Execution Plan: Phase 0 → 1 → 2
March 2026 — Built for two working parents with a 4yo and 2yo, a full-time job, and 5-10 hrs/week of margin.
Builds-on: gap-analysis-henry-to-next-stage Builds-on: elite-overproduction-and-status-signaling Informs: Projects/sigil, Projects/tech-blog, Projects/polyphony
Guiding Constraint
Every action in this plan converts existing assets into visible, monetizable form. No new building unless the market demands it. The enemy is not lack of skill — it's the gap between what you've built and what anyone knows about.
Time budget: 5-10 hrs/week total across all phases. Not negotiable upward — you have two kids under 5.
Co-founder note: Phase 2 has a potential partner (friend with business ownership experience). This is noted where relevant and changes the math significantly.
Phase 0: Go Public (Weeks 1-4)
Goal: Establish visible proof that you know what you're talking about. Create the foundation that Phases 1 and 2 build on.
Time cost: 3-5 hrs/week
Week 1: Launch the Blog
You already have:
- Astro + AstroPaper blog scaffolded at
/Projects/tech-blog - One published post (Edge-LLM intro, Feb 2026)
- GitHub Pages deploy workflow (currently manual trigger)
Actions:
-
Enable auto-deploy on push — uncomment the push trigger in
.github/workflows/deploy.yml. 15 minutes. -
Publish the Edge-LLM post as-is. It exists. It's written. Ship it. Don't touch it again.
-
Write Post #2: "What I Learned Building a SaaS from My Own Agency Pain"
- Angle: You ran y-designs. You know the proposal → delivery → approval workflow is broken. You built Sigil to fix it. Here's what the problem actually looks like and how AI-assisted spec mapping changes the game.
- This is NOT a product launch post. It's a credibility post that happens to mention Sigil.
- Length: 1,000-1,500 words. One evening.
- End with: "I'm looking for agencies and PMs to test this with. DM me."
-
Set up minimal social distribution:
- Post the Edge-LLM piece on LinkedIn with a short intro (2 paragraphs max). Tag it #LLM #WebGPU #AI.
- Post the Sigil/agency piece on LinkedIn when ready. Tag it #agencylife #productmanagement #AI.
- If you're on Twitter/X, same thing. If not, LinkedIn alone is fine.
-
Write Post #4: "I Made Different AIs Argue About a War"
- Angle: MiroFish — you took an existing geopolitical simulation idea (original MiroFish by 666ghj, uses a single model for all agents) and rebuilt it with heterogeneous model casting and a tatemae/honne (public/private) dual-stack architecture. Different LLMs play different countries. The results were more realistic than single-model runs.
- This is your most novel and shareable content. It's inherently interesting to non-engineers too (geopolitics, AI, emergent behavior).
- The $25 cost and 23-round Hormuz scenario make it concrete and reproducible.
- End with: applications beyond geopolitics (business scenario planning, red teaming, wargaming).
Deliverables by end of Week 1:
- Blog live with auto-deploy
- Edge-LLM post distributed on LinkedIn
- Sigil/agency post drafted
- MiroFish post drafted
Week 2: Write Post #3 + Start Outreach
Write Post #3: "Multi-Agent Orchestration in Production: Patterns That Actually Work"
- Angle: You built a multi-agent review framework at work. Most content about agents is toy demos. Write about what's different in production: fallback chains, error handling, cost management, when NOT to use agents.
- Anonymize Brightwheel specifics. Focus on patterns, not employer details.
- This is your "I'm a serious practitioner" post. It targets the engineering audience AND positions you for the education play later.
- Length: 1,500-2,000 words. Two evenings.
Start Sigil outreach (bridges to Phase 1):
- Make a list of 10 people from your network to show Sigil to. Prioritize:
- PMs you know personally
- Agency owners / freelancers / consultants
- Friends who manage client delivery in any form
- Send 5 messages this week: "I built something from my y-designs days. Can I show you in 20 min and get honest feedback?"
Deliverables by end of Week 2:
- Post #3 drafted or published
- 10-person Sigil demo list created
- 5 outreach messages sent
Weeks 3-4: Publish, Distribute, Refine
Publish remaining posts. By now you should have 4 posts live:
- Edge-LLM (browser-native LLM inference) — technical audience
- Sigil/agency pain post — business/PM audience
- Multi-agent production patterns — practitioner audience
- MiroFish (heterogeneous LLM geopolitical sim) — broadest appeal, shareable to non-engineers
Distribute each on LinkedIn the day it publishes. One post = one LinkedIn share. Don't overthink the copy.
Watch for signals:
- Which post gets the most engagement? That tells you where the audience is.
- Who reaches out? Those are warm leads for Phase 1 or 2.
- What questions do people ask? Those become future posts or workshop topics.
Optional but high-leverage:
- Cross-post to dev.to or Hashnode (takes 10 minutes per post, expands reach)
- If multi-agent post gets traction, pitch it to a newsletter (The Pragmatic Engineer, TLDR, ByteByteGo)
Phase 0 Exit Criteria:
- 3 blog posts live and distributed
- Blog getting some traffic (even if modest)
- Sigil outreach in progress (5-10 conversations initiated)
- You have a public URL you can point anyone to that shows what you know
Phase 1: Sigil Validation (Weeks 3-8, overlapping with Phase 0)
Goal: Find out if Sigil is a product people will pay for, or a tool you built for yourself. Either answer is valuable.
Time cost: 3-5 hrs/week (demos + follow-up)
The y-designs Advantage
Most founders build products and then go looking for the problem. You ran the business (y-designs), lived the pain, and built the solution. This means:
- You can speak the customer's language, not just the engineer's language
- You know which features matter and which are vanity
- Your demo isn't "look at this tech" — it's "remember when this happened to you? here's how I fixed it"
Use this in every conversation. Lead with the y-designs story, not the tech stack.
Week 3-4: First 5 Demos
Target: 5 demos from your outreach list. Mix of PMs, agency people, freelancers.
Demo structure (20 minutes max):
- (2 min) "I ran an agency called y-designs. The worst part was the gap between what the client approved and what we actually delivered. Proposals lived in one tool, specs in another, delivery in a third. Clients would say 'that's not what I asked for' and we'd have no receipts."
- (10 min) Walk through Sigil: proposal → client approval → AI-assisted stage mapping → staged delivery with sign-offs
- (5 min) "What does this look like in your world? Where does your process break?"
- (3 min) "If this existed and worked, what would you pay for it?"
What you're listening for:
- "I need this" — potential early customer. Follow up within 48 hours.
- "This is cool but I wouldn't pay" — ask why. The "why not" is more valuable than the praise.
- "I'd need X feature" — write it down. If 3+ people ask for the same thing, that's signal.
- "I know someone who needs this" — get the intro. This is the most valuable response.
Week 5-6: Refine Based on Feedback + 5 More Demos
Adjust the pitch based on what you heard in weeks 3-4. Maybe PMs care about something different than agency owners. Maybe the AI mapping is the hook, or maybe it's the client approval trail.
Second batch of 5 demos. These should include:
- At least 2 people from referrals (not your direct network) — referral interest is stronger signal than friend interest
- At least 1 person who matches your ideal customer profile from the Sigil docs (boutique agency, 2-15 people)
Week 7-8: Decision Point
By now you have 10 data points. Score them:
| Signal | Score |
|---|---|
| "I'd pay for this today" | +3 |
| "I'd try a free trial" | +1 |
| "Cool but not for me" | 0 |
| "I know someone who needs this" + made intro | +2 |
| Requested a specific feature (validates problem space) | +1 |
If total score is 15+: Sigil has legs. Move to paid pilot (offer 3-month access at $50-100/month to 3-5 early users). This isn't about revenue — it's about getting real usage data.
If total score is 5-14: Sigil solves a real problem but the product-market fit isn't tight yet. Keep it alive but don't pour more time in. Shift energy to Phase 2.
If total score is below 5: Sigil is a personal tool, not a product. That's fine — you learned a ton building it and it powers your credibility. Archive the go-to-market effort and go all-in on Phase 2.
Phase 1 Exit Criteria
- 10 demos completed
- Clear signal on whether to pursue Sigil as a business or archive it
- If positive: 3-5 paid pilot users
- If negative: clear articulation of why not (this feeds your blog and education content)
Phase 2: LLM Education for Business Owners (Weeks 6-16, overlapping with Phase 1)
Goal: Validate and launch a paid education offering. This is where the co-founder changes everything.
Time cost: 5-8 hrs/week (split with co-founder = 2.5-4 hrs each)
Why This Works for You
| Advantage | Detail |
|---|---|
| Production experience | Most LLM educators teach from docs. You've built multi-agent systems, WASM-deployed models, RAG pipelines, fine-tuning frameworks. |
| Business ownership experience | y-designs means you can speak to business owners as a peer, not as a technician. |
| Co-founder | Splits the work. One person can handle curriculum/delivery, the other handles ops/marketing. |
| Market validation | Your friend paid $8k for a course. That's the price floor, not the ceiling. |
| Blog as funnel | Phase 0 posts drive inbound. The multi-agent post in particular targets the exact audience. |
The Product: What You're Selling
Not a coding bootcamp. Business owners don't want to learn to code. They want to:
- Understand what's possible with LLMs (so they stop getting sold snake oil)
- Know how to evaluate AI tools and vendors (so they make good bets)
- See real examples of LLM integration in businesses like theirs (so they can act)
- Have a network of peers going through the same transition (so they're not alone)
Format options (choose one to start):
| Format | Price Point | Effort | Revenue Potential |
|---|---|---|---|
| Half-day workshop (live, virtual) | $500-1,000/seat | Low — 4 hrs prep, 4 hrs delivery | $5-20k per session |
| 2-day intensive (live, in-person) | $2,000-3,000/seat | Medium — venue, materials, networking component | $20-60k per session |
| Cohort program (4-6 weeks, weekly sessions) | $3,000-5,000/seat | High — ongoing commitment, community management | $30-100k per cohort |
| Corporate training (on-site/virtual) | $5,000-15,000/day | Medium — customized per client | $5-15k per day, repeatable |
Recommended start: Half-day workshop. Lowest risk, fastest to market, generates testimonials for bigger formats.
Week 6-8: Curriculum Design (With Co-Founder)
Split the work:
- You: Technical content. What LLMs actually do, what they don't, real demos, production patterns, common failure modes, how to evaluate vendors.
- Co-founder: Business framing. ROI models, implementation roadmaps, case studies, networking facilitation.
Workshop outline (half-day, 4 hours):
| Block | Time | Content | Who Leads |
|---|---|---|---|
| 1 | 45 min | "What LLMs Actually Do (And What They Don't)" — demystify the tech. Live demo of real vs. fake AI claims. | You |
| 2 | 45 min | "Where AI Creates Value in Your Business" — not hypothetical. Three patterns: automation, augmentation, new capabilities. Real examples from businesses their size. | Co-founder |
| — | 15 min | Break + networking | — |
| 3 | 45 min | "How to Evaluate AI Tools Without Getting Sold" — the BS detector session. What to ask vendors, what red flags look like, build vs. buy framework. | You |
| 4 | 45 min | "Your AI Roadmap: From Today to 90 Days" — hands-on exercise. Each attendee maps their top 3 opportunities and leaves with an action plan. | Co-founder |
| — | 15 min | Q&A + networking | Both |
| Follow-up | 1 week later | 30-min group call to check progress and answer questions | Both |
Materials needed:
- Slide deck (you both contribute)
- 1-page "AI Readiness Assessment" handout (co-founder drafts)
- "Vendor Evaluation Checklist" handout (you draft from real experience)
- Post-workshop email sequence (3 emails: recap, resources, upsell to next offering)
Week 9-10: Pre-Sell the First Workshop
You do NOT need a website. You need:
- A Google Doc or Notion page with: title, date, what they'll learn, price, "register" link (Stripe payment link or even Venmo)
- Messages to your combined networks
Outreach script (adapt to your voice):
"Hey [name] — [co-founder] and I are running a half-day workshop for business owners on how to actually use AI in your business (not the hype, the real stuff). I've built production AI systems for [years] and [co-founder] has [their background]. We're capping it at 15 people. [Date]. $750. Interested?"
Target: 10-15 attendees at $500-1,000 each = $5-15k gross revenue (split with co-founder).
Where to find them:
- Your dev/PM/designer network → ask them: "Who do you know who runs a business and is trying to figure out AI?"
- Co-founder's network (this is why having a partner matters — 2x the reach)
- LinkedIn post: "We're running a workshop. Here's what we'll cover. DM for details."
- Wife's BID network (business improvement district = literally a directory of local business owners)
- The friend who paid $8k — ask them to refer people who would have benefited from a better version
Week 11-12: Deliver the First Workshop
Before:
- Dry run with each other (1 hour). Time each block. Cut what doesn't fit.
- Send attendees a pre-workshop survey: "What's your biggest AI question?" — this lets you customize live and shows you care.
During:
- Record it (with permission). This becomes content and proof.
- Collect testimonials at the end. Even 2-3 quotes are gold.
- Take photos (for social proof on LinkedIn).
After:
- Send recap email within 24 hours
- Post on LinkedIn: "We just ran our first workshop. Here's what business owners are actually asking about AI." (This is your next blog post too.)
- Follow-up call 1 week later
Week 13-16: Iterate or Scale
Based on Workshop #1 data:
| Signal | Next Move |
|---|---|
| Sold out + great feedback | Schedule #2 immediately. Raise price to $1,000. Start planning the cohort format. |
| Mostly full + good feedback | Schedule #2 with adjustments. Same price. Expand outreach. |
| Half full + mixed feedback | Redesign based on feedback. Maybe the audience is wrong, not the content. Try corporate training format instead. |
| Couldn't fill it | The positioning is off. Go back to talking to business owners 1:1 before trying group format again. |
If it works, the scaling path is:
- Half-day workshop ($750) → proves the content
- 2-day intensive ($2,500) → adds networking, deeper content
- Cohort program ($5,000) → recurring revenue, community
- Corporate training ($10k/day) → highest per-session revenue
- Eventually: recorded course as passive income layer (but NOT first — live is where you learn what works)
The Combined Timeline
Week Phase 0 Phase 1 Phase 2
──────────────────────────────────────────────────────────────
1 Blog live + Post #1
2 Post #2 + outreach Outreach begins
3 Post #3 First demos
4 Distribute More demos
5 Refine pitch
6 Second batch Curriculum design
7 Decision point Curriculum design
8 Pilot users? Pre-sell workshop
9 Pre-sell workshop
10 Finalize materials
11 DELIVER WORKSHOP #1
12 Follow-up + iterate
13-16 Scale or pivot
The Math: What Success Looks Like at Week 16
Conservative scenario (things go okay):
- Blog: 3-5 posts live, modest LinkedIn traction, a few hundred readers
- Sigil: 2-3 paid pilot users at $50-100/mo = $100-300/mo
- Workshop: 1 delivered, 10 attendees at $750 = $7,500 (split = $3,750 your share)
- Total new income: ~$5k
- Real value: public proof + market data + a co-founder relationship tested under pressure
Optimistic scenario (things click):
- Blog: 1 post gets real traction, drives inbound
- Sigil: 5 pilot users + clear signal to pursue
- Workshop: Sold out, second one scheduled, corporate training inquiry
- Total new income: ~$15-25k
- Real value: a second income stream that doesn't depend on Brightwheel + a network that knows what you do
What both scenarios give you that you don't have today:
- A public identity beyond "staff eng at Brightwheel"
- Revenue that isn't salary
- Data on which opportunity (Sigil vs. education vs. something else) has the most pull
- A co-founder relationship with reps
- A network that sees you as a builder, not just an employee
Risks and Mitigations
| Risk | Mitigation |
|---|---|
| No time (kids, job, life) | Every action in this plan converts existing work. No new building in Phase 0-1. Phase 2 is split with co-founder. |
| Brightwheel non-compete/moonlighting clause | Check this in Week 1. If restrictive, Sigil demos can be "user research" and workshop can be under co-founder's entity. |
| Sigil doesn't validate | That's a feature, not a bug. You learn in 8 weeks instead of 2 years. Redirect energy to education. |
| Workshop doesn't fill | Scale down: run it for 5 people at $500. Or pivot to 1:1 consulting at $300/hr. The content still works. |
| Co-founder friction | Define roles and money split BEFORE Week 6. 50/50 on revenue, you own tech content, they own ops/marketing. Write it down even if informal. |
| Blog gets no traction | Traction isn't the goal — proof is. Even 50 readers means you have a URL to send people. The blog is a credibility asset, not a traffic play. |
| Partner alignment | Share the plan — a concrete timeline with specific milestones is easier to get behind than abstract strategy. The BID network is genuinely useful for Phase 2 outreach. A specific, bounded ask works better than "help me think about this." |
Week 1 Checklist (Start Here)
- Enable auto-deploy on tech blog
- Publish Edge-LLM post to LinkedIn with 2-paragraph intro
- Draft Sigil/y-designs blog post (one evening)
- Check Brightwheel moonlighting/non-compete clause
- Text co-founder: "Let's do the workshop. Here's my rough plan. Coffee this week?"
- Make the Sigil demo list (10 names, PMs and agency people)
- Send first 3 outreach messages for Sigil demos
That's 7 actions. All can be done in one focused week at 5 hours.