Work · 2022–present

Oak Grove

Founder · AI-native business of one · US and Japan storefronts · Human–AI production systems

Founded and launched Oak Grove, an AI-native e-commerce business selling home goods through US and Japan storefronts. The premise was to combine my expertise in Human Factors in Information Design and Digital Media Design with ChatGPT, Claude, and Gemini across work a team would normally cover.

Oak Grove is a live study of what happens when one person designs and operates a business with AI embedded across the work—not as an occasional tool, but as part of the operating structure.

I directed product and collection strategy, sourcing, pricing, catalog structure, storefront content, merchandising, localization, marketing, analytics, and operations. As AI capabilities evolved, I continually reassessed what to delegate, what required review, and what needed to remain manual.

I built Oak Grove as an AI-native business of one to test how far a single operator could take a real business across the functions normally distributed across a staffed organization. The practical question was: how far could one person, working with AI, cover the functions a staffed business would normally distribute across a team?

Topics

Applied AIHuman–AI Workflow DesignHuman-in-the-LoopBusiness OperationsInformation Architecture
Oak Grove Shopify storefront homepage — woven jacquard blankets and pillows featuring 19th-century Japanese katagami stencil patterns
Oak Grove · Shopify storefront · US market

The brand

Authentic Japanese stencils, built into a home goods brand

Oak Grove transforms authentic 19th-century Japanese stencils into woven jacquard blankets, throw pillows, and other home decor goods. Each pattern begins as katagami: a hand-carved stencil used for dyeing traditional textiles like kimono, furoshiki, and nōren.

I built the brand identity, product line, US and Japanese Shopify storefronts, and a sourcing and curation pipeline for stencil artwork. Fulfillment partners handled production and shipping; I directed the product, commercial, creative, and operational work around them.

Original 19th-century Japanese katagami stencil — the On the Dot pattern
Original katagami stencil
Oak Grove On the Dot woven jacquard blanket
Woven blanket
Oak Grove On the Dot throw pillow
Throw pillow
Oak Grove On the Dot decorative tray
Decorative tray

Business decisions

Building products that could work commercially

I compared production methods, suppliers, materials, formats, costs, margins, shipping, and pricing to decide which products to offer, when to launch them, and where to make them available. Those decisions shaped the catalog, assortment, storefronts, and release plans.

Product strategy, merchandising, localization, marketing, analytics, and order operations were parts of the same business system. The work was not finished when a design looked good; the product also had to be viable to produce, price, ship, explain, and sell.

2022–2026

The division of work changed as AI capabilities expanded

The answer changed as ChatGPT, Claude, and Gemini gained new capabilities.

I worked with the models to research, explore alternatives, critique ideas, surface tradeoffs, develop plans, create content, and rethink decisions as new information appeared. What I could hand off expanded from conversation into files, images, connected data, and selected structured workflows.

01Chat-based workResearch, alternatives, critique, tradeoffs, planning, product development, storefront content, localization, commerce, and analysis.
02Generated files and spreadsheetsWorking documents and structured comparisons that made product and commercial decisions easier to evaluate.
03Image editingProduct imagery and mockups that could be assessed against the real products customers would receive.
04Airtable access through MCPDirect work with connected catalog records instead of repeatedly moving structured business context into chat.
05Structured workflowsSelected recurring tasks formalized with explicit inputs, outputs, and human review points.

Operations and review

Airtable held the catalog and the review states

As the catalog expanded, I moved product records, source patterns, colorways, storefront content, and creative assets into Airtable so the catalog had one place to live. Records were linked where the connection mattered, including which pattern and colorway became which product and what was still waiting on review.

Airtable became the control point once workflows arrived. Records triggered work, generated outputs landed back with the prompt that produced them, and nothing moved toward a storefront until I approved it there. Designing where those review points sat was most of the actual work.

Human–AI boundary

Some work stayed manual by design

Selecting historical source material and cleaning the artwork remained manual. Source selection determined each product's provenance, while cleanup choices affected the visual integrity of the final pattern. Those decisions carried brand risk that automated screening could not reliably absorb.

The goal was not to automate as much as possible. I assigned work according to capability, risk, and quality, and retained final authority over consequential product and publishing decisions.

Work kept human-ledReason
Historical-source selectionProvenance and cultural integrity
Artwork cleanupVisual integrity and brand quality

2026

Later formalization: selected recurring work

By 2026, model and tool capabilities had expanded from chat to file generation, image editing, direct Airtable access through MCP, and API-connected workflows. I formalized selected recurring tasks in n8n, connecting Airtable, Shopify, DeepL, and Gemini, Anthropic, and OpenAI models. These workflows were a late extension of the way I had already run Oak Grove with AI, not the origin of the business.

I designed and evaluated workflows for familiar tasks and new possibilities, including staging products into rooms from inspiration photos and applying palettes from reference images to stencil designs. The important design work was not just connecting APIs. It was defining constraints, making intermediate outputs reviewable, and keeping human approval at consequential points.

Choose Artwork
Source stencilsSelect a stencilPrepare stencil for product design
✦ AI workflows
Motif ResearchPalette LabColorway GeneratorDesign Review
Create Product
Create product on print on demand websiteOrder samplePhotograph sampleCreate mockups for online store
✦ AI workflows
Inspiration StagerLifestyle Mockup GeneratorAlt Text Drafter
Publish Listing
Push draft to ShopifyEdit listingPublish to storefront
✦ AI workflows
Auto-Translation
Process Orders
Receive orderConfirm orderConfirm deliveryReview request is sent
Use Data
Review analytics
✦ AI workflows
SEO + Ads Analyzer

The two examples below represent different kinds of applied AI work: multimodal creative direction and a connected decision-and-review pipeline.

Workflow 01

Inspiration Stager

A handwritten scroll reading 'The room is bright and full of light…' beside a fountain pen, illustrating describing a scene from scratch in words

Before

Writing staging prompts meant starting from scratch each time, describing lighting, furniture, geometry, and mood in text, with no guarantee the output matched what I'd imagined.

A room photo plus a checkerboard pillow combine into a single staged scene with the pillow placed in the room

After

The workflow accepted two images: a room photo and a product photo. Gemini used the room to interpret lighting, furniture, and layout, then placed the product into a new scene while preserving its pattern and colors.

I designed the workflow around two sequential Gemini calls rather than one. The first analyzed the inspiration photo for lighting, furniture, and geometry but was explicitly told to ignore the product. The second placed the product into that scene. Splitting the calls reduced the risk that Gemini would redesign the product to match the room.

Inspiration Stager Workflow

Queued in Airtable
Gemini: read scene (ignore product)
Gemini: place product into scene
Airtable record
Dropbox
Inspiration Stager — input photos and staged output
Airtable record: inspiration image, product photo, AI-generated scene prompt, and final staged output
▸ Human review gate: image QA before use in listings or ads

Workflow 02

Colorway Pipeline: Three Linked Workflows

I designed a linked sequence to capture color inspiration from product photos, apply it to a stencil, generate up to 6 colorway mockups, and route the results through two review apps before anything could move toward production.

A rainbow color-picker with a Ouija-board planchette resting on it, illustrating choosing colors by instinct

Before

Chose colors by instinct, like using a color picker as a Ouija board, guided by gut feeling with no record of what I'd tried and no way to compare options.

Four-step pipeline: save a pillow photo from phone or laptop, extract its colors, generate stencil pillow mockups in those colorways, then send the promising options to reviewers

After

  1. A photo of a promising color scheme entered the workflow from desktop or mobile.
  2. Gemini extracted its colors into hex codes in Airtable.
  3. Those colors drove pillow mockups in up to 6 colorways.
  4. Promising options could be sent to reviewers before anything moved toward production. (not illustrated above)

Step 1 of 3 · Palette Lab

Capture color inspiration from anywhere

I built this workflow to save color inspiration from photos as reusable palette records. Gemini analyzed images submitted from desktop or mobile, extracted hex codes, and wrote them to Airtable for use by the Colorway Generator.

Palette capture workflow

Desktop bookmarklet
Mobile photo upload
Gemini: analyze image
Color palette saved to Airtable
Palette Lab — grid view of saved color palettes in AirtableGrid view
Palette Lab — gallery view of saved color palettesGallery view

Step 2 of 3 · Colorway Generator

Apply a palette to a stencil and generate up to 6 variants

The Colorway Generator combined a validated Palette Lab record with a black-and-white stencil and generated up to 6 mockups for a first pass on which combinations were worth pursuing. Exact color still happened in Photoshop: Gemini could get close enough to evaluate, not close enough to ship.

Colorway generation workflow

B&W stencil
Palette Lab record
Gemini: generate armchair mockup
Gemini: generate up to 6 color mockups
Colorway URLs saved to Airtable

Step 3 of 3 · Design Review

Curate a batch, send to reviewers, collect yes / maybe / no votes

Two small web apps I built with Claude Code. In the First Cut web app, I reviewed finished colorways and selected which were worth showing. The second app, Design Review, was designed for family reviewers to vote Yes / Maybe / No and leave notes. Votes were saved to Airtable so I could compare feedback before committing anything to production.

Feedback loop workflow

Airtable: completed colorways
First Cut: I select keepers
Airtable: Design Reviews table
Reviewer app: Yes / Maybe / No
Votes saved to Airtable
First Cut UI — select colorways to send for reviewCurator view: select colorways to send for review
Reviewer app — Yes / Maybe / No per designReviewer view: Yes / Maybe / No per design
▸ Human review gate: curate selection before publishing to listings or ads

Supporting workflows

Additional workflow designs across content, publishing, and analysis.

Lifestyle Mockup Generator
I designed this workflow to generate four room-setting variants from one product photo and route every result to Airtable for human selection before any publishing decision.
GeminiAirtable
Motif Research
I designed this workflow for Claude to research the cultural history of each katagami motif and draft a product story with accuracy notes. DeepL could then translate the approved story into French, Italian, Spanish, and Japanese.
ClaudeDeepLAirtable
Auto-Translation
I built a workflow to translate product titles and descriptions with DeepL and write approved Japanese copy to the correct Shopify locale metafields, with French, Italian, and Spanish translations available to store for future use.
DeepLShopifyAirtable
Alt Text Drafter + Publisher
I built a workflow in which Gemini analyzed product images and drafted alt text for review in Airtable. Approved text could then be synced with Shopify; nothing could advance without approval.
GeminiShopifyAirtable
SEO + Ads Analyzers
I designed these workflows to pull data from Google Search Console and the Meta Ads API, flag opportunities and problems, and write specific action items to a to-do list.
Search ConsoleMeta Ads APIAirtable

What this demonstrates

What almost 4 years of solo operation taught me about working with AI

Over four years, Oak Grove became a production environment for studying where AI can support business workflows, where it introduces risk, and where human review is necessary to protect quality, accuracy, and brand trust.

Assign work according to capability and risk

Decided what to delegate to AI, what required human review, and what needed to remain manual because errors carried product, customer, cultural, or brand consequences.

Adapt as AI capabilities changed

Expanded the division of work from chat-based research and planning to generated files, image editing, MCP-connected Airtable data, and selected API workflows.

Carry AI-supported work into commercial reality

Applied AI within actual product, supplier, production, cost, margin, localization, quality, storefront, and customer constraints.

These judgments were grounded in real failures. AI guidance on paid advertising could be confidently wrong, while near-real product imagery risked creating a gap between what customers saw and what they would receive. Those risks informed the approval states and review gates I designed into the later workflows.

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