Skip to content
Isaiah Wooden signature logo

Founder and AI Native Systems Architect

Isaiah Wooden

I design intelligent business systems, customer experiences, and go to market workflows that turn complex operations into scalable growth.

Professional headshot of Isaiah Wooden in a dark suit and white shirt

Selected credentials

  • 3,000+ technical support cases resolved
  • 400+ customer onboarding calls
  • $37.9M in closed sales volume
  • Founder of Intellisar

Professional experience across

Companies I’ve worked with

Experience built across technology, education, global commerce, insurance, SaaS, real estate, and AI native business systems.

  • The Master's Academy of Northwest Florida
  • Wayfair Professional
  • Allstate
  • Xplor
  • Xplor Mariana Tek
  • Xplor FieldEdge
  • Redy
  • 86 Repairs
  • BookNook
  • Roadie
  • Venminder
  • HelloTeam
  • Paychex
  • Amazon
  • Tropical Smoothie Cafe
  • McDonald's
  • Dairy Queen
  • Dollar General
  • Salty Soul Adventures
  • Tecovas
  • Wyndham Hotels & Resorts
  • Intellisar
    Founded

Global experience

Countries I’ve worked with

Supporting customers, teams, and operations across North America, Europe, Asia, and Australia.

  • United States
  • Canada
  • Spain
  • Germany
  • Belgium
  • Australia
  • Switzerland
  • France
  • United Kingdom
  • Ireland
  • China
  • Japan
  • South Korea
13
Countries
Global
Customers & Teams
Multiple
Time Zones
SaaS
Industries

About

A single progression: systems, customers, and revenue.

My career started in enterprise IT operations. Keeping infrastructure running, responding to incidents, and learning how technical systems actually behave under pressure.

From there I moved into customer facing technology: high volume support, SaaS onboarding, and technical implementation. Thousands of support cases and hundreds of onboarding calls taught me where products break, where customers stall, and what makes adoption stick.

Real estate added the revenue side of the equation. Owning seller conversion and transaction support meant carrying the outcome, not just the ticket. Qualification, follow up cadence, and closing.

Those threads converge in Intellisar, the business operating software I founded. It combines what I learned in support, success, and go to market into one platform: CRM, payments, scheduling, communication, and the workflows that connect them.

3,000+

Technical support cases resolved

400+

Customer onboarding calls

$37.9M

Closed sales volume

60

Real estate transactions

350K+

Lines of product code developed

Professional Experience

Roles across IT, SaaS, ecommerce, insurance, real estate, and product.

  1. Founder & AI-Native Systems Architect

    Intellisar

    Present

    Founded and engineered Intellisar, a 350,000+ LOC multi-tenant SaaS platform spanning CRM, payments, scheduling, communications, AI orchestration, data migration, automation, and field-service operations. Designed the system architecture across TypeScript, JavaScript, React, Next.js, SQL/PostgreSQL, Supabase, REST/JSON APIs, event-driven workflows, asynchronous processing, and distributed third-party integrations.

    • Architected multi-tenant PostgreSQL domain models, Row-Level Security, RBAC, authentication boundaries, transactional workflows, state machines, and workspace-level data isolation
    • Engineered production APIs and webhook systems with idempotency, event deduplication, concurrency protection, retry semantics, processing leases, transactional rollback, and failure recovery
    • Built Stripe payment flows, SMS/MMS infrastructure, real-time synchronization, AI tool execution, voice systems, dispatch/routing architecture, and provider-neutral integration layers
    • Developed high-volume migration tooling using streaming CSV parsing, staging pipelines, SHA-256 integrity validation, schema inspection, deduplication, sensitive-field detection, and transactional imports
    • Debugged systems across the full stack using TypeScript/JavaScript, SQL, API traces, database migrations, provider payloads, build output, CI failures, authentication state, and production runtime diagnostics
    • Reduced TypeScript diagnostics from 1,188 → 0 during production hardening without using compiler suppression as the solution
    • Established automated quality gates covering unit, integration, regression, E2E, authorization, tenant-isolation, race-condition, webhook, migration, payment-state, negative-path, and failure-recovery testing
    • Achieved documented checkpoints of 861/861 full-suite tests passing, 347/347 advanced-importer tests passing, and 41/41 Playwright E2E tests passing at an exact-SHA CI release checkpoint, alongside passing security-policy and release gates
    • Built destructive-test safeguards using isolated databases, environment verification, explicit mutation acknowledgements, rollback controls, and fail-closed execution when test boundaries could not be proven
    • Managed production engineering through Git/GitHub, exact-SHA CI validation, Vercel deployments, Supabase/PostgreSQL migrations, Neon isolation environments, Google Cloud infrastructure, and release gates

    Engineering Stack

    • TypeScript
    • JavaScript
    • SQL
    • PostgreSQL
    • HTML/CSS
    • React
    • Next.js
    • Supabase
    • REST APIs
    • Vitest
    • Playwright
    • Stripe
    • OpenAI
    • LiveKit
    • Telnyx
    • Google Cloud
    • Git/GitHub
    • Vercel
  2. Director of Customer Success & Sales

    Redy

    Owned the full customer lifecycle across a real estate marketplace, including onboarding, seller conversion, agent relationships, and transaction support, from first contact to closing table.

    • 60 residential transactions closed
    • $37.9M in closed sales volume
    • Built repeatable seller conversion and follow up workflows that became the team standard
    • Served as the go to resource on transaction legality. When agents or sellers questioned compliance, I answered the legal questions directly and helped agents secure confirmation from state real estate commissions

    Awards Won

    • Highest number of deals closed in a month
    • Highest deal closed
    • Sales
    • Negotiation
    • Closing
    • Client Onboarding
    • Agent Onboarding
    • Transaction Compliance & Legal Advocacy
    • Real Estate Document Verification
  3. Senior Technical Support and Onboarding Specialist

    Xplor Technologies

    As a Senior Technical Support and Onboarding Specialist at Xplor Technologies, I partnered with fitness, wellness, and home service businesses to successfully implement, onboard, and support SaaS solutions across Mariana Tek, Xplor Growth, and FieldEdge. I worked directly with business owners and their teams to guide software adoption, troubleshoot complex technical issues, and optimize day-to-day operations.

    • Supported customers across phone, email, and chat, resolving issues related to CRM, scheduling, memberships, billing, payment processing, reporting, integrations, and data migrations
    • Conducted onboarding sessions, delivered product training, and helped customers configure their platforms to align with their business goals while ensuring a smooth implementation experience
    • Collaborated closely with Product and Engineering teams to investigate software defects, escalate complex issues, and advocate for customer needs
    • Documented troubleshooting processes and best practices to improve support efficiency and the overall customer experience
    • Delivered exceptional customer service, built trust, and helped businesses maximize the value of their technology investments
    • Intercom
    • Django Admin
    • CSV imports
    • Jira
    • Guru
    • Asana
    • Monday
    • Slack
    • Microsoft Suite
  4. International E Commerce

    Wayfair Professional

    Recognized for exceptional customer care and de escalation, reducing churn while strengthening long term client relationships. Managed complex pre sale and post sale operations across international B2B and B2C markets, including logistics, secure refund verification, PCI DSS compliance, and sales initiatives. Recipient of Wayfair’s Amethyst Award and Call of Fame Award for outstanding service quality and training excellence.

    • Reduced churn through de escalation and relationship focused customer care
    • Managed end to end pre sale and post sale operations across global B2B and B2C markets
    • Handled secure refund verification, PCI DSS compliance, and logistics resolution at scale
    • Earned Wayfair’s Amethyst Award and Call of Fame Award for service quality and training excellence

    Awards Won

    • Wayfair Amethyst Award
    • Wayfair Call of Fame Award
    • Order operations
    • Payments
    • Escalation management
    • PCI DSS awareness
    • B2B account support
  5. Financial Support & Insurance Procurement

    Allstate

    Drove client acquisition through cold outreach, contract negotiation, and end to end onboarding within Salesforce. Used Tableau, advanced Excel, and Salesforce analytics to define coverage areas, analyze market trends, and support strategic decision making. Managed accounts from application through activation before transitioning fully onboarded clients to Senior Account Managers.

    • Built pipeline and acquired clients through cold outreach and contract negotiation
    • Onboarded accounts end to end in Salesforce from application through activation
    • Used Tableau, advanced Excel, and Salesforce analytics to map coverage areas and market trends
    • Transitioned fully activated clients to Senior Account Managers with complete handoff documentation
    • Salesforce
    • Tableau
    • Advanced Excel
    • Contract negotiation
    • Client onboarding
    • Market analytics
  6. IT Operations

    The Master's Academy of Northwest Florida

    Provided over three years of technical and customer support for executive and student portals as an Online Service Provider. Resolved advanced software and hardware issues, maintained educational platform standards, and supported reliable IT operations while delivering a high level of care to students and staff.

    • Supported executive and student portals as an Online Service Provider for over three years
    • Resolved advanced software and hardware issues across educational platforms
    • Maintained platform standards and reliable IT operations
    • Delivered a high level of care to students and staff
    • Technical support
    • Hardware troubleshooting
    • Software troubleshooting
    • Educational platforms
    • End user support

Education

Academic foundation.

  • University of Florida

    FMNP Graduate

  • The Master's Academy of NW FL

    Graduated with High School Diploma

Certifications

  • PortSwigger Web Security Academy

    In progress
  • OWASP Top 10 / API Security Top 10

    Planned
  • freeCodeCamp (JavaScript Algorithms & Data Structures)

    In progress
  • AWS Certified Developer Associate or CompTIA Security+

    Planned

Portfolio

Case studies in customer, revenue, and systems work.

Each project below reflects work I owned directly. The problem, my role, what I built, and the result.

Intellisar Business Operating Software

Challenge
Small and mid sized operators run their business across a dozen disconnected tools, with no single source of truth.
My role
Founder and systems architect. Product vision, data model, and implementation.
Solution
A unified platform combining CRM, payments, scheduling, marketing, customer communication, and operational workflows.
Outcome
In active development; 350,000+ lines of product code written to date.
  • Product architecture
  • Supabase
  • Stripe
  • Twilio

Customer Onboarding Systems

Challenge
New SaaS accounts stalled during implementation and reached value slowly.
My role
Senior onboarding specialist. Designed and ran the onboarding motion.
Solution
Structured onboarding sequences, configuration checklists, and reusable enablement material for each account type.
Outcome
400+ onboarding calls delivered with a repeatable implementation path.
  • Onboarding
  • Enablement
  • Technical documentation

CRM and Workflow Architecture

Challenge
Customer data and follow up lived in inboxes and spreadsheets.
My role
Systems designer across support, success, and revenue workflows.
Solution
Defined objects, lifecycle stages, ownership rules, and automation triggers so every handoff had a system behind it.
Outcome
Consistent lifecycle tracking and clearer accountability across teams.
  • CRM architecture
  • Workflow automation
  • Process design

CSV Migration and Data Import Systems

Challenge
Customer data arrived in inconsistent spreadsheets that broke imports.
My role
Owned data mapping and migration support for incoming accounts.
Solution
Standardized import templates, field mapping guidance, and validation steps before load.
Outcome
Cleaner migrations with fewer post import support escalations.
  • Data mapping
  • CSV imports
  • SQL
  • Validation

GTM Automation

Challenge
Manual outreach and qualification limited coverage and consistency.
My role
Designed the go to market workflow layer.
Solution
Automated qualification routing, follow up sequencing, and handoffs between marketing, sales, and success.
Outcome
Higher coverage per rep with consistent qualification criteria.
  • GTM systems
  • Lead qualification
  • Sales operations

Real Estate Acquisition and Seller Conversion

Challenge
Seller interest arrived unevenly and converted inconsistently.
My role
Director of Customer Success. Owned conversion and transaction support.
Solution
A structured seller journey with clear qualification, follow up cadence, and transaction milestones.
Outcome
60 transactions closed representing $37.9M in closed sales volume.
  • Lifecycle operations
  • Conversion strategy
  • Transaction support

Payments Reconciliation & Webhook Security

Challenge
A multi tenant Stripe Connect payments flow was silently failing to reconcile orders despite successful charges.
My role
Diagnosed and fixed the issue end to end across webhook handling, database constraints, and account context bugs.
Solution
Traced the failure through webhook delivery, signature verification, foreign key constraints, and Connect account scoping to find the root cause.
Outcome
Restored reliable order fulfillment and payment reconciliation in production.
  • Stripe Connect
  • Webhooks
  • PostgreSQL
  • Debugging
  • Security

Skills

Capabilities across the operator's stack.

Customer and Revenue

  • Customer success
  • Onboarding
  • Retention
  • Technical support
  • Lifecycle management
  • Lead qualification
  • Sales operations

Product and Systems

  • CRM architecture
  • Workflow automation
  • SaaS operations
  • CSV imports
  • Data mapping
  • API integrations
  • Product testing
  • Technical documentation

Technical

Engineering

  • TypeScript
  • JavaScript
  • Next.js
  • React
  • Node.js
  • PostgreSQL
  • REST APIs
  • Webhooks
  • Git/GitHub
  • SQL

Platform & Tools

  • Supabase
  • Vercel
  • Stripe
  • Twilio
  • SendGrid
  • Jira
  • Salesforce
  • Zendesk
  • Intercom
  • HTML
  • CSS
  • JSON

Leadership

  • Founder strategy
  • Cross functional communication
  • Process design
  • Training
  • Escalation management
  • Customer advocacy
  • GTM systems thinking

Purpose

Why we exist

I've sat through over 450 onboarding and support calls. I've heard the pain firsthand, and I've watched studio and HVAC owners struggle just to operate the software that's supposed to run their business.

The support calls became screen shares. The screen shares became me doing the work myself, because the software was too complicated to just tell someone what to do. That created a dependency. Colleagues would point to a help article. I'd stay on the call and fix it, because I understood what was actually happening on the other end.

You're texting your team. Answering the phone. Coordinating who's picking the kids up from school. Replying to a client email. All while you're supposed to be focused on a support call for the tool that's meant to make your day easier.

That's why I built Intellisar. I cut out the unnecessary support and onboarding, so you can move at the speed of thought, with your voice.

Founder Project

Intellisar Business Operating Software

Intellisar brings CRM, payments, scheduling, marketing, customer communication, and operational workflows into one intelligent platform.

Product vision

One intelligent platform for the operational core of a business. Instead of a dozen disconnected tools stitched together with spreadsheets.

Target industries

Service businesses, home services, real estate, and small to mid sized operators who run sales, scheduling, and billing in parallel.

Founder responsibilities

Product strategy, data modeling, systems architecture, implementation, and customer discovery.

Technical architecture

TypeScript and Next.js for the application layer, PostgreSQL via Supabase for data and auth, Vercel for delivery, Stripe for payments, and Twilio and SendGrid for communication.

Key workflows

CRM and pipeline, scheduling, invoicing and payments, marketing and customer communication, and automated operational handoffs.

Current stage

In active development, with 350,000+ lines of product code written to date. Screenshots to be added as modules reach release quality.

Let’s build systems that make businesses work better.