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Calibrate Group AI: Senior Technical Lead

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Remote- Posted April 20, 2026- via aggregated

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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

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