Calibrate Group AI: Senior Technical Lead

Headquarters: Florida
URL: http://Calibrategroup.ai

About the Role:

We're hiring our founding technical hire — a Senior Technical Lead who will own the entire technical vision and execution. This is a co-builder role, not a cog-in-machine role.
This is an application-layer engineering role. You'll be building AI-powered tools that solve real business problems for real operators — not managing GPU clusters, optimizing inference pipelines, or scaling cloud infrastructure. If you get more excited connecting QuickBooks to an AI agent that saves a business owner 10 hours a week than you do tuning Kubernetes configs, keep reading.

What You'll Own

• AI-powered diagnostic and recommendation engine — our core client acquisition tool
• Integrations with SMB platforms (Toast, Square, Mindbody, QuickBooks, HubSpot)
• AI agent stack (Claude API, Make.com, Clay) for client implementations
• Client-facing portal for ongoing optimization and reporting
• Technical hiring as we scale toward $3M+ revenue

What We're Looking For

• 8+ years of engineering experience shipping real SaaS products
• AI-native workflow: Cursor, Claude API, Make.com are daily tools, not experiments
• Led a small team. You think in business outcomes, not just code
• Former founding engineer or technical co-founder is a strong signal
• Comfortable with ambiguity. You build the plane while flying it
• Bonus: experience in consulting, agencies, or client-facing technical work

To apply: https://weworkremotely.com/remote-jobs/calibrate-group-ai-senior-technical-lead