AI Software Lead - Remote Innovator for Maestro Platform

Progressive Insurance

United States

Remote

USD 128,000 - 150,000

Full time

2 days ago
Be an early applicant

A complete application in a minute

Tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

401(k) with company match up to 6%
Medical, dental & vision insurance
Wellness & mental health programs
Health care flexible spending accounts

Job summary

Progressive Insurance is seeking a lead software developer – AI for a remote role based in the United States. You will shape AI in the SDLC, influence strategy, and advance Maestro, Progressive's internal AI-native platform for software development, delivering enterprise-scale capabilities for engineering teams.

The role emphasizes cross-functional collaboration, strong engineering practices, and mentorship of other engineers to scale AI across the development lifecycle.

Qualifications

  • Bachelor's degree or higher in IT or related field and minimum six years designing, programming, and supporting software
  • In lieu of the above, a high school diploma or GED with a technical training program and six years related experience
  • In lieu of the above, a high school diploma or GED with eight years related experience designing, programming, and supporting software

Responsibilities

  • Shape the future of AI in software development at Progressive.
  • Build and advance Maestro, Progressive's internal AI-native platform for software development.
  • Influence SDLC strategy and enable enterprise-scale AI solutions across engineering teams.
  • Collaborate cross-functionally to implement AI-enabled software across the organization.

Skills

Generative AI development
Mentoring engineers
Cross-functional collaboration
Strong communication
Problem solving

Education

Bachelor's degree in IT or related field
6+ years relevant experience or equivalent

Tools

Typescript
Go
Maestro AI platform
AWS/Azure cloud
CI/CD pipelines

Job description

Progressive Insurance is seeking a lead software developer – AI for a remote role based in the United States. You will shape AI in the SDLC, influence strategy, and advance Maestro, Progressive's internal AI-native platform for software development, delivering enterprise-scale capabilities for engineering teams.

The role emphasizes cross-functional collaboration, strong engineering practices, and mentorship of other engineers to scale AI across the development lifecycle.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Software Developer Lead - AI
Software Developer Lead - AI

Progressive Insurance • United States

Remote
USD 128,000 - 150,000
401(k) with company match up to 6%
Medical, dental & vision insurance
Wellness & mental health programs
+1
Principal Software Engineer - AI & Emerging Tech (Remote)
Principal Software Engineer - AI & Emerging Tech (Remote)

CSAA • Maryland

Remote
USD 150,000 - 210,000
Annual bonus
401(k) with company match
Remote-friendly work arrangement
Principal Software Engineer – Emerging Tech & AI (Remote)
Principal Software Engineer – Emerging Tech & AI (Remote)

CSAA • Delaware

Remote
USD 180,000 - 240,000
Principal Software Engineer: AI & Emerging Tech (Remote)
Principal Software Engineer: AI & Emerging Tech (Remote)

CSAA • West Virginia

Remote
USD 140,000 - 210,000
Principal Software Engineer: AI & Emerging Tech (Remote)
Principal Software Engineer: AI & Emerging Tech (Remote)

CSAA • Virginia

Remote
USD 150,000 - 210,000
Annual bonus eligibility
401(k) with company match
Flexible Workplace
+1
Principal Software Engineer: Emerging AI & Tech - Remote
Principal Software Engineer: Emerging AI & Tech - Remote

CSAA • New Jersey

Remote
USD 150,000 - 210,000
Principal Software Engineer - Emerging Tech & AI (Remote)
Principal Software Engineer - Emerging Tech & AI (Remote)

CSAA • Vermont

Remote
USD 140,000 - 190,000
Remote-friendly
Annual bonus eligibility
401(k) with company match
+1
Principal Software Engineer - Emerging Tech & AI (Remote)
Principal Software Engineer - Emerging Tech & AI (Remote)

CSAA • Ohio

Remote
USD 170,000 - 230,000
Principal Software Engineer: Emerging Tech & AI - Remote
Principal Software Engineer: Emerging Tech & AI - Remote

CSAA • Alabama

Remote
USD 180,000 - 240,000
Principal Software Engineer - AI & Emerging Tech (Remote)
Principal Software Engineer - AI & Emerging Tech (Remote)

CSAA Insurance Group • United States

Remote
USD 178,000 - 237,000