Senior Technical Lead

We Work Remotely · Worldwide / Remote · Full-time · Engineering

Remote

Posted 1mo ago · Expires 6/27/2026

About We Work Remotely

Other · 1000+ · Worldwide

We Work Remotely is the largest dedicated remote-jobs board in the world. We mirror their public listings into SmartJobLinks so Caribbean-based job seekers see a single, regionally-relevant view of the global remote market.

Role description

Hiring company: Calibrate Group AI 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

Want to apply?

Sign in or create a free account.