Jackson Sherwood
Jackson Sherwood
AI Enablement + Agent & Application Builder · Housecall Pro Marketing
Got my start on the innovation team in late 2022, where GPT-3 first got me hooked, so I've been building with AI since its inception. Today I'm the bridge between Housecall Pro's marketing org and AI: shipping agents and apps, and getting the whole team building too.
4 Agents Running Live
Total Token Usage
0M
input + output, all sessions
AI Sessions
0
since jan 8, 2026
Messages Logged
0
human + ai turns
Lines of Code
0
across all projects
Active Agents
0
incl. master synthesis
Value Generated
$0
engineering equivalent
Daily Token Usage
Tokens consumed per session, Jan to Jun 2026
71.8M tokens
input tokens
output tokens
Session History
What got shipped, fixed, and built · 22 highlighted, Jan to Jun 2026
01
jsher.online, Build & Deploy
Built personal portfolio from scratch, pushed to GitHub, got live on Vercel
Jan 8deploy
02
n8n Setup + Claude Integration
Wired Claude Code into company n8n, built first AI-powered workflow node
Feb 11build
03
Counter-Intel Chatbot, Full Migration
Migrated TypeScript Slack bot to n8n; Slack trigger + AI question parsing working
Feb 11build
04
HCP Maps, Glassmorphism UI + Deploy
Full UI polish with glassmorphism styling, security hardening, GitHub push
Feb 17deploy
05
Counter-Intel Alerts, Designed & Built
Designed + deployed daily competitor page monitor with Claude AI → Slack alerts
Feb 23build
06
jsher.online, Dark Redesign
Apple-inspired dark redesign, two feedback rounds, pushed live to Vercel
Feb 23design
07
Tyler's Feedback → Full System Upgrade
Shipped taxonomy, scoring, deduplication, digest restructure & caching in one session
Feb 26fix
08
MBR Prep + Weekly Digest Debug
Polished MBR slides & key results, found and fixed weekly digest agent failure
Feb 26docs
09
Counter-Intel Q&A Bot, Error Handling + Format
Adaptive response formats (reviews, pricing, comparisons), retry logic on Claude API, rate limit messaging, removed broken @ping on unknown competitors
Mar 4build
10
Q&A Bot, Deep Dive + Source Diversity Overhaul
11 node updates: platform-tagged citations (G2/Capterra/Reddit), source diversity rules, deep dive error handling, 50% token reduction, channel/thread passthrough bug fix
Mar 4fix
11
jsher.online, Pre-Ship Polish
Favicon with green ring, OG preview tags, Dad's Site project + value update, analytics refresh, pre-ship clean up before manager review
Mar 9design
12
jsher.online, Ship Day Edits
Project board reorder, HCP Maps → deploying (yellow), prototype links fixed, value recalculation, analytics refresh, ready for manager review
Mar 11deploy
13
Find Your Claude, AI Office Hours Quiz
Built 4-question personalized tool finder for HCP marketers, routes to Claude Chat, Cowork, or Code based on role and workflow. Shipped to /quiz.
Apr 12deploy
14
HCP Redesigned Landing + Workflow Pages
Built full React 19 + Vite 7 redesign of the HCP landing page with workflow pages, glassmorphism dark cinema aesthetic, production-ready, shipped to /hcp-landing.
Apr 20deploy
15
May 2026 Release Moment Page
Built and shipped the May 2026 product release moment landing page, live at housecallpro.com/lp/may-26-release/
May 19deploy
16
Jack's Ultimate Higgsfield Workflow
End-to-end AI creative pipeline for Cowork, text gen + critic → Motion analytics → Higgsfield ad creation. Packaged as a downloadable folder for the marketing team.
May 20build
17
Counter-Intel Master Synthesis Agent
Collapsed 5 separate competitive-intel bots into one master agent that orchestrates sub-agents and synthesizes a single prioritized weekly brief, with memory of what it already reported. Live in n8n.
Jun 3build
18
PMM Brain v0, 5-Agent GTM Planner
Built v0 of the PMM Brain: PRD ingest → draft writer + comp scraper + data intelligence (parallel) → GTM assembler, over a hybrid live-data + examples context. Demoed to leadership, one of the largest AI builds to date.
Jun 9build
19
HCP Maps + Testimonials, Shipped Behind Okta
Shipped the first two vibe-coded production apps at Housecall Pro behind Okta SSO, the internal Maps tool for sales reps and the Testimonials Hub for social proof on demos.
Jun 11deploy
20
jsher.online, Quarterly Board + Q2 Wrap
Reorganized the project board by quarter, promoted the Q2 flagship apps to shipped, refreshed all metrics and value, and laid out the Q3 roadmap.
Jun 15deploy
21
HCP Marketing Plugin Marketplace, v0.4.0
Shipped the org-wide marketing Claude plugin marketplace to main: marketing-core, community, and a brand-new seo-content plugin (7 skills) built in the same session.
Jun 18deploy
22
Mechanical Ads Engine, V0 Running
Built a multi-agent paid-creative engine end to end: generate, composite, and gate static ad assets. First two waves shipped (24 HVAC assets x3 sizes) with Supabase + Higgsfield wired in.
Jun 23build
Project Board
Everything built with AI
shipped 21
🚀 May 2026 Release Moment Page live 🏠 HCP Redesigned Landing + Workflows Page live 🧭 Find Your Claude: AI Quiz live
Q3 2026 · building / deploying 5
Live Agents
Autonomous workflows in production
4 active
Counter-Intel Master Synthesis
active
schedule weekly sub-agents 5
5 sub-agents synthesize memory slack
Jackson's Weekly Digest
active
schedule every monday nodes 18
firecrawl scrape claude slack
Counter-Intel Daily Alerts
active
schedule daily nodes 22
scrape diff claude slack
Counter-Intel Q&A Bot
active
trigger on slack message nodes 28
slack firecrawl claude reply
total engineering value
$0
Equivalent cost to hire engineers and enablement leads to build and run all of this. Based on market rates for junior-to-mid SWE ($43–$55/hr) and AI program design.
Counter-Intel System (Daily + Weekly + Q&A)$16,500
PMM Brain v0, 5-agent GTM system$13,000
Counter-Intel Master Synthesis Agent$9,000
Sherwin-Williams × HCP Prototype$7,500
AI Enablement Program (2 qtrs, 90-person dept)$7,000
HCP Maps, shipped behind Okta$6,500
Misc & Ad-Hoc Builds (dashboards, consults, scrapes, skills)$6,000
HCP Testimonials Hub, shipped behind Okta$5,500
HCP Labs Prototype + Research$4,000
Sites & Docs$3,800
Trade Academy Platform$3,600
HCP Landing + Workflow Pages$3,500
Desktop Reviews Prototype$3,200
Ultimate Higgsfield Workflow (Cowork)$3,000
May 2026 Release Moment Page$2,500
Meta Ads Deployer$2,500
40 Under 40 (v1 + app flow)$400
monthly automation savings
$3,354/mo
4 autonomous agents, now anchored by a master synthesis agent, eliminating manual competitive research, synthesis, reporting, and on-demand intel every week.
Master Synthesis Agent (24 hrs/mo)$1,032
Daily Alerts (22 hrs/mo)$946
Q&A Bot (20 hrs/mo)$860
Weekly Digest (12 hrs/mo)$516
Annualized savings$40,248/yr
output vs. seniority level
junior
$80–100K
mid
$115–140K
senior
$155–185K
staff
$200K+
Jackson's Output: Mid SWE
production apps · agent fleets · dept-wide enablement