Outreach messaging

Reference file

Setup questionnaire

setup-questionnaire.md

The intake that turns a client's offer into cold email we can actually write. Fill this in with the client (a call works better than a form) before drafting any copy. The single most valuable answers are in blocks 3, 4, and 5: the buyer's own words, the value you can give them for free, and your real proof. Generic copy almost always traces back to skipping those — and an email with nothing to give traces back to skipping the value question.

How to use it: run through the blocks, capture answers verbatim where possible (especially quotes), and don't pad gaps with guesses. A "we don't know yet" is a finding, not a failure — it tells us what to validate before we send at volume.

1. Company & offer

  • In one sentence, what do you sell and who is it for?
  • What does the buyer actually get (the outcome), not the feature list?
  • What's the offer in this campaign? (book a call, demo, free audit, intro, pilot, content)
  • What's the price band / deal size, and is this a single-buyer or committee sale?

2. Who we're targeting (ICP + personas)

  • Describe the ideal account: industry, size, region, and any disqualifiers.
  • What signals tell us an account is a strong fit vs. a waste of time?
  • List each persona we'll message. For each:
    • Title(s) and where they sit in the buying process (champion, economic buyer, blocker, end user).
    • What they're measured on / what makes them look good internally.
    • How much they already understand the problem we solve (unaware to most aware).

3. The problem (voice of customer) — don't skip this

  • What's the painful, expensive, or annoying problem we remove? Be concrete.
  • How do buyers describe this problem in their own words? Paste real quotes from calls, reviews, support tickets, or sales notes.
  • What are they doing about it today (the status quo / workaround we replace)?
  • What does it cost them to keep doing nothing? (time, money, risk, missed revenue)
  • What's the "trigger moment" when this pain becomes urgent enough to act?

4. Outcomes & the value we can give — don't skip this

  • What measurable result do customers get? Give a number or a range if you have one.
  • How fast do they see it (time-to-value)?
  • What's the "after" state in the buyer's words — what does success feel like for them?
  • What can we give this reader for free in the first email — something useful even if they never reply? Pick what we can make most specific:
    • An insight: a pattern or shift we see across companies like theirs they may not have connected to their own situation.
    • An observation about them: something we can actually notice (job posts, a launch, their docs, a product change) that hands them a useful read on their own situation.
    • A benchmark: a real number they can measure themselves against. (Only if it's true.)
    • A resource: a teardown, template, checklist, or short guide we can give ungated.
    • A mini-audit: a small piece of the work already done for them (three gaps spotted, one example drafted, one workflow mapped).
  • Could we do a tiny piece of the work up front to prove competence and give a gift in one move? What would that look like at scale?

5. Proof & differentiation — don't skip this

  • Name 2-3 comparable customers we can reference (logos, or "a company like X").
  • Best concrete result / case study, with the number. (e.g., "cut onboarding time 40% for [named customer].")
  • Why you over the obvious alternative or competitor? One sharp line.
  • Any credibility we can borrow: investors, partners, press, certifications, notable team background.

6. Signals / why-now triggers

  • What events make outreach timely for this buyer? (funding, hiring, job change, launch, tech install, conference, regulation, content they posted)
  • Which of these can we actually detect at scale (Clay, LinkedIn, job boards, news)?
  • Any time-sensitive hook for this specific campaign? (event, deadline, season)

7. Objections & landmines

  • Top 3 objections / reasons buyers say no or go silent.
  • What's not true about us that prospects often assume? (misconceptions to preempt)
  • Any topics, claims, or phrasings we must avoid? (legal, brand, compliance, competitor jabs)

8. Sender & sending constraints

  • Who is the email from? (founder, AE, the client's name on a warmup domain)
  • Is this audience cold, warm/1st-degree, or referred? (changes the whole tone)
  • Volume and tooling: how many sends, and on what stack? (Apollo, Clay, HubSpot, Smartlead, Instantly, etc.)
  • Deliverability constraints: domain warmth, daily sending limits, link/image rules. (First touches should be link-light and plain-text.)

9. Tone & brand

  • How should the sender sound? (formal to casual, expert to peer, dry to playful)
  • Any words/phrases the brand always uses, or never uses?
  • Sample of writing we should match (a past email, the founder's voice, a doc).
  • Formatting rules: no em dashes, short paragraphs, active voice, one CTA.

10. Current state & benchmarks

  • What outreach have you run before, and what happened? (reply rate, positive replies, meetings)
  • Best and worst performing messages so far — paste them if you have them.
  • What's the realistic target for this campaign? (replies, meetings, pipeline)
  • How will we measure success, and where does the data live? (CRM, sequencer, spreadsheet)

11. Assets & access

  • Links: website, best case study/one-pager, pricing, demo, calendar/booking link.
  • Lead list status: do we have the list, or do we need to build it? (and in which tool)
  • Who approves copy, and what's the turnaround? (so the cadence doesn't stall on review)

Minimum viable set (if you only get 5 minutes)

  1. The persona (block 2)
  2. The problem in their words (block 3)
  3. One thing we can give them for free in email one (block 4)
  4. One real proof point with a number (block 5)
  5. The why-now signal (block 6)

With those five — and whether the audience is cold or warm (block 8) — we can draft a value-first first touch. Everything else makes it sharper and the sequence deeper.