Engineer. Creator. Connector.

Building Smarter Systems That Connect People, Processes, and Possibility.

I help growing businesses harness AI and automation to streamline operations, connect data, and scale intelligently — backed by two decades of real-world experience building enterprise systems, e-commerce platforms, and creative brands.

A Builder at Every Level

I'm David Stillson — a software engineering leader, entrepreneur, and creative problem-solver. Over the last 20 years, I've worked at the intersection of technology, business, and creativity, helping organizations connect systems and scale operations intelligently. At Sweetwater, I led engineering teams modernizing the nation's largest music retailer — integrating digital marketplaces like Amazon, eBay, and Reverb, automating media and product data flows, and streamlining backend operations. Before that, I helped Lippert consolidate global e-commerce platforms and unify ERP, CRM, and PIM systems across multiple acquisitions. And now, as eCommerce Engineering Manager at Wabash, I'm helping shape B2B commerce experiences built on Adobe Commerce and scalable architecture.
David Stillson - AI & Automation Consultant

Today

I help mid-market companies ($10M–$100M in revenue) integrate AI and automation into their operations — not as a gimmick, but as a growth strategy. From AI chatbots and workflow automation to system integrations and team training, I focus on practical automation that delivers measurable impact.

Services

Practical AI and automation solutions designed for mid-market businesses

01

AI & Automation Strategy Workshops

Discover where automation can make the biggest impact.

I'll guide your leadership team through identifying bottlenecks, mapping workflows, and defining high-ROI automation initiatives — tailored for your business model.
02

Process Automation & Integrations

I build automations that make your tools work together.

Whether you're connecting CRMs, ERPs, and e-commerce systems — or creating custom API bridges — I design scalable automations using Make, Zapier, or custom-built middleware in Laravel, Python, or Node.js.
03

Custom GPTs & Conversational AI

Bring AI to life inside your workflows.

I design and deploy custom GPT models, chatbots, and AI assistants for sales, support, and knowledge management — turning your data into usable intelligence.
04

E-commerce Automation & Optimization

From Adobe Commerce to Shopify to NetSuite, I've spent years optimizing commerce systems.

Let's eliminate manual processes, improve product data flow, and deliver connected customer experiences across every channel.
05

AI Training & Team Enablement

Help your team use AI confidently and responsibly.

I offer hands-on training sessions on prompt design, AI tools, workflow creation, and implementation best practices — equipping your people to be AI-capable, not AI-fearful.
06

AI-Enhanced Website & Application Development

Modern web experiences powered by intelligent automation.

I build Next.js, Laravel, and React applications with AI-powered features like chatbots, personalization engines, and smart content delivery — creating sites that work as hard as you do.

Featured Work

Real-world experience building and scaling enterprise systems

Sweetwater

Media System Modernization

Optimized image delivery and reduced payload sizes by 96% while scaling to handle millions of daily requests.

Scaled platform to handle millions of daily transactions with 99.9% uptime

LaravelDockerGCPAPI Integrations
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Sweetwater - Media System Modernization
Sweetwater

Marketplace Integrations

Built and maintained integrations connecting Sweetwater's catalog to major marketplaces, handling tens of thousands of SKUs and real-time inventory synchronization.

Processed 2M+ daily product updates across 3 marketplaces with 99.8% accuracy

LaravelAPI DevelopmentQueue ManagementReal-time Sync
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Sweetwater - Marketplace Integrations
Sweetwater

WordPress Rebuild & Optimization

Led the rebuild of Sweetwater's WordPress-based content platform, improving performance, SEO, and editorial workflows.

Reduced page load times by 65% and improved Core Web Vitals scores across the board

WordPressPHPPerformance OptimizationSEO
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Sweetwater - WordPress Rebuild & Optimization
Lippert

B2B Commerce Transformation

Architected a unified digital stack across multiple acquisitions — integrating Adobe Commerce, Salesforce, Dynamics 365, and Salsify to create a seamless B2B and B2C experience.

Unified multiple acquisitions into a single development and catalog team serving B2B and B2C customers

Magento 2PIMERP/CRM IntegrationsMulti-brand Architecture
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Lippert - B2B Commerce Transformation
Xbox Design Lab

Personalization at Scale

Architected backend systems supporting one of Microsoft's most beloved customization platforms, enabling millions of unique configurations.

Enabled millions of custom controller configurations with real-time pricing

Adobe CommerceAPI-first Integration DesignReal-time Pricing
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Xbox Design Lab - Personalization at Scale
ETE Reman

Legacy ERP Integration

Built custom middleware to integrate Magento 2 with a legacy DOS-based ERP system, enabling real-time inventory and order management.

Eliminated manual order entry, saving 20+ hours per week and reducing errors by 95%

Magento 2Paradox ERP IntegrationCustom MiddlewareAPI Development
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ETE Reman - Legacy ERP Integration
Kessler Crane

Digital Transformation

Migrated from legacy systems to modern commerce platform with custom B2B features and international expansion capabilities.

Enabled international expansion and 40% increase in online B2B revenue

Magento 2B2B CommerceInternational ExpansionCustom Pricing
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Kessler Crane - Digital Transformation

Businesses I've Built

I've built more than systems — I've built businesses.

Be Still RV Rentals logo

Be Still RV Rentals

A family-run business offering memorable travel experiences with smart automation at its core.

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Totes on Loan logo

Totes on Loan

A sustainable moving and packing rental service helping people relocate without the waste.

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Fader & Frame logo

Fader & Frame

A boutique recording and video production studio helping artists tell their stories with cinematic sound and vision.

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These ventures aren't side projects — they're proof of how creative ideas, when paired with smart systems, can thrive in the real world.

Let's Build Something Smarter

Whether you're exploring automation or ready to implement AI at scale, I'd love to hear about your business challenges.

No pressure. No jargon. Just practical ideas and honest conversation about how AI and automation can work for you.