HYRD Logo

HYRD

Chief Technology Officer

Reposted 22 Days Ago
In-Office or Remote
Hiring Remotely in Chicago, IL
200K-250K Annually
Senior level
In-Office or Remote
Hiring Remotely in Chicago, IL
200K-250K Annually
Senior level
As CTO, you'll lead the development of an AI-powered career operating system, transforming an MVP into a scalable platform while building and managing a technical team.
The summary above was generated by AI

THE OPPORTUNITY

HYRD is seeking a Technical Co-Founder/CTO to architect and build the Career Operating System that will revolutionize how millions navigate their professional lives. This is a co-founder opportunity to own a significant equity stake while building category-defining technology.

We're creating the infrastructure for careers - an AI-powered platform that automates job applications, personalizes skill development, and matches talent with opportunities. With paying customers already using our MVP, we're ready to scale from hundreds to millions of users.

Location: Remote (US-based preferred)
Compensation: 2.5-4% founder equity (RSA), transitioning to $200-250K salary upon Series A funding
Start Date: Immediate

WHAT YOU'LL BUILD

As CTO, you'll transform our validated MVP (currently on Airtable, Make.com, Softr) into a scalable platform supporting millions of professionals. You'll architect three interconnected products:

HYRD Core - The Application Engine

  • Automated job application system processing thousands daily
  • AI-powered resume optimization for each opportunity
  • Real-time application tracking and response management
  • Integration with major job boards and ATS systems

SKILLD - The Learning Layer

  • Personalized skill assessment and gap analysis
  • AI-driven learning path recommendations
  • Course platform integrations and progress tracking
  • Certification and credential management

SOURCD - The Talent Marketplace

  • B2B2C matching algorithm connecting talent with enterprises
  • Company portals with analytics dashboards
  • Talent pipeline management systems
  • Payment processing and SaaS billing infrastructure

The AI Intelligence Layer

  • NLP for resume-job matching
  • Career trajectory prediction models
  • Salary optimization algorithms
  • Personalized recommendation engines

YOUR RESPONSIBILITIES

First 30 Days:

  • Complete technical audit of current no-code system
  • Design architecture for scalable Career OS platform
  • Create migration strategy maintaining zero downtime
  • Begin recruiting first 2 engineers on equity packages
  • Deploy immediate improvements to current system

First 90 Days:

  • Launch MVP of new platform architecture
  • Integrate all three products into unified system
  • Build initial engineering team (3-4 engineers)
  • Achieve 99.9% uptime and <200ms response times
  • Prepare infrastructure for 10,000+ users

First Year:

  • Scale platform to support 100,000+ users
  • Build and lead team of 8-10 engineers
  • Implement advanced AI features and automations
  • Launch mobile applications
  • Establish HYRD as technical leader in career tech

Team You'll Build:

Immediate Hires (Months 1-3):

  • Head of AI/ML - Lead all AI initiatives
  • Senior Full-Stack Engineers (2-3) - Core platform development
  • DevOps/SRE - Infrastructure and scaling

Second Wave (Months 3-6):

  • Data/Integrations Engineer - API and data pipeline
  • Product Designer - User experience ownership
  • Product Manager - Product strategy and roadmap
  • Additional Full-Stack Engineers as needed

WHAT WE'RE LOOKING FOR

Technical Requirements:

Essential Skills:

  • 8+ years software development experience
  • 3+ years in technical leadership roles (CTO, VP Engineering, Tech Lead)
  • Full-stack expertise (React, Node.js, Python, PostgreSQL)
  • System architecture for high-scale platforms
  • Experience with AI/ML integration (OpenAI, Claude APIs)
  • DevOps and cloud infrastructure (AWS/GCP)

HYRD-Specific Needs:

  • Experience migrating from no-code (Airtable, Zapier) to scalable architecture
  • Knowledge of web scraping at scale and API integrations
  • Background in marketplace or SaaS platforms
  • Understanding of job boards, ATS systems, or HR tech helpful

Leadership Experience:

  • Built and scaled products from 0 to 50K+ users
  • Recruited and managed engineering teams of 5+ people
  • Hired engineers on equity-heavy packages
  • Comfortable with technical debt trade-offs
  • Experience in resource-constrained environments

Mindset & Personality:

  • Excited to work for equity until funding (critical requirement)
  • Hands-on coder who still builds alongside the team
  • Believes in democratizing career success
  • Thrives in ambiguity and moves fast
  • Makes pragmatic technical decisions
  • Customer-obsessed problem solver

WHY JOIN HYRD

Massive Opportunity:

  • $400B career services market growing 23% annually
  • First-mover advantage building the Career OS category
  • Clear path to unicorn valuation

Real Traction:

  • Revenue-generating with paying customers pre-launch
  • Proven product-market fit
  • Strong customer demand overwhelming current systems

True Ownership:

  • 2.5-4% founder equity stake with RSA structure
  • Additional milestone-based equity (0.1-0.25% per milestone)
  • Direct partnership with CEO
  • Shape technical vision from day one

Impact:

  • Solve a problem affecting 3 billion professionals globally
  • Democratize access to career opportunities
  • Build technology that changes how the world works

COMPENSATION STRUCTURE

Immediate (Equity-Only Phase):

  • 2.5-4% founder equity (Restricted Stock Award)
  • 4-year vesting with 1-year cliff
  • Milestone top-ups (0.1-0.25%) for:
    • Successful platform migration
    • Reaching 10K users
    • Series A close
    • Key feature launches
  • Minimal stipend possible for critical expenses

Post-Series A (Target: 12-18 Months):

  • $200-250K base salary
  • Maintain full equity stake
  • Performance bonuses
  • Comprehensive benefits
  • Additional equity grants at funding milestones

THE INTERVIEW PROCESS

  1. Initial Call (30 min) - Mission alignment and vision discussion with CEO
  2. Technical Deep Dive (90 min) - Architecture discussion and system design
  3. Leadership Assessment (60 min) - Team building and culture fit
  4. Final Round (Half day) - Present 90-day plan, meet advisors, finalize terms

REQUIREMENTS CHECKLIST

Must-Haves:

  •  Can work for equity-only until Series A funding
  • 8+ years coding experience with recent hands-on work
  • Built and scaled consumer platforms before
  • Previous startup experience (not just FAANG)
  • Available to start within 30 days
  • Based in US or compatible time zones

Nice-to-Haves:

  •  HR tech or career services experience
  • Previous successful exit
  • Strong engineering network for recruiting
  • AI/ML expertise beyond API integration
  • Experience with no-code tools

HOW TO APPLY

Send the following to [[email protected]] with "CTO - Career OS" in subject:

  1. Your Story: Why does democratizing career success matter to you?
  2. Technical Proof: Link to something you built that scaled (GitHub, live product, case study)
  3. 90-Day Vision: How would you approach the migration from no-code to scale?
  4. Availability: Confirmation you can work for equity and your start date
  5. LinkedIn/Resume: So we can see your journey

Priority given to candidates who:

  • Can start immediately
  • Have built HR tech or marketplace platforms
  • Bring a network of engineers willing to work for equity
  • Show passion for the mission beyond just the technology

A NOTE FROM THE CEO

"We're looking for a true technical co-founder who sees the massive opportunity in building the Career OS. You'll have complete technical autonomy, significant equity, and the chance to build something that impacts millions of lives.

Our current MVP is generating revenue with paying customers. Now we need someone who can transform this early traction into a platform that scales to millions while building a world-class engineering team.

The technical challenges are real (scaling job applications, AI matching, marketplace dynamics), the impact is massive (every professional needs this), and the opportunity is once-in-a-lifetime.

If you want your work to define your legacy, this is it."

-Drake, CEO & Founder

ABOUT HYRD

HYRD is building the operating system for careers - the platform every professional will use to navigate their work life. We automate job searching, personalize skill development, and match talent with opportunities. With the job market in chaos and AI transforming every role, professionals desperately need what we're building.

We're a remote-first team obsessed with solving the broken job search process. Revenue-generating pre-launch and preparing for Series A, we're positioned to become the definitive platform for career management.

Ready to build the Career OS? Apply now.

HYRD is an equal opportunity employer committed to building a diverse and inclusive team.

Top Skills

AWS
Claude Apis
GCP
Node.js
Openai
Postgres
Python
React

Similar Jobs

10 Days Ago
Easy Apply
Remote
US
Easy Apply
167K-313K Annually
Senior level
167K-313K Annually
Senior level
Cloud • Security • Software • Cybersecurity • Automation
The Technical Chief of Staff to the CTO will align technical vision with execution by managing projects, driving AI transformation, and improving engineering efficiency through metric frameworks.
Top Skills: AIDevsecopsDoraSpace
4 Days Ago
Remote
2 Locations
600K-600K Annually
Expert/Leader
600K-600K Annually
Expert/Leader
Big Data • Cloud • Software • Analytics
Lead the technical strategy and innovation for AI-first solutions, guiding Broadband Service Providers in their Cloud and AI transformation. Key responsibilities include customer advisory, product alignment, and market trend analysis.
Top Skills: AIAWSAzureCloudGenerative AiGoogle Cloud PlatformMicroservicesSaaSVertex Ai
13 Days Ago
In-Office or Remote
Springfield, IL, USA
Mid level
Mid level
Logistics • Manufacturing
As a Project Manager, you will coordinate project execution, manage budgets and timelines, communicate with customers, and oversee site deliverables, ensuring customer satisfaction throughout the process.
Top Skills: Microsoft Office SuiteSAP

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account