Awesome-omni-skills solo-founder-gtm

Solo Founder GTM: The Complete Playbook for Scaling Without Hiring workflow skill. Use this skill when the user needs When the user is a solo founder building their GTM motion, wants to scale without hiring, or needs to design an AI agent team for go-to-market. Also use when the user mentions 'solo founder,' 'one-person startup,' 'solopreneur,' 'bootstrapped,' 'no team,' 'AI agents as team,' 'scaling without hiring,' 'founder-led sales,' 'lean GTM,' 'one-person company,' or 'no employees.' This skill covers the complete solo founder GTM playbook from stack selection through agent team design, revenue-stage transitions, time allocation, and when to finally hire. Do NOT use for technical implementation, code review, or software architecture and the operator should preserve the upstream workflow, copied support files, and provenance before merging or handing off.

install
source · Clone the upstream repo
git clone https://github.com/diegosouzapw/awesome-omni-skills
Claude Code · Install into ~/.claude/skills/
T=$(mktemp -d) && git clone --depth=1 https://github.com/diegosouzapw/awesome-omni-skills "$T" && mkdir -p ~/.claude/skills && cp -r "$T/skills/solo-founder-gtm" ~/.claude/skills/diegosouzapw-awesome-omni-skills-solo-founder-gtm && rm -rf "$T"
manifest: skills/solo-founder-gtm/SKILL.md
source content

Solo Founder GTM: The Complete Playbook for Scaling Without Hiring

Overview

This public intake copy packages

packages/skills-catalog/skills/(gtm)/solo-founder-gtm
from
https://github.com/tech-leads-club/agent-skills
into the native Omni Skills editorial shape without hiding its origin.

Use it when the operator needs the upstream workflow, support files, and repository context to stay intact while the public validator and private enhancer continue their normal downstream flow.

This intake keeps the copied upstream files intact and uses

metadata.json
plus
ORIGIN.md
as the provenance anchor for review.

Solo Founder GTM: The Complete Playbook for Scaling Without Hiring You are an expert in solo founder go-to-market strategy, AI agent team design, lean operations, and founder-led distribution. You understand the 2025-2026 landscape where over one-third of new startups are solo-founded and a single person with the right stack can reach $100K+ MRR faster than a 20-person team could five years ago. You help founders choose between self-serve and sales-led motions, design AI agent workflows that replace traditional hires, allocate their most constrained resource (time), and know exactly when scaling without people stops working.

Imported source sections that did not map cleanly to the public headings are still preserved below or in the support files. Notable imported sections: Before Starting, 1. Taste as Moat: Why Judgment Beats Headcount, 2. The One-Person Startup Stack, 3. Revenue Stage Playbook, 4. Self-Serve vs Sales Calls Decision Framework, 5. AI Agent Team: Your GTM Org Chart.

When to Use This Skill

Use this section as the trigger filter. It should make the activation boundary explicit before the operator loads files, runs commands, or opens a pull request.

  • Signal - What It Looks Like - Urgency
  • Revenue leaving the table - Qualified leads going cold, cannot follow up - High
  • Founder bottleneck on sales - Pipeline full, close rate dropping - High
  • Burnout approaching - 65+ hour weeks for 3+ months - High
  • Churn from support gaps - Customers leaving citing slow response - High
  • Support consuming build time - 10+ hrs/week on support - Medium

Operating Table

SituationStart hereWhy it matters
First-time use
metadata.json
Confirms repository, branch, commit, and imported path before touching the copied workflow
Provenance review
ORIGIN.md
Gives reviewers a plain-language audit trail for the imported source
Workflow execution
SKILL.md
Starts with the smallest copied file that materially changes execution
Supporting context
SKILL.md
Adds the next most relevant copied source file without loading the entire package
Handoff decision
## Related Skills
Helps the operator switch to a stronger native skill when the task drifts

Workflow

This workflow is intentionally editorial and operational at the same time. It keeps the imported source useful to the operator while still satisfying the public intake standards that feed the downstream enhancer flow.

  1. Metric - Target - Red Flag
  2. Calls to close - Under 3 - Over 5 per deal
  3. Sales cycle - Under 14 days - Over 30 days
  4. Close rate - 25-40% of qualified opps - Under 15%
  5. No-show rate - Under 15% - Over 30%
  6. Confirm the user goal, the scope of the imported workflow, and whether this skill is still the right router for the task.
  7. Read the overview and provenance files before loading any copied upstream support files.

Imported Workflow Notes

Imported: 9. Founder-Led Sales Process

QUALIFY (5 min): ICP match? Can afford price? Has the problem?
  --> No: politely decline, refer elsewhere
  --> Yes: proceed

DISCOVER (15-20 min): Current state, cost of status quo,
  desired state, buying committee, timeline

DEMO (15-20 min, same call): Show the specific workflow
  that solves their stated pain. Skip unasked features.
  End with plan and price.

CLOSE (5 min): State price clearly. Offer money-back guarantee.
  If they need time, set follow-up date (never "let me know").

ONBOARD (async, 30 min): Guide within 1 hour. Setup call if
  needed. Check in at day 3 and day 7.

Sales Velocity Targets

MetricTargetRed Flag
Calls to closeUnder 3Over 5 per deal
Sales cycleUnder 14 daysOver 30 days
Close rate25-40% of qualified oppsUnder 15%
No-show rateUnder 15%Over 30%

Document every conversation: objection log, winning phrases, losing patterns, pricing reactions, competitive mentions. This playbook becomes the training manual for your first sales hire.


Imported: Before Starting

Gather this context before building any solo founder GTM plan:

  • What does the product do today? One paragraph, shipped features only, no roadmap.
  • What is the current revenue? MRR, number of paying customers, and trend (growing, flat, declining).
  • How are customers finding the product today? Organic, paid, outbound, referral, community, or a mix.
  • What is the current tech stack? List every tool the founder pays for and every free tool in active use.
  • How many hours per week does the founder spend on GTM vs building? Get the real split, not the aspirational one.
  • What is the ACV (annual contract value) or average revenue per customer?
  • Is the product self-serve today, or does every sale require a call?
  • Does the founder have an existing audience? X followers, LinkedIn connections, newsletter subscribers, community members.
  • What has the founder tried for GTM that did not work? Failed channels are as informative as successful ones.
  • What is the founder's biggest constraint right now? Time, money, technical skill, distribution, or something else.

Examples

Example 1: Ask for the upstream workflow directly

Use @solo-founder-gtm to handle <task>. Start from the copied upstream workflow, load only the files that change the outcome, and keep provenance visible in the answer.

Explanation: This is the safest starting point when the operator needs the imported workflow, but not the entire repository.

Example 2: Ask for a provenance-grounded review

Review @solo-founder-gtm against metadata.json and ORIGIN.md, then explain which copied upstream files you would load first and why.

Explanation: Use this before review or troubleshooting when you need a precise, auditable explanation of origin and file selection.

Example 3: Narrow the copied support files before execution

Use @solo-founder-gtm for <task>. Load only the copied references, examples, or scripts that change the outcome, and name the files explicitly before proceeding.

Explanation: This keeps the skill aligned with progressive disclosure instead of loading the whole copied package by default.

Example 4: Build a reviewer packet

Review @solo-founder-gtm using the copied upstream files plus provenance, then summarize any gaps before merge.

Explanation: This is useful when the PR is waiting for human review and you want a repeatable audit packet.

Imported Usage Notes

Imported: Examples

  • User says: "I'm a solo founder, how do I do GTM?" → Result: Agent asks MRR and ACV, recommends time split (e.g. 40% conversations, 40% building at $0–1K MRR), suggests $50–450/mo stack and AI agent deploy order (Research → Writing → Outreach → …), and caps calls at 10–15/week.
  • User says: "When should I hire my first sales person?" → Result: Agent uses Quick Reference thresholds (first contractor $10–30K MRR, first FTE $30–50K MRR), asks current pipeline and deal capacity, and suggests what to systematize before hiring.
  • User says: "What tools should a solo founder use?" → Result: Agent recommends 8–10 tool max, maps by function (CRM, enrichment, sending, content, analytics), and suggests budget tier and content cadence (daily short + weekly newsletter).

Best Practices

Treat the generated public skill as a reviewable packaging layer around the upstream repository. The goal is to keep provenance explicit and load only the copied source material that materially improves execution.

  • Keep the imported skill grounded in the upstream repository; do not invent steps that the source material cannot support.
  • Prefer the smallest useful set of support files so the workflow stays auditable and fast to review.
  • Keep provenance, source commit, and imported file paths visible in notes and PR descriptions.
  • Point directly at the copied upstream files that justify the workflow instead of relying on generic review boilerplate.
  • Treat generated examples as scaffolding; adapt them to the concrete task before execution.
  • Route to a stronger native skill when architecture, debugging, design, or security concerns become dominant.

Troubleshooting

Problem: The operator skipped the imported context and answered too generically

Symptoms: The result ignores the upstream workflow in

packages/skills-catalog/skills/(gtm)/solo-founder-gtm
, fails to mention provenance, or does not use any copied source files at all. Solution: Re-open
metadata.json
,
ORIGIN.md
, and the most relevant copied upstream files. Load only the files that materially change the answer, then restate the provenance before continuing.

Problem: The imported workflow feels incomplete during review

Symptoms: Reviewers can see the generated

SKILL.md
, but they cannot quickly tell which references, examples, or scripts matter for the current task. Solution: Point at the exact copied references, examples, scripts, or assets that justify the path you took. If the gap is still real, record it in the PR instead of hiding it.

Problem: The task drifted into a different specialization

Symptoms: The imported skill starts in the right place, but the work turns into debugging, architecture, design, security, or release orchestration that a native skill handles better. Solution: Use the related skills section to hand off deliberately. Keep the imported provenance visible so the next skill inherits the right context instead of starting blind.

Imported Troubleshooting Notes

Imported: Troubleshooting

  • No time for both building and sellingCause: No guardrails or too many channels. Fix: Block 3–4 hr morning deep work; cap sales calls at 10–15/week; focus on one acquisition channel until it converts.
  • Deals slipping or no-showsCause: Too many active deals or weak qualification. Fix: Cap active deals at 20–30; tighten ICP and qualification; use objection log to improve messaging.
  • Revenue per founder-hour flatCause: Low ACV or high-touch with no leverage. Fix: Aim for $100+/hr; add self-serve or product-led motion if ACV allows; automate outreach and content with AI agents.

Related Skills

  • @accessibility
    - Use when the work is better handled by that native specialization after this imported skill establishes context.
  • @ai-cold-outreach
    - Use when the work is better handled by that native specialization after this imported skill establishes context.
  • @ai-pricing
    - Use when the work is better handled by that native specialization after this imported skill establishes context.
  • @ai-sdr
    - Use when the work is better handled by that native specialization after this imported skill establishes context.

Additional Resources

Use this support matrix and the linked files below as the operator packet for this imported skill. They should reflect real copied source material, not generic scaffolding.

Resource familyWhat it gives the reviewerExample path
references
copied reference notes, guides, or background material from upstream
references/n/a
examples
worked examples or reusable prompts copied from upstream
examples/n/a
scripts
upstream helper scripts that change execution or validation
scripts/n/a
agents
routing or delegation notes that are genuinely part of the imported package
agents/n/a
assets
supporting assets or schemas copied from the source package
assets/n/a

Imported Reference Notes

Imported: Quick Reference

ConceptKey Number or Rule
Total stack cost (solo founder)$50-450/mo
AI agent team cost$130-406/mo for all six agents
Equivalent single SDR hire$4,000-6,000/mo fully loaded
Time split at $0-1K MRR40% conversations, 40% building, 20% content
Time split at $10-50K MRR30% systems, 30% distribution, 25% product, 15% strategy
Self-serve ACV ceilingUnder $1,000/yr
Sales-led ACV floorOver $5,000/yr
First contractor threshold$10-30K MRR
First full-time hire threshold$30-50K MRR
SOC 2 skip-until threshold$50K MRR or enterprise deal requires it
Max tools in stack8-10 before diminishing returns
Content cadence minimumDaily short posts + weekly newsletter
Sales calls ceiling (solo)10-15/week before quality drops
Active deal ceiling (solo)20-30 before deals slip
Revenue per founder-hour target$100+ and growing
Monthly churn ceiling (SMB)Under 5%
Agent deploy orderResearch > Writing > Outreach > Analytics > Support > Scheduling
Morning deep work block3-4 hrs, no meetings, no interruptions

Imported: 1. Taste as Moat: Why Judgment Beats Headcount

AI handles execution at scale. Writing 100 cold emails, researching 500 prospects, generating 50 ad variations. All of that is commodity work now. The moat for a solo founder is judgment: knowing which market to enter, which messaging resonates, which customers to prioritize, and which signals to act on.

DELEGATE TO AI AGENTS              OWN PERSONALLY
+----------------------------+     +----------------------------+
| Research and data gathering|     | Strategic decisions         |
| First-draft writing        |     | Customer conversations      |
| Lead scoring and routing   |     | Pricing and packaging       |
| Email personalization      |     | Product direction           |
| Social media scheduling    |     | Partner relationships       |
| Competitive monitoring     |     | Brand voice and values      |
| Analytics and reporting    |     | Which market to enter next  |
| Data enrichment            |     | When to say no              |
| Basic customer support     |     | High-stakes sales calls     |
+----------------------------+     +----------------------------+

The rule: if a task requires taste, market context, or relationship capital, you do it. If a task requires throughput, pattern matching, or repetitive execution, an AI agent does it.


Imported: 2. The One-Person Startup Stack

FunctionRecommended ToolMonthly CostWhy This One
CRMAttio or Folk$0-30Lightweight, API-friendly, no enterprise bloat
Email outreachInstantly or Smartlead$30-97Multi-inbox rotation, warmup included
EnrichmentClay (Starter) or Apollo Free$0-149Clay for waterfall enrichment, Apollo for basic lookups
AI personalizationClaude API or GPT API$20-50Per-message personalization at scale
Landing pagesFramer or Carrd$0-24Ship in hours, not weeks
AnalyticsPostHog or Plausible$0PostHog for product analytics, Plausible for web
SchedulingCal.com or Calendly Free$0Cal.com is open-source and self-hostable
PaymentsStripe2.9% + $0.30/txnStandard, reliable, great API
SupportCrisp Free or Intercom Starter$0-39Crisp for chat widget, Intercom if you need AI bot
Automationn8n (self-hosted) or Make$0-30n8n for full control, Make for visual workflows
AI codingCursor or Claude Code$20-40Ship features without a dev team
ContentClaude or Notion AI$0-20Long-form drafts, repurposing, research
Social schedulingBuffer or Typefully$0-15Typefully for X-native scheduling
Email marketingLoops or Resend$0-25Developer-friendly transactional + marketing
Total$50-450/mo

Stack Selection by GTM Motion

Product-Led (self-serve) --> Analytics (PostHog), Landing page (Framer),
                             Email marketing (Loops), Support (Crisp)

Outbound-Led (sales calls) --> Enrichment (Clay), Outreach (Instantly),
                               CRM (Attio), Scheduling (Cal.com)

Content-Led (audience-first) --> Content AI (Claude), Social (Typefully),
                                 Email marketing (Loops), Analytics (Plausible)

Community-Led --> Community platform (Discord/Circle),
                  Content AI (Claude), Email (Loops), CRM (Folk)

Stack Anti-Patterns

Anti-PatternWhy It HurtsWhat to Do Instead
Salesforce or HubSpot Enterprise$150+/mo, 80% features unused, weeks to configureAttio or Folk at $0-30/mo
Building internal tools pre-PMFEngineering time that should go to the productOff-the-shelf tools until $50K+ MRR
Buying annual contracts earlyLocks in spend before you know what worksStay monthly until a tool proves critical
Using 15+ tools at onceContext-switching tax exceeds the tool's valueCap at 8-10 core tools

Imported: 3. Revenue Stage Playbook

GTM strategy shifts at every revenue milestone. What works at $0 MRR actively hurts at $50K MRR.

Stage 1: $0-1K MRR (Validation)

Goal: Find 10 people who will pay. Nothing else matters. Time split: 40% customer conversations, 40% building, 20% content.

  • DM 20 people per day on X or LinkedIn who match your hypothesis.
  • Charge from day one. Free users give bad feedback. Even $9/mo filters for real need.
  • Build the smallest thing that solves a real pain. One feature, not a platform.
  • Track who says "I need this" vs "that is interesting." Only "I need this" counts.
  • Do not automate anything yet. Manual processes reveal what matters.
  • Skip: Outbound sequences, paid ads, SEO, partnerships, complex funnels.

Stage 2: $1K-10K MRR (Traction)

Goal: Find a repeatable acquisition channel. Time split: 50% distribution, 30% building, 20% customer conversations.

  • Test 2-3 acquisition channels simultaneously. Give each 30 days and $500 (or equivalent time).
  • Start building in public. Share metrics, lessons, and behind-the-scenes.
  • Set up basic outbound if ACV supports it. 50 personalized emails per week using Clay + Instantly.
  • Document every deal: objections, buying triggers, competitor mentions. This becomes your sales playbook.
  • Deploy Research Agent and Writing Agent (see Section 5).
  • Skip: Hiring, complex automations, enterprise features, annual plans.

Stage 3: $10K-50K MRR (Scale the Machine)

Goal: Systematize what works and deploy AI agents to multiply output. Time split: 30% systems/automation, 30% distribution, 25% product, 15% strategy.

  • Deploy full AI agent team for proven channels.
  • Batch-create content weekly, repurpose across channels, schedule with AI.
  • Raise prices. Most solo founders underprice by 2-3x at this stage.
  • Introduce annual plans. Offer 2 months free for annual commitment.
  • Start evaluating first hire (see Section 7).
  • Skip: Enterprise sales, custom integrations, complex RBAC, dedicated support tiers.

Stage 4: $50K-100K+ MRR (Founder Leverage)

Goal: Maximize revenue per founder-hour. Decide on hiring vs staying solo. Time split: 30% strategy, 25% distribution, 25% product, 20% team management.

  • Every hour should generate $200+ in value. Audit ruthlessly.
  • Consider fractional hires or contractors before full-time employees.
  • Personal brand is now a real distribution channel. Invest 5-10 hrs/week.
  • Build moats: integrations, data network effects, community, switching costs.
  • Run quarterly positioning reviews. At this revenue, competitors notice you.

Imported: 4. Self-Serve vs Sales Calls Decision Framework

This is the highest-leverage decision a solo founder makes. The wrong motion wastes months.

FactorGo Self-ServeGo Sales-LedHybrid
ACVUnder $1,000/yrOver $5,000/yr$1,000-5,000/yr
Setup complexityUnder 5 min to valueRequires config or training15-30 min setup
Buyer typeIC, developerVP/Director, needs approvalManager, can expense
Product complexitySingle use case, obvious valueMulti-stakeholder workflowsClear value, benefits from guidance
CompetitionCrowded, differentiate on UXFew players, differentiate on outcomesModerate, differentiate on speed
Your timeCannot do sales calls10+ hrs/week for calls5-10 hrs/week for high-value calls

Self-Serve Readiness Checklist

  • Can a new user get value in under 5 minutes without talking to anyone?
  • Is the pricing simple enough to not need explanation?
  • Can you show the product's value in a 60-second demo video?
  • Is the buyer authorized to spend this amount without approval?
  • Can you handle support at scale with docs + AI chatbot?

If any answer is "no," you need at least a sales-assist layer.

Founder-Led Sales Ceiling

MetricSolo Founder CeilingRed Flag
Discovery calls per week10-15Calendar is 60%+ calls
Active deals in pipeline20-30Deals slipping from lack of follow-up
Sales cycle30-45 daysStretching to 60+ days
Revenue from sales-led$30-50K MRRGrowth flatlines despite full pipeline

When you hit these limits, see Section 7: When to Make the First GTM Hire.


Imported: 5. AI Agent Team: Your GTM Org Chart

                    +------------------+
                    |   YOU (Founder)  |
                    |  Strategy, Voice |
                    |  Relationships   |
                    +--------+---------+
                             |
            +----------------+----------------+
            |                |                |
    +-------v------+  +-----v--------+  +----v---------+
    | RESEARCH     |  | WRITING      |  | OUTREACH     |
    | AGENT        |  | AGENT        |  | AGENT        |
    | Clay + Claude|  | Claude API   |  | Instantly    |
    | Apollo       |  | Typefully    |  | + Clay       |
    +-------+------+  +-----+--------+  +----+---------+
            |                |                |
    +-------v------+  +-----v--------+  +----v---------+
    | ANALYTICS    |  | SUPPORT      |  | SCHEDULING   |
    | AGENT        |  | AGENT        |  | AGENT        |
    | PostHog      |  | Crisp AI     |  | Cal.com      |
    | Claude       |  | + Claude     |  | + Zapier     |
    +--------------+  +--------------+  +--------------+

Agent Definitions

AgentToolsWorkflowOutputTime Saved
ResearchClay, Apollo, Claude APIIdentify prospect > Enrich data > Score ICP > Find decision maker > Pull personalization contextEnriched prospect with personalization brief15-20 hrs/wk
WritingClaude API, TypefullyPull topic > Draft in founder's voice > Generate variations > Queue for review > Schedule5-10 posts/wk, 1-2 long-form/mo8-12 hrs/wk
OutreachInstantly, Clay, Claude APIReceive prospect brief > Personalize first line > Select template > Send sequence > Suggest replies200-500 personalized emails/wk20+ hrs/wk
AnalyticsPostHog, Claude API, n8nPull metrics > Compare trailing averages > Flag anomalies > Generate summaryDaily brief, weekly trend report5-8 hrs/wk
SupportCrisp AI, Claude APIClassify issue > Check knowledge base > Auto-respond or escalate60-80% tickets resolved without you10-15 hrs/wk
SchedulingCal.com, Zapier, CRMDetect intent > Send link > Confirm > Prep meeting doc > RemindZero back-and-forth scheduling3-5 hrs/wk

Deployment Priority and Cost

PriorityAgentDeploy AtMonthly Cost
1Research$1K MRR$60-170
2Writing$1K MRR$15-45
3Outreach$5K MRR$40-117
4Analytics$10K MRR$5-10
5Support$10K MRR$10-59
6Scheduling$15K MRR$0-5
Full team$130-406/mo

Compare to hiring: one junior SDR costs $4,000-6,000/mo fully loaded. The full agent team costs under $500/mo and works 24/7.


Imported: 6. Building in Public and Personal Brand as Distribution

Personal brand is the cheapest, highest-converting acquisition channel for a solo founder. Your audience trusts you before they trust your product. Every post is free distribution.

Content Cadence

Content TypeFrequencyPlatformTimePurpose
Short posts (insights, lessons)DailyX, LinkedIn15-20 minStay visible, build trust
Thread or long-form post2x/weekX, LinkedIn30-45 minDemonstrate expertise
NewsletterWeeklyEmail1-2 hrsOwn the audience (not rented)
Product updateBi-weeklyX, LinkedIn, blog30 minShow momentum
Metrics transparency postMonthlyX, LinkedIn20 minBuild trust through honesty

What to Share vs Keep Private

Share FreelyKeep Private
Revenue milestones and growth rateSpecific customer names without permission
Lessons from failuresTechnical vulnerabilities
Product decisions and reasoningExact pricing strategy mechanics
Tool stack and workflowsUnreleased competitive advantages
Customer feedback themesIndividual customer data

Community as Moat

StageChannelWhy
$0-5K MRRX/LinkedIn engagement + DMsLow overhead, high signal
$5-20K MRRDiscord or Slack groupDirect access to power users
$20K+ MRRDedicated platform (Circle, Bettermode)Owned community with structured content

A healthy community has 40%+ member-to-member conversations (not founder answering everything), regular actionable feature requests, and growing organic referrals. If the community consumes 15+ hrs/week, the ROI has turned negative.


Imported: 8. Enterprise Features to Skip

Solo founders waste months building features that enterprise buyers demand but that generate zero revenue before PMF.

FeatureSkip UntilWhy
SAML/SSO$50K MRR or first enterprise deal requires itWeeks of dev, zero SMB customers care
Complex RBAC$30K MRRAdmin/member is enough for 95% of early customers
SOC 2 compliance$50K MRR or enterprise pipeline demands it$20-50K and 3-6 months
Custom SLAs$50K MRRYou cannot guarantee uptime you do not measure
Custom integrationsPer-deal over $10K ACVBuild standard integrations first
Annual invoicing with PO$30K MRRManual invoicing works for small deal counts
Audit logs$50K MRREnterprise compliance feature
White-labelingNever (unless it IS the product)Massive complexity for rare demand

Build instead: Dead-simple onboarding (under 2 min), one killer integration with the tool your ICP lives in, excellent docs, webhook/API for power users, and usage-based billing via Stripe. These ship in days and move activation, retention, and revenue.


Imported: Questions to Ask

  1. What is your current MRR and how many paying customers do you have?
  2. How are customers finding you today, and which channel converts best?
  3. How many hours per week do you actually spend on GTM vs building?
  4. What is your ACV and does every sale require a conversation?
  5. Do you have an existing audience on any platform? How large and how engaged?
  6. What have you tried for acquisition that did not work?
  7. What is your biggest time sink each week that is not directly building or selling?
  8. Are you burning personal savings, generating revenue, or funded?
  9. What does your current tool stack cost monthly?
  10. When you lose a deal or a customer churns, what reason do they give?
  11. Have you documented your sales process and objection responses?
  12. Are you building in public? If so, what content performs best?
  13. What manual process do you repeat more than 3 times per week?
  14. At what point would you consider your first hire, and for what role?
  15. What is the single highest-leverage thing you could do this week that you are not doing?