John T. Bryant
Shipping AI systems that move a P&L number — Principal @ JNOW
Senior business leader and hands-on AI builder. 20+ years translating business needs into technology solutions for executive stakeholders, cross-functional teams, and end users. Currently shipping production AI applications — including a multi-agent platform that runs my agency, a 41-skill orchestration system, and an AI assessment tool live on jnow.io. The revenue-leader background is the foundation; the build work is what I do now.
Experience
Each role includes queryable AI context—the real story behind the bullet points.
AI Consulting Agency CoFounder; Fractional CRO / GTM Lead
JNOW & eSource Solutions
- Co-founded JNOW (jnow.io) — independent AI services practice based in Georgetown, TX. Strategy and build under one roof for businesses adopting AI.
- Designed and shipped Ollie, a production multi-agent platform built on the Claude Agent SDK with five specialist agents, a shared structured business knowledge base, voice receptionist capability, and a unified human-in-the-loop review dashboard.
- Built and deployed a 41-skill AI orchestration system for content generation, research, and workflow automation — each skill a scoped agent with a defined trigger, input schema, and output format.
- Developed an interactive AI assessment tool (Cloudflare Workers + Anthropic API) using a two-model architecture, session state management, and structured evaluation logic — currently live and used as JNOW's primary client intake mechanism.
- Shipped InspectionLens — an AI document-processing application that parses unstructured home-inspection PDFs, classifies issues by severity, estimates costs, and generates structured summary reports. Same architecture pattern applies to legal, insurance, and compliance document workflows.
- Built and submitted IdeaCatcher to iOS and Android app stores: voice-first capture app with sub-500ms transcription, Claude API for semantic tagging, and offline-first architecture with cloud sync.
- Built FieldKit, a multi-tenant field-service management platform with row-level data isolation, mobile-first UI, and integrated communications (Twilio, Stripe, QuickBooks).
- Authored a structured engagement methodology — Diagnostic, Install, Operate — covering AI use-case identification, feasibility analysis, fixed-scope implementation, and post-deployment operations.
- Established AI governance principles for client engagements: human-in-the-loop checkpoints, cost telemetry, and explicit go/no-go criteria for AI suitability.
- Conducted requirements analysis and feasibility assessments for founder-led businesses considering AI adoption, including total-cost-of-ownership modeling and risk identification.
Vice President, Global Direct Sales
Conversica
- Led organization-wide adoption of AI-enabled forecasting and coaching platforms; partnered with RevOps and IT to evaluate, configure, and roll out tools that improved forecast accuracy and team productivity.
- Translated complex AI capabilities into clear value propositions for enterprise stakeholders ranging from technical buyers to C-suite executives — a core skill for explaining AI to non-technical audiences.
- Established cross-functional governance cadence integrating sales, marketing, RevOps, and customer success around shared pipeline and forecast metrics.
- Drove 34% YoY ARR growth and closed largest enterprise agreement in company history through structured stakeholder engagement and value-based selling.
Sr. Director of Sales, Mid-Market & Enterprise
Conversica
- Implemented MEDDPICC qualification framework across the organization — a structured discovery and requirements-gathering methodology — reducing sales cycles 18% and increasing average deal value from $42K to $80K+.
- Designed coaching cadence and performance review processes that produced multiple consecutive quarters of team-wide quota attainment.
- Partnered with Customer Success and RevOps to design and execute expansion strategy delivering 22% lift in net retention.
Vice President of Sales
Acoustic
- Rebuilt customer-success-aligned upsell motion; raised renewal rate to 90% and achieved 85% expansion quota attainment through structured account planning and stakeholder mapping.
- Coordinated cross-functional change management following private-equity spin-off, including process redesign and team realignment.
Regional Vice President of Sales
Acoustic
- Reset go-to-market operating model post-spin: redesigned compensation plans, pipeline definitions, and field processes from the ground up — equivalent to a full business-process redesign initiative.
- Delivered $4M new-logo ARR while standing up the new organization.
Worldwide Sales Leader, Watson AI Marketing
IBM Corporation
- Led global go-to-market for IBM Watson AI Marketing — earliest commercially available enterprise AI platform — giving long-running practical exposure to AI capabilities, limitations, and stakeholder expectations.
- Managed $70M global quota across multi-country teams; aligned global sales, marketing, and product organizations through documented playbooks and cross-functional governance.
- Grew market share 25% YoY through coordinated cross-functional execution.
Sr. Director of Sales, Retail Vertical
Oracle NetSuite
- Owned $25M P&L; delivered 30% YoY revenue growth through vertical strategy, forecasting discipline, and execution rigor.
- Managed team of 20 account executives and 3 sales managers; built coaching and accountability frameworks.
Projects
What I've built — not just where I've worked
Ollie
Custom Agentic Platform — runs JNOW day-to-day
The operating system we built to run JNOW itself. Five specialist agents (main, research, content, comms, ops) plus a Voice Agents tier for receptionist work, all running on the Claude Agent SDK with a shared "business brain" of versioned brand voice, ICP, and sequence playbooks. Plug-in adapters for Cal.com, Twilio, ElevenLabs, AgentMail, and Composio (Gmail/Calendar/Drive/Notion/Slack/HubSpot). Human checkpoints, review queue, live event stream, full memory and cost telemetry. When we sell agentic infrastructure, this is what we're selling — proven on us first.
Key Highlights
- Five specialist agents on the Claude Agent SDK with a shared structured business knowledge base
- Voice receptionist tier (ElevenLabs + Twilio) booking appointments end-to-end
- Each agent answers email at its own dedicated inbox via AgentMail
- Human-in-the-loop review queue, live event stream, full memory + cost telemetry
- Not a wrapper — the actual control plane behind every JNOW engagement
5-Minute Audit Agent
Two-Model Conversational Assessment Agent
AI assessment tool live on jnow.io that asks six questions and returns a custom readout — including an honest take on whether JNOW is the right firm. Two-model architecture: Sonnet handles the conversational turns, Opus generates the final readout. Built in one week and now JNOW's primary client intake mechanism.
Key Highlights
- Two-model architecture — Sonnet for conversation, Opus for synthesis
- Session state in Cloudflare KV with 30-minute TTL, hard 12-turn cap
- Voice-eval'd against 20 fictional scenarios before launch
- Cost: ~$0.07 per completed session
- Built in 1 week — JNOW's primary client intake mechanism
AI Resume
The Site You're Looking At Right Now
An AI-queryable portfolio that lets hiring managers ask Claude anything about my background — including the uncomfortable questions most candidates dodge. Built with an "honest AI" philosophy: the system is explicitly instructed to surface weaknesses and poor fits, not just sell.
Key Highlights
- Conversational AI powered by Claude — trained on my full career context including private reflections
- Job description analyzer that gives a structured fit verdict with gaps and transferable skills
- Light-cream portfolio with fixed sidebar, scroll spy navigation, and project showcases
- Technical skills section auto-derived from actual project repositories
GetBilled
AI Sales Tools + Full GTM Build for SAP Billing Intelligence
Built the AI-powered sales tooling and the entire go-to-market motion for an SAP-certified billing intelligence platform. The AI components are the load-bearing parts: an account scorer that prioritizes outbound by billing complexity and SAP fit, a Trapped Cash Estimator that quantifies leakage from billing delays, and a value-report PDF generator that auto-produces prospect-specific business cases. The GTM playbook (ICP, messaging, sales process, comp model) is what the AI tools sit inside.
Key Highlights
- AI account scorer prioritizing outbound by billing complexity and SAP fit
- Trapped Cash Estimator — interactive ROI calculator embedded in discovery calls
- Auto-generated value-report PDFs with prospect-specific projections
- Outbound automation pipeline connecting intent signals to sequenced outreach
- Full GTM playbook: ICP definition, messaging framework, sales process, comp model
InspectionLens
AI Document Processing for Real Estate Inspections
Turns raw home inspection reports into structured, negotiation-ready summaries. Buyers and agents upload a PDF; the system extracts every issue, categorizes severity, estimates repair costs, and generates a clean summary they can share with sellers. Same architecture pattern applies to legal, insurance, and compliance document workflows.
Key Highlights
- PDF parsing and extraction from any inspection report format
- AI categorization by severity: safety hazards, major repairs, cosmetic issues
- Cost estimate ranges based on issue type and regional construction data
- Generates a branded summary document ready for negotiation
- Pattern portable to legal, insurance, and compliance document workflows
FieldKit
Multi-Tenant Field Service Management Platform
Full-stack platform for field service businesses — replacing the spreadsheets and phone calls that most small operators still use. Built for technicians in the field and dispatchers in the office. Multi-tenant architecture with row-level security so each org's data is fully isolated.
Key Highlights
- Job dispatch, scheduling, and real-time technician status tracking
- Customer communication portal with automated appointment reminders
- Multi-tenant architecture with row-level security — each org's data fully isolated
- Integrated communications (Twilio, Stripe, QuickBooks)
- Mobile-first UI with optimistic updates for fast performance on spotty connections
IdeaCatcher
Voice-First Idea Capture App (iOS + Android)
End-to-end mobile app built and submitted to both the App Store and Google Play. Captures ideas with voice, text, or camera — then uses AI to tag, organize, and surface related ideas before they get lost. Sub-500ms voice transcription via Deepgram, Claude API for semantic tagging, offline-first architecture with cloud sync.
Key Highlights
- Real-time voice transcription via Deepgram with <500ms latency
- Claude API integration for semantic tagging and idea relationship mapping
- Offline-first architecture with Supabase sync when connection restores
- Built for iOS and Android — pending app store approval
Skills
An honest assessment of where I am
Revenue & GTM
Strong
- Production AI App Development
- AI Use-Case Identification & Feasibility Analysis
- Stakeholder Management & Requirements Translation
- Business Case Development & Cost/Feasibility Analysis
- Go-to-Market Strategy & Architecture
- Sales Turnarounds & Org Scaling
- Enterprise & Mid-Market SaaS Sales
- MEDDPICC & Sales Process Discipline
- Cross-Functional Team Integration
- TypeScript / Next.js / Supabase
- Voice AI (Deepgram, ElevenLabs)
- Document AI Pipelines
Moderate
- Agentic AI Frameworks (beyond Claude SDK)
- Prompt Engineering
- AI Governance
- Python
- HubSpot, Tableau, Chorus, ZoomInfo
- Salesforce, Clari, Outreach
Gaps
- Product-Led Growth (PLG)
- Formal CS / Academic ML
- Production-scale ML Ops
- Regulated-industry compliance work
AI & Technical
Derived from active project reposAI & LLM
Languages
Frontend
Backend & Data
Infrastructure
Integrations
Thoughts
How I think about GTM, AI, and the intersection of the two
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