me work out why I am losing deals.

LOST DEALS:
"""
[PASTE: WHO, WHAT THEY WANTED, WHERE IT DIED, STATED REASON, WHAT YOU THINK THE REAL REASON WAS]
"""

WON DEALS FOR COMPARISON: [SAME FORMAT, IF YOU HAVE THEM]
WHAT I SELL: [PRODUCT AND PRICE]
MY PROCESS: [HOW A DEAL NORMALLY GOES]
PERIOD: [TIMEFRAME]

Produce:

1. WHERE DEALS DIE - a count by stage. The stage with the biggest drop-off is where the problem is. First contact, discovery, demo, proposal, and after the proposal are very different problems with different fixes.

2. STATED VS ACTUAL REASONS - prospects rarely give the real reason. 'Too expensive' and 'went with someone else' are often polite substitutes. Compare what they said with what you observed and note where they diverge.

3. THE PATTERNS - across the losses: are they a particular size, industry, role, source, or price point? Compare against the wins. Say how confident you are; with few deals, most patterns are noise.

4. THE CATEGORIES:
   - LOST TO A COMPETITOR - what they offered that you did not
   - LOST TO DOING NOTHING - the most common and most overlooked. This is a urgency and cost-of-inaction problem, not a competitive one.
   - LOST TO BUDGET - was there ever budget, or did you fail to qualify?
   - LOST TO THE PROCESS - stalled, went quiet, champion left, too many stakeholders
   - SHOULD NEVER HAVE BEEN IN THE PIPELINE - bad fit you pursued anyway

5. THE UNCOMFORTABLE FINDING - if the pattern points at something in my control (the price is wrong, the product has a gap, the process is too slow, I am pursuing the wrong customers), say so directly.

6. THE QUALIFICATION QUESTION - how many of these should have been disqualified earlier? A loss at proposal stage on a deal that was never real is a qualification failure, not a sales one.

7. THE THREE CHANGES that would most improve the win rate, in order.

8. WHAT TO ASK LOST PROSPECTS - the question that gets an honest answer. 'What would we have needed to do differently?' works better than 'why did we lose?'

Write a follow-up after a [PROPERTY VIEWING / PRODUCT DEMO / SALES MEETING].

LEAD: [WHO THEY ARE]
WHAT THEY SAW OR DISCUSSED: [SUMMARY]
WHAT THEY LIKED: [POINTS]
CONCERNS THEY RAISED: [CONCERNS]
NEXT STEP I WANT: [e.g. second viewing, offer, trial, proposal call]
CHANNEL: [email / WhatsApp / SMS]

Write:
1. The follow-up message (under 120 words for email, 60 for chat) that: thanks them briefly, recalls one specific thing they liked, answers or acknowledges their main concern honestly, and proposes one clear next step with two time options
2. A second follow-up for 3-4 days later if there is no reply, adding one new piece of useful information (not "just checking in")
3. A graceful close-the-loop message for a week later

No pressure tactics, no invented scarcity ("another buyer is interested") unless it is true.

Write my proposal for this freelance job.

THE JOB POST: [PASTE THE FULL POST]
MY RELEVANT EXPERIENCE: [PROJECTS, RESULTS, SKILLS - only true ones]
PORTFOLIO LINKS: [LINKS]
MY RATE / BID: [AMOUNT]
PLATFORM: [e.g. Upwork, Fiverr request, Freelancer, LinkedIn]

Write a proposal that:
- Opens with the client's problem in my own words, showing I read the post (not "Dear Sir/Madam, I am a hardworking...")
- Answers any questions the client asked, in order
- Gives ONE directly relevant example with a result
- Proposes a short plan: first 3 steps and a timeline
- Asks one smart question that shows understanding
- Stays under 150 words (clients skim many proposals)

Also give: 2 alternative opening lines, and red flags in the job post I should be careful about (unclear scope, payment outside the platform, free test work).