Available for freelance work

Zach
Jacobsen.

Technology Risk & Privacy Consultant | Realtor

Bridging the gap between technology and business — with decades of experience solving complex IT, web, risk management, and real estate challenges. From servers to strategy, I get things done.

20+
Years Experience
8+
Years Freelancing
30+
Projects Completed

From the courtroom
to the command line.

I’m a Technology Risk & Privacy Consultant and licensed Realtor with two decades of professional experience that spans disciplines most people never combine — insurance claims, private investigation, enterprise risk management, IT field services, cybersecurity, and real estate.

That depth is the differentiator. A decade of hands-on claims handling across property, liability, commercial, auto, and product lines — including mediations, litigation management, and settlement negotiations — gives me a perspective on risk that purely technical consultants simply don’t have.

On the technology side, I’ve built and secured networks, deployed VPNs on Ubuntu, set up NAS and file servers, integrated IP camera systems, built e-commerce stores with WooCommerce and Stripe, and performed cybersecurity assessments using NMAP, recon, and pen testing techniques — all while maintaining client-facing web development and IT field work.

Technology Risk Claims Management Cybersecurity IT Field Services Web Development Privacy & VPN Real Estate Investigation
Profile
ExperienceLoading…
FreelancingLoading…
BackgroundInsurance, Claims, Risk, IT, Cybersecurity, Investigation, Real Estate
SpecialtiesTechnology Risk, Privacy, Claims, Cybersecurity & Real Estate
EducationOSU-OKC — Information Technology
LocationOklahoma City, OK
Status● Available for hire
Risk & Claims
95%
IT Infrastructure
92%
Web Development
90%
Cybersecurity
80%
Data Analytics
85%
AI Integration
78%

Services & Skills

Two decades of cross-disciplinary expertise — from enterprise risk and claims management to cybersecurity, IT field services, web development, and real estate.

01
Enterprise Risk Management
RMIS administration, executive dashboards, automated reporting, OSHA/BLS compliance, GL/WC legal tracking with map visualizations, and strategic risk analysis for large-scale operations.
02
Claims Management
A decade of hands-on claims handling across property (1st & 3rd party), general liability, commercial premises liability, auto liability, and product liability. Mediations, litigation management, settlement negotiations, and certificates of compliance for commercial leases.
03
Cybersecurity
Intermediate-level analyst with CLI proficiency. NMAP port scanning, network recon, penetration testing fundamentals, vulnerability assessment, and privacy-first architecture. OpenVPN deployment on Ubuntu Server for secure private tunnels.
04
IT Field Services
House calls and on-site support: OS installation, malware removal, data backup and extraction, hard drive replacement, hardware repair, printer troubleshooting, and system optimization across Windows, macOS, and Linux.
05
Web Development
Full website builds: HTML, CSS, JavaScript, WordPress, custom themes, and plugins. WooCommerce e-commerce stores with Stripe and PayPal gateway integration. Google Analytics setup and SEO configuration.
06
Network Infrastructure
DNS records, Cloudflare integration, nameserver configuration, custom email setup, NAS and file server deployment, and IP security camera systems including Bosch and Avigilon remote management.
07
Hosting & DNS
Web hosting setup and management, DNS record configuration, domain registration and transfers, Cloudflare integration, SSL certificates, and nameserver management. Everything pointed exactly where it should be.
08
CMS & WordPress
Full WordPress builds, custom themes, plugin development, and migrations. WooCommerce stores with payment gateway integration. Clients leave with full ownership and control of their content.
09
AI Integration
AI-powered tools and workflow automation for real business operations. LLM integration, intelligent decision-support systems, and process automation that reduces manual work and improves efficiency.
10
Insurance Inspections
Property risk inspections for insurance underwriting purposes. Identifying potential exposures, documenting property conditions, and producing structured inspection reports across multiple formats and insurance lines.
11
Private Investigations
Licensed field investigator with experience in surveillance operations, claims investigation, live and well checks, SIU work, evidence gathering, and detailed intelligence reporting for insurance and legal proceedings.
12
Real Estate
Licensed Realtor in Oklahoma. Property analysis, acquisitions, valuations, and transactions. A data-driven approach informed by years of risk assessment, property inspection, and financial analysis experience.
Windows 10/11 Windows Server macOS / iOS Ubuntu / Debian Kali Linux Android Unix Chrome OS OpenVPN Cloudflare Bosch Security Avigilon WooCommerce Stripe / PayPal

Certifications & Licenses

Professional credentials spanning IT, insurance, investigation, and real estate.

01
CompTIA IT Fundamentals+
CompTIA
Issued July 2016  ·  ID: NKRQR1LME3Q45XC9
● Active
02
MTA: Networking Fundamentals
Microsoft Technology Associate
Issued July 2016  ·  ID: H180-9255
● Active
03
MTA: Windows OS Fundamentals
Microsoft Technology Associate
Issued May 2016  ·  ID: H180-9256
● Active
04
Casualty Claim Adjuster License
Oklahoma Insurance Department
Issued June 2006  ·  ID: 70457
● Active
05
Insurance Producer — Accident & Health
Oklahoma Insurance Department
Issued Sep 2020  ·  ID: 8837628
● Prior
06
Private Investigator & Security Guard
Law Enforcement Agency / Government
Issued May 2009  ·  ID: 09AGI57855
● Prior
07
Real Estate Salesperson / Realtor
Oklahoma Real Estate Commission
Licensed Realtor in Oklahoma
● Active

Portfolio

Client projects across web development, IT consulting, and design. Each one a different problem worth solving.

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Let’s Work Together

Whether you need risk management consulting, claims expertise, IT field services, web development, or real estate guidance — available for freelance projects, contract work, and ongoing retainers.

Location
Oklahoma City, OK
Response Time
Within 24 hours
Availability
● Open to new projects