Jesse Myers

Marine veteran, entrepreneur & tech executive. 32 years in enterprise technology. B.S. IT, MBA, M.S. Legal Studies. Founder & CEO of 2057 Holdings — six portfolio companies in tech consulting, smart home, security, AI exam prep, and AI publishing.

ProfPrep

If You Need a Humanizer, You Already Cheated

“Paper bleach” only exists because people let AI write the words. Here's exactly what ProfPrep's paper tools do instead — coded, line by line, so they can't.

Building Professor Intelligence Into Every Study Tool: What We Shipped for Fall 2026

Most AI tools know the subject. None of them know your professor. That gap is what ProfPrep was built to close — and for Fall 2026, we just shipped 47 professor-specific course tools across six Oklahoma universities to prove it works at scale. The Problem With Subject-Level AI General-

Build in Public

Building an AI NAICS Code Lookup Tool: Seven Sources, One Answer

I built a business classification tool in an afternoon using seven free public APIs and Claude. Here's the exact architecture, every data source, and what I'd do differently.

Press Release

Invictus Systems Completes 100+ Home Security Installations Across Greater Oklahoma City — Without a Single Monthly Fee

Veteran-owned home security and smart home company challenges the subscription model with one-time professional installation and no recurring costs.

Operations

Signed, Paid, and Booked -- What I Built and Why the Old Way Was Broken

A customer who has decided to buy is in a specific psychological state. Every additional step is a request to hold that state a little longer. Some will. Many won't.

Press Release

Press Release: ProfPrep Launches College Course Tool — Professor Intelligence for Any University, Any Course

2057 Holdings launches ProfPrep's college course tool — AI-powered academic exam prep built around professor intelligence, course-specific calibration, and academic integrity integration. Any university, any course, any professor. Official press release.

Press Release

Press Release: ProfPrep Launches Professional Licensing Exam Prep Across Five Categories

2057 Holdings launches ProfPrep across five professional licensing categories — NCLEX-RN, NCLEX-PN, real estate, insurance producer, and CDL — with 20,000+ questions, unlimited generative AI, and scenario simulators. Official press release.

ProfPrep

The ProfPrep College Tool: Why Professor Intelligence Is the Whole Product

Generic AI knows the subject. ProfPrep knows the professor. Here is how the college course tool works and why the distinction matters for student outcomes.

ProfPrep

What We Actually Built with ProfPrep — and Why the Architecture Matters

Most exam prep products are question banks. ProfPrep is a two-layer system — static bank for fluency, unlimited generative AI for depth, scenario simulators for understanding. Here is what that actually means.

Press Release

PRESS RELEASE: 2057 Holdings Expands Strategic Series AI Guide Library to 23 Volumes

FOR IMMEDIATE RELEASE 2057 Holdings Expands Strategic Series AI Guide Library to 23 Volumes Covering SMB and Mid-Market Professionals Quarterly-updated, industry-specific AI guides address critical gap for small and mid-size businesses operating without dedicated IT or AI expertise OKLAHOMA CITY, Okla., June 20, 2026 — 2057 Holdings

AI

Why I Wrote the Strategic Series

I kept running into the same conversation. A business owner — a dentist, a CPA, a real estate agent — would ask me how they should be using AI. And the honest answer was: it depends entirely on your industry, your workflows, your compliance exposure, and what tools actually integrate with how

Operations

The Operator's Stack: What I Actually Built and Why

I've spent 32 years in enterprise IT — communications, collaboration, infrastructure. No practical development experience. No coding background. And over the past year I built a custom AI system from scratch that now runs the back-office operations of six companies. This is my writeup of what that actually

Operator

Building Exam Prep That Actually Targets One State

Why I built ProfPrep's exam prep state-by-state instead of selling one generic national question bank — and what most prep platforms get wrong about how licensing exams are scored.

Operator

Why Most Licensing Exam Prep Fails the People Who Buy It

Most exam prep is built to look comprehensive, not to fix the reasons people actually fail. Here's the product principle I built ProfPrep around.

Operator

The Logistics Gap: What Exam Prep Forgets to Teach

Candidates fail tests they knew the material for because nobody prepared them for the experience of the exam. Here's the product gap I keep building into ProfPrep.

Operator

Building a Multi-State Licensing Product Without Drowning in Complexity

State-by-state, line-by-line licensing requirements are a content nightmare. Here's the architecture I used to make ProfPrep's multi-state insurance prep scalable instead of unmanageable.

Operator

Why I Build AI Content Compliance-First (and Why Competitors Don't)

Most AI guides for professionals are tool roundups that ignore the rules governing the profession. Here's why Strategic Series leads with compliance — and why that's the harder, better position.

Operator

Why I Run a Home Services Company Alongside a Tech Portfolio

A local smart-home install business and an AI software portfolio look like they have nothing in common. Here's why I run both — and what the hands-on company teaches the rest.

Operator

Bringing Enterprise IT Discipline to Small Business

I spent 32 years doing enterprise IT for large organizations. Here's what small businesses are missing that the enterprise figured out long ago — and why most local IT shops don't bring it.

Operator

Building JARVIS: The System I Run Six Companies On

I built an AI operating system to run a six-company portfolio because no existing tool could hold the context. Here's what it is, what it runs on, and why I built instead of bought.

Operator

Why I Built a Dollar General and a Neiman Marcus in the Same Category

Invictus and Safire Home both do security, but one is accessible and commoditized and the other is bespoke and premium. Here's why running both tiers deliberately is smarter than picking one.

Why Carrier Transitions Go Wrong — And Who's Really Responsible for Getting It Right

I've spent three decades in enterprise tech, and I've watched the same carrier transition disaster play out hundreds of times. Here's what nobody tells you: your carrier's onboarding team isn't your advocate. They're a logistics function. That'

We're Now Qualified Amazon eero Professional Installers — Here's Why That Actually Matters

Look, I'll be straight with you—my team and I have spent three decades in enterprise tech, and we've seen plenty of mesh networking solutions come and go. We weren't exactly enamored with wireless systems as a category. But when Amazon's eero

The Technology Layer Nobody Talks About in Mergers & Acquisitions

When I was leading Marines, we had a saying: plan the mission, brief the team, execute with precision. That same discipline applies to M&A, except most deal teams ignore the biggest operational risk sitting right in front of them—the technology layer. I've spent 32 years

Safire Home Solutions Earns Savant and Lutron Authorized Dealer Status

This post originally appeared on Safire Home Solutions and Safire Solutions, two of the portfolio companies I lead under 2057 Holdings. I'm sharing it here because it reflects work and thinking I'm personally invested in. At Safire Home Solutions, we've always believed that a