ThinkWork
Individual Assessment/Quiz Free

Cold Outreach Readiness Quiz

A 15-question, self-scored diagnostic across targeting, messaging, and cadence — take it before you burn through a fresh prospect list, not after the replies stop coming.

What's inside

  • 5 targeting questions (ICP, triggers, multi-threading, list hygiene)
  • 5 messaging questions (specificity, persona pain, jargon, CTA, forward-test)
  • 5 cadence questions (touch count, spacing, channel mix, exit rules, suppression)
  • 0–2 scoring scale per question with concrete answer bands
  • Section subtotals (/10 each) to isolate your weakest leg
  • Overall score bands: Not Ready / Partially Ready / Ready to Launch
  • A retake trigger rule for after every 100 sends

Answer all 15 questions against the actual list and draft you're about to send — not a hypothetical better version. Score each 0, 1, or 2 using the bands given. Add up your total out of 30, and add up each section out of 10.


Section 1: Targeting (/10)

T1. Can you name the 3+ filters that define your ICP for this list (not "mid-market SaaS")?

  • 0 — No, I'm working whoever's on the list I was handed
  • 1 — I have 1 filter (e.g. industry only)
  • 2 — I have 3+ filters and can defend each one

T2. In the list you just pulled, what % of contacts match your ideal persona's actual job title?

  • 0 — Under 50%
  • 1 — 50–80%
  • 2 — Over 80%

T3. Do you know the trigger event (funding, hire, tech change, expansion, news) that makes each account worth prioritizing right now?

  • 0 — No trigger; worked the list top to bottom
  • 1 — Sometimes, for a few accounts
  • 2 — Yes, for every account you plan to touch this week

T4. Have you excluded accounts your company has already burned — churned customers, active support escalations, existing champions elsewhere?

  • 0 — Haven't checked
  • 1 — Checked CRM only
  • 2 — Checked CRM + support history + existing relationships

T5. Can you name who else at the account should be looped in (multi-thread) before touch #1?

  • 0 — No, targeting one contact only
  • 1 — Have a guess, haven't mapped it
  • 2 — Yes, 2+ stakeholders identified

Section 1 subtotal: ___ / 10


Section 2: Messaging (/10)

M1. Does your opening line reference something specific to this account, not the industry generally?

  • 0 — No, same opener for everyone
  • 1 — Sometimes
  • 2 — Yes, every send

M2. Can you state the one problem this specific persona loses sleep over, in their words, not your product's?

  • 0 — No
  • 1 — Roughly
  • 2 — Yes, verbatim language from their world

M3. Have you stripped all internal jargon, feature-speak, and acronyms from the draft?

  • 0 — Haven't checked
  • 1 — Removed some
  • 2 — Yes, read-aloud test passed

M4. Is your CTA a single, low-friction ask — not "let me know if you're interested"?

  • 0 — No CTA, or a vague one
  • 1 — Clear CTA but high-friction (e.g. "grab 30 minutes on my calendar")
  • 2 — Single low-friction ask (a yes/no question, or one time slot)

M5. Would this email survive being forwarded to their boss without embarrassing them?

  • 0 — No, too salesy or pushy
  • 1 — Probably
  • 2 — Yes, reads like a peer sharing something useful

Section 2 subtotal: ___ / 10


Section 3: Cadence (/10)

C1. Do you have a defined number of touches (8–12) and channels mapped before touch #1 goes out?

  • 0 — No plan, improvising
  • 1 — Rough plan
  • 2 — Full sequence mapped and written

C2. Is there at least 1 business day of spacing between touches in week 1?

  • 0 — No
  • 1 — Mostly
  • 2 — Yes, enforced spacing

C3. Does your sequence include at least 2 channels, not email-only?

  • 0 — Email only
  • 1 — 2 channels
  • 2 — 3+ channels (email, LinkedIn, call, video)

C4. Do you have a defined exit signal (positive reply, hard no, or max-touch reached) that stops the sequence?

  • 0 — No, runs indefinitely
  • 1 — Informal sense of when to stop
  • 2 — Documented exit rule, enforced in the tool

C5. Have you checked this list against suppression rules — do-not-contact, recent unsubscribe, another rep already engaged?

  • 0 — No
  • 1 — Checked CRM only
  • 2 — Checked CRM + team channel for active threads

Section 3 subtotal: ___ / 10


Scoring

Total score: ___ / 30

ScoreVerdictWhat to do
0–14Not ReadyStop. Don't send. Fix your lowest-scoring section first — it's usually where the real problem lives, not the one you feel worst about.
15–22Partially ReadyFix the specific questions you scored 0 on before sending to more than a 20-account test batch.
23–30Ready to LaunchSend. Re-take this quiz after every 100 sends or every new segment — readiness isn't a one-time state.

Retake trigger: any time reply rate drops below half your trailing 4-week average, retake this quiz against the current list and draft before sending more volume. Volume on top of a broken system just burns the list faster.

How to use it

Score yourself honestly against the current list and draft you're about to send — not the version you plan to fix later — then total each section separately; a low section score tells you exactly which part of the system to fix before you launch.

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