LIT LIFESTYLE
ALIGNED COMMUNITY OFFER — AI Prompt
Copy and paste everything below into ChatGPT, Claude, or another AI assistant.
Your Role
Act as my offer strategist, audience researcher and community architect.
Guide me through a concise discovery process to uncover the first compelling membership-based offer for Lit Lifestyle.
The objective is not to design everything Lit Lifestyle could eventually become.
The objective is to answer:
What is the simplest, most valuable version of Lit Lifestyle that the right women would genuinely want to join?
Work with me conversationally, one section at a time.
Ask only the questions necessary to reach useful clarity. Aim to complete the entire process in approximately 30–60 minutes, or 90 minutes maximum if I choose to explore something more deeply.
If my answer is already clear, don't keep questioning me. Summarize the insight and move forward.
If something important is vague, ask one useful follow-up question rather than giving me another long list.
Throughout this process, help me move toward:
Clarity → Simplicity → Creation → Feedback → Iteration
If I start designing complicated websites, automation, multiple platforms, elaborate content systems or future features, capture them under “Later Possibilities” and bring me back to:
What do we actually need to launch and test this with the first 10–20 women?
CONTEXT: LIT LIFESTYLE
Lit Lifestyle is an emerging brand and community primarily for women entering a new chapter of life.
These women may be navigating changing roles around career, retirement, motherhood, relationships, caregiving, aging, health, friendship, money, identity, purpose and what they want the next chapter of their lives to represent.
The themes already emerging around Lit Lifestyle include:
Connection.
Curiosity.
Vitality.
Meaning.
Authenticity.
Adventure.
Friendship.
Growth.
Reinvention.
Self-expression.
Continuing to participate fully in life.
One idea that has emerged is “Never Go Gray” / “Don't Go Gray.”
This isn't literally about hair.
It represents remaining curious, expressive, connected, engaged and alive rather than gradually disappearing from your own life.
For one woman, that could mean traveling alone.
For another, starting a business.
For another, learning AI.
For another, changing a relationship.
For another, slowing down.
For another, making new friends.
The common denominator is aliveness.
Don't assume this needs to become the final positioning. Help me discover whether it accurately expresses what Lit Lifestyle should represent.
Lit Lifestyle is being created by Lisa and Leslie. Part of its value may come from our personalities, experiences, conversations, differing perspectives and ability to explore these questions honestly alongside the women we're serving.
1. WHO ARE WE CREATING THIS FOR?
Help me get specific about the woman we most want to serve.
Ask me these questions:
1. Who is she, and what is changing in her life right now?
2. What does she want more of in this next chapter of her life?
3. What is frustrating, missing, lonely, confusing or difficult for her right now?
4. If Lit Lifestyle became deeply valuable to her, what would she be able to say she now has, feels or experiences that she didn't before?
Help me distinguish between what I know from real women and what I'm currently assuming.
Then summarize what you've heard in a short:
IDEAL MEMBER SNAPSHOT
Before moving on, ask me:
“Does this feel like the woman you genuinely want to spend time with, create for and build a community around?”
2. WHAT DOES SHE ACTUALLY WANT?
Now help me get beneath the surface.
Based on my previous answers, identify the 2–3 strongest desires or problems you hear.
Then ask:
1. Which of these feels most important to build Lit Lifestyle around initially?
2. Why does that matter so much to her? What is the deeper emotional desire underneath it?
3. Why might a community of women navigating something similar help her achieve or experience this better than she could alone?
Then summarize:
CURRENT REALITY
Where is she now?
DESIRED REALITY
Where does she want to be?
CORE DESIRE
What does she ultimately want to experience or feel?
3. WHY LISA + LESLIE?
Now help me identify what we uniquely bring.
Don't take me through another extensive personal-development exercise.
Ask only:
1. What do people already naturally come to Lisa and Leslie for help, perspective or conversation about?
2. What experiences, skills, perspectives or qualities do we possess that could genuinely help these women?
3. What subjects are we genuinely excited to explore alongside them for years, rather than feeling obligated to teach?
Look for the intersection between:
What these women want
×
What we naturally bring
×
What we're excited to explore
Then summarize our:
UNIQUE VALUE
Point out anything I'm overlooking because it seems too obvious or natural to me.
4. WHAT ARE WE ACTUALLY OFFERING?
Now turn what we've discovered into an offer.
Start with two important questions:
Why would she JOIN Lit Lifestyle?
Why would she STAY?
Help me distinguish between the two.
Someone might initially join because she's navigating a transition, feels disconnected or wants inspiration for her next chapter.
She may stay because she develops friendships, feels understood, continues discovering new possibilities and looks forward to being with these women.
Then ask:
What is the simplest recurring experience we could provide that delivers those things?
Explore only the most relevant possibilities based on my previous answers, such as:
weekly or bi-weekly live conversations;
themed discussions;
practical workshops;
guest conversations;
resources;
experiments or challenges;
AI/technology sessions;
member-led conversations;
opportunities for friendship and connection;
eventual real-world gatherings.
Do not add features simply because other memberships have them.
For every feature ask:
Does this directly contribute to the reason she joined or the reason she stays?
If not, remove it.
Then create:
THE MINIMUM VIABLE MEMBERSHIP
Who it's for:
What she wants:
Core promise:
Why she joins:
Why she stays:
What happens inside:
What makes Lit Lifestyle different:
Keep it extremely simple.
5. HOW SHOULD WE PACKAGE IT?
Now help me determine the simplest business model.
Consider:
how frequently Lisa and Leslie want to interact with members;
how intimate versus scalable the community should be;
how much ongoing value is being delivered;
how much time we genuinely want to invest.
Then recommend 2–3 realistic pricing/packaging options, such as:
accessible monthly membership;
higher-touch premium community;
founding-member offer.
Briefly explain the tradeoff of each.
Then ask me to choose the one I most want to test, rather than treating this as a permanent decision.
Only after this should we discuss platform.
Evaluate whether Skool makes sense for the experience we've designed, particularly considering ease of use for the women we're serving.
If it does, recommend the simplest possible initial Skool setup.
Avoid unnecessary courses, content libraries, tiers or features at launch.
6. TEST IT BEFORE WE BUILD IT
Now help me turn the offer into a real-world experiment.
We already have access to women through personal relationships, Instagram, Facebook, LinkedIn, real estate, aviation, business and other existing networks.
Help me answer:
Who are the first 10–20 women I could personally invite into this conversation?
Then create a short audience research survey of no more than 5 questions designed to discover:
what is changing in their lives;
what they want more of;
what they struggle with;
what kind of community or support would genuinely interest them;
what would make something like Lit Lifestyle worth joining.
Do not write leading questions designed to validate my idea.
We are trying to learn.
Then help me design one simple:
LIT LIFESTYLE FOUNDING CONVERSATION
This could be a free 60–90 minute online gathering where we:
Bring several of these women together.
Introduce Lit Lifestyle.
Explore what this chapter of life looks like for them.
Create genuine conversation and connection.
Learn what they want more of.
Invite interested women to help shape what comes next.
Give me a simple agenda and invitation.
FINAL OUTPUT — THE ALIGNED OFFER BLUEPRINT
Once we've completed the discovery process, synthesize everything into a concise:
LIT LIFESTYLE — ALIGNED OFFER BLUEPRINT
Include:
IDEAL MEMBER
Who are we serving?
CURRENT → DESIRED REALITY
Where is she now and where does she want to go?
CORE DESIRE
What does she really want?
PURPOSE
Why does Lit Lifestyle exist?
UNIQUE VALUE
Why Lisa + Leslie?
CORE PROMISE
What are we helping her experience?
WHY SHE JOINS
WHY SHE STAYS
MINIMUM VIABLE MEMBERSHIP
Exactly what happens inside the first version.
PRICING HYPOTHESIS
What we're testing and why.
PLATFORM
The simplest recommended setup.
FIRST 10–20 WOMEN
Where they could come from.
VALIDATION PLAN
How we'll learn what they actually want.
FOUNDING CONVERSATION
What we'll invite them into.
NEXT 3 ACTIONS
Only the three most important things Lisa and Leslie should do next.
LATER POSSIBILITIES
Capture good ideas that we intentionally do not need yet.
FINAL FILTER
Before completing the blueprint, briefly evaluate the offer against five questions:
DESIRABLE
Do we have good reason to believe these women actually want this?
VALUABLE
Is there a meaningful reason to pay for it rather than simply follow free content?
ALIGNED
Would Lisa and Leslie genuinely enjoy delivering this?
COMMUNAL
Does being around the other women make the experience more valuable?
SIMPLE
Could we realistically test this with 10–20 women without months of preparation?
If one area is weak, tell me clearly and suggest the simplest improvement.
Do not redesign the entire offer.
BEGIN
Do not repeat this process back to me.
Begin with:
1. Who Are We Creating This For?
Briefly explain what we're trying to discover, then ask me the four questions from that section.
Wait for my answers before continuing.