by Terrance Ellis | Jan 20, 2026 | Uncategorized
If you’ve got real IT chops and you like breaking systems down to first principles, this is one of those “get paid to be the expert” gigs. You’ll test advanced language models on real-world IT scenarios, document where they fail, and help improve how AI reasons about enterprise tech.
About Invisible Agency
Invisible builds and operates services that help companies scale, and this project focuses on improving AI models with high-quality, expert-led training data. You’d be contributing directly to how these models handle systems thinking, technical accuracy, and enterprise-grade problem solving.
Schedule
Remote (United States).
Contract / freelance.
Hours vary based on your availability (you’ll report average weekly hours).
You provide your own secure computer and high-speed internet. No company benefits (contractor role).
What You’ll Do
Evaluate and challenge AI models using practical IT scenarios and theoretical systems architecture questions
Verify technical accuracy and logical soundness in model responses across domains like cloud, cybersecurity, databases, SDLC, and compliance
Capture reproducible errors and “failure mode” traces so issues can be diagnosed and fixed
Suggest improvements to prompts, evaluation criteria, and how model performance is measured
What You Need
Strong foundation in Computer & Information Systems (systems analysis, architecture, data management, network configuration, security, governance, compliance, etc.)
Ability to communicate clearly and show your work, including how you reached conclusions and why something is wrong
Bachelor’s or master’s degree in CIS/IT/CS (or equivalent experience)
Bonus signals: certifications (CompTIA, CISSP, AWS, PMP), enterprise deployment experience, technical writing, or systems documentation work
Benefits
Wide pay range: $6–$65/hour depending on experience, expertise, and location
Flexible, remote contract work that can fit around other responsibilities
Direct impact: your feedback helps harden AI reasoning and technical reliability
One real note though: that pay range is massive. Don’t lowball yourself if you have legit experience. If you’re newer, price modestly but not desperate. If you’ve got enterprise-level scars, ask accordingly.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 20, 2026 | Uncategorized
If you can turn a rough idea into clean, scroll-stopping visuals that actually match the brand, this role is built for you. You’ll design across digital channels, keep campaigns looking sharp and consistent, and help marketing move faster without sacrificing quality.
About Wing
Wing helps companies build world-class remote teams and put operations on autopilot through managed support services. They work with businesses worldwide across roles like design, marketing, admin, and customer support. The vibe is fast, organized, and execution-focused.
Schedule
US work hours (20–40 hours per week).
Remote role (US-based applicants only).
Expectation: manage design deliverables on a consistent publishing cadence and collaborate with writers and marketers.
What You’ll Do
Design graphics for blogs, website pages, social media, email, and marketing campaigns
Manage publishing schedules, coordinate design execution, and test visuals across formats and platforms
Create branded visual concepts including motion graphics and video assets, while supporting layout proofing and campaign rollout
What You Need
Bachelor’s degree plus at least 1 year of experience (1–2 years in graphic design preferred)
Strong layout, typography, and visual design fundamentals across print and digital
Proficiency with tools like Adobe Photoshop, Illustrator, InDesign, Sketch (or similar), plus a portfolio that shows range and consistency
Benefits
Performance incentives plus holiday and overtime pay
Paid training, upskilling opportunities, and a supportive team environment
100% work-from-home with career growth opportunities
These Wing roles move fast. If your portfolio is ready and you can deliver clean work on deadline, go get it.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 20, 2026 | Uncategorized
If you’re the kind of developer who can take a feature from idea to deployment without hand-holding, this one’s for you. You’ll build scalable web apps across the full stack, ship clean code, and help keep performance tight as products grow.
About Wing
Wing helps companies build world-class remote teams and put operations on autopilot through managed support services. They partner with businesses worldwide across roles like development, marketing, admin, and customer support. The work is collaborative, fast-moving, and focused on real outcomes.
Schedule
Baguio City, Philippines (location-based role).
Remote-first culture with flexible working hours.
Expectation: collaborate with product, design, and QA to deliver end-to-end features and maintain production systems.
What You’ll Do
Develop and maintain full-stack web applications, building responsive UI components and supporting backend functionality
Design and build secure REST or GraphQL APIs, integrate third-party services, and implement authentication and authorization (JWT, OAuth)
Manage CI/CD pipelines and deployments, optimize performance and scalability, and contribute to code reviews with reliable estimates
What You Need
Strong JavaScript or TypeScript skills with experience using React, Next.js, Vue, or Angular
Backend experience with Node.js (Express, NestJS), Django, or similar frameworks, plus solid database knowledge (MongoDB, PostgreSQL, MySQL)
Comfort with cloud platforms (AWS, GCP, or Azure), Docker, Git, microservices or REST principles, and testing tools like Jest, Mocha, or Cypress
Benefits
Competitive salary with performance-based bonuses
Flexible working hours and a remote-first culture
Impactful product work plus mentorship and growth support
If you can build it end-to-end, ship it reliably, and keep it fast under pressure, don’t sit on this.
Build the system. Own the launch.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 20, 2026 | Uncategorized
This isn’t a “cool demo” role. You’ll build production-grade AI infrastructure that ships into real systems affecting revenue, safety, and compliance for fleets across North America. If you want ownership, board-level visibility, and work that actually matters, this is the lane.
About Fleetworthy
Fleetworthy is a fleet safety, compliance, and efficiency platform built to simplify how fleets manage safety, tolls, inspections, and vehicle data under one unified brand. They’re building AI-native products using a deep data moat from 10+ years of toll, inspection, safety, and fleet telemetry data across all 50 states. The goal is simple: help fleets operate safer, smarter, and beyond compliant.
Schedule
Canada-based remote or hybrid.
Foundational role on a newly created AI platform team with cross-functional collaboration.
Expectation: ship production code, build core AI infrastructure, and communicate progress to executive leadership.
What You’ll Do
Build and own core AI infrastructure including feature store, model CI/CD, evaluation harnesses, and observability across AI efforts
Write and ship production code daily (Python, Go, TypeScript) while architecting scalable AI and data systems
Partner across product, design, compliance, and support, guide technical direction for others, and present roadmap and results to executives and the board
What You Need
4+ years building backend or infrastructure systems plus 2+ years production experience in AI and ML
Experience delivering AI applications in real environments, including LLMs, RAG workflows, computer vision, or real-time event processing
Strong system design and technical leadership skills, comfort moving fast in ambiguity, and a bias toward shipping working software
Benefits
Remote or hybrid flexibility within Canada
Foundational ownership on an AI platform team with visibility to executives and the board
Modern stack: Python, Go, TypeScript, GCP and AWS, Postgres, Redis, Kafka, MLFlow, dbt, Dagster, LangChain, Triton Inference Server
This is a rare chance to build the core AI engine inside a company with real data, real customers, and real stakes. If you’re ready to ship AI that moves the needle, apply now.
Build it. Ship it. Prove it in production.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 20, 2026 | Uncategorized
Build and evolve applications that help fleets move through the world safer and more efficiently. You’ll work on Drivewyze’s Smart Roadside ecosystem, owning everything from APIs and microservices to portal apps, architecture, and long-term reliability.
About Fleetworthy
Fleetworthy is a fleet safety, compliance, and efficiency platform built to simplify how fleets manage safety, tolls, weigh station bypass, and more under one unified brand. Through the Drivewyze ecosystem, they deliver technology that helps commercial fleets operate smarter, reduce risk, and stay beyond compliant.
Schedule
Edmonton, Alberta (role supports the Smart Roadside team).
Collaborative Agile environment working alongside developers, QA, product managers, and internal partners.
Expectation: design, build, test, and support production systems that continue delivering value after launch.
What You’ll Do
Design, architect, develop, and test applications across server and cloud environments, including portal apps, back-end services, APIs, and supporting tools
Build and improve web APIs and microservices, strengthen security and architecture, and document designs and integrations as needed
Evaluate and implement new technologies to improve efficiency and support new product ideas, while contributing to strong engineering practices like testing and peer reviews
What You Need
Post-secondary education in Computer Science, engineering, or equivalent experience
5+ years of application development experience across back-end services, databases, and modern application ecosystems
Strong craftsmanship and ownership mindset, including writing clean, secure code, valuing testing and code reviews, and supporting what you build beyond deployment
Benefits
High-impact product work inside a mature fleet technology ecosystem
Collaborative, cross-functional team environment with room to influence architecture and tooling
Opportunity to work across multiple stacks including C#, ASP.NET, SQL Server, Postgres, and Elixir/Erlang on Linux
If you want senior-level ownership and real product impact, don’t wait. Apply while this role is still open.
Build the systems. Ship the features. Keep fleets moving.
Happy Hunting,
~Two Chicks…
