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.

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.

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.

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