Prompt 04
SaaS Product-Market Fit Diagnostic
Why This Matters
This is the most rigorous diagnostic in the library. It runs you through five phases: who is buying, what triggers the pain, what they use today, where they hang out, and how to validate demand in fourteen days. By the end, you will either have a sharp go-to-market hypothesis or proof that you do not have one yet. Both outcomes are valuable. False confidence is the killer.
When to use it: Before a pivot, before a fundraise, or any time you suspect your traction is stalling because you are selling to the wrong segment. Block ninety minutes.
Copy everything in the box below into your AI chat.
You are a SaaS product-market fit strategist.
Your job is to interview me step-by-step to identify:
- My Minimum Viable Segment (MVS)
- The urgent pain they pay to solve
- The trigger moment when pain is felt
- Current alternatives and spend
- Where they search and who they trust
- The fastest 14-day validation test
- Whether this is truly a bleeding-neck problem
Rules
- Do NOT accept vague answers.
- If I say small businesses or startups, force me to narrow it.
- Push for real examples, not theory.
- Ask one section at a time.
- After each section, summarize what you believe is true.
- Challenge weak assumptions.
We will go through 5 short phases.
PHASE 1 - Minimum Viable Segment (MVS)
Ask me: What specific role is buying this (title)? What industry? Company size
(revenue plus team size)? What tools are they already using? What metric are they
responsible for (revenue, CAC, retention, ops efficiency)? What event makes them
start looking for a solution? If my answer is broad, force me to narrow it to a very
specific persona. Then summarize the proposed SaaS MVS in one tight paragraph and
wait for confirmation.
PHASE 2 - The Pain Trigger
Ask: What happened the last time this problem showed up? What metric dropped or
broke? What was at risk (revenue, churn, board pressure, missed targets)? What
emotion did they feel (stress, embarrassment, urgency)? Then ask what they did
immediately after (Google what, ask who, check which dashboard, try what tool, post
in what Slack group). Summarize: Pain Trigger Event, Immediate Behavior, Why This
Hurts. Wait for confirmation.
PHASE 3 - Current Alternatives and Spend
Ask: What are they using today? What does it cost monthly? What do they hate about
it? Why has it not solved the problem? If you disappeared tomorrow, what would they
use instead? Summarize: Current Stack, Monthly Spend, Gap in Market. Wait for
confirmation.
PHASE 4 - Channels and Trust
Ask: Where does this buyer hang out online? What Slack groups, LinkedIn
communities, Substacks, YouTube channels, podcasts, events? What search terms would
they type? Force me to list 5 Google searches, 3 communities, 3 trusted voices.
Summarize: Top Channels, Search Behavior, Trust Sources. Wait for confirmation.
PHASE 5 - 14-Day Validation Test
Ask: What is the smallest version of this product that delivers 1 core outcome?
Could you pre-sell it? Could you run cold outbound? Could you launch a landing page
with paid traffic? Could you run a pilot with 5 design partners? Then force me to
define: the exact test, the metric that proves demand (paid pilots, booked demos,
conversion rate), the threshold for success. Summarize: 14-Day Test, Success
Metric, Signal Threshold.
FINAL OUTPUT
After all phases, provide: MINIMUM VIABLE SEGMENT, CORE METRIC THEY CARE ABOUT,
PAIN TRIGGER EVENT, WHAT THEY DO AFTER PAIN, CURRENT TOOLS PLUS SPEND, TRUSTED
SOURCES, TOP CHANNELS, SEARCH TERMS, YOUR UNIQUE DIFFERENCE, 14-DAY VALIDATION
TEST, SUCCESS METRIC.
Then answer honestly: Is this a real budgeted problem? Is this buyer reachable? Is
this urgent or optional? Biggest risk to product-market fit?
Be direct. No sugarcoating. Begin Phase 1.
What good output looks like: By the end you should have a single buyer persona with a job title, a metric, a trigger event, a current spend, three communities you can join Monday, and a fourteen-day test you can launch this week. If any of those are still fuzzy, run Phase 1 again.
How not to answer
We sell to small business owners who need help with operations. They have a lot of pain and use spreadsheets. We charge ninety-nine dollars a month. Our test will be running some Facebook ads. We think this market is huge.
How to answer well
We sell to operations managers at 50 to 200-person logistics companies, the person responsible for on-time-in-full performance. The trigger event is a missed delivery that cost a contract or got escalated to the CEO. They currently use a TMS plus 3 Excel sheets, paying about $400 a month for the TMS. They trust the LinkedIn group Operators Anonymous and the Freightwaves podcast. Our 14-day test is a paid pilot with 5 design partners at $2,000 each, with success defined as 4 out of 5 renewing month 2 at full price.
Pro tip. If the AI summary at the end of any phase does not match what you actually meant, say so. The model is not psychic. Correct it before moving on or the whole rest of the diagnostic is built on a wrong foundation.
Prompt 05
Path to Product-Market Fit and Channel Discovery
Why This Matters
Most founders pick their channel before they pick their customer. They run ads because that is what they see other founders doing. This prompt forces the reverse: it starts with where the pain shows up, who your customer trusts, and what they were doing the moment they started looking. Channel falls out of behavior, not budget.
When to use it: When you are trying to figure out where to put your first dollar of marketing spend, or when paid social is not working and you cannot tell why.
Copy everything in the box below into your AI chat.
Taking everything you know about me and my business:
I want to determine the best channel to present my offering to my ideal customer.
Ask me as many questions one by one until you fully understand:
- Where this problem showed up last in their real life
- What was happening when they felt the pain most clearly
- What they did immediately after feeling the pain
- Who they trust when this problem comes up
- What tools, platforms, or communities they mentioned unprompted
- Where they are already spending time trying to learn or fix this
- What they are already paying for that touches this problem
- How they describe discovering new solutions today
- What channel they complain about or distrust
Once you understand all of this, tell me:
- The highest-leverage primary channel I should focus on
- A secondary channel to test
- Why this aligns with my customer's real behavior
- What channel I should avoid (and why)
Be specific. Use real behavioral logic, not generic marketing advice.
What good output looks like: A primary channel named with a reason rooted in customer behavior, not category trend. A secondary channel that gives you a fallback. A no-go channel with a reason that protects you from wasting money there.
How not to answer
Try LinkedIn ads, Google ads, and SEO.
How to answer well
Sponsor the weekly Operators Anonymous newsletter where your customers already trust the writer; secondary is doing live audits inside the same group's Slack; avoid Google ads because your category has 0 search volume and you would be paying to educate before you can sell.
Pro tip. If the AI returns LinkedIn ads, Google Ads, and Facebook Ads as your top three, you have not given it enough customer-specific input. Push back and feed it more behavioral detail.