Fractional CTO (Full Time Role)

SMB Team

$150K — $160K *
US-AnywhereRemote in Philadelphia, PA
Legal & Accounting
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in a technology leadership role (CTO, VP Engineering, Director of IT, or equivalent)
  • Experience in a client-facing or consulting capacity preferred
  • Demonstrated hands-on experience with AI tools and workflows
  • Ability to conduct technology and data infrastructure audits independently
  • Clear, confident communicator able to explain AI concepts non-technically
  • Familiarity with legal technology landscape preferred
  • Experience writing structured deliverables
  • Genuine intellectual curiosity about the legal industry

Responsibilities

  • Conduct Phase 1 AI Readiness Assessments for small law firms
  • Deliver AI coaching sessions and serve as on-call AI advisor
  • Maintain ongoing Phase 2 retainer relationships with clients
  • Manage client pipeline in coordination with sales team
  • Stay current on legal AI tooling and update recommended stack
  • Document all client-facing work and contribute to practice library
  • Flag blockers, scope changes, or delivery risks to the CTO

Benefits

  • Rapid growth opportunities with a company averaging 300% year-over-year growth
  • Engagement in a transformative mission to improve law firm financial success
  • Participation in leading educational initiatives within the legal industry
  • Access to a comprehensive coaching program recognized for its effectiveness
  • Involvement in cutting-edge marketing services for legal professionals
Full Job Description
Do you enjoy working with multiple clients at once? Do you like the idea of Fractional CTO work but don't want the hassle of running a business?

SMB Team is seeking an internal, FULL TIME HIRE who can serve as part of our team of Fractional CTOs to our portfolio of law firm owner clients. We are looking for deliver AI readiness assessments and ongoing fractional CTO services to small law firms, helping them adopt AI tools, strengthen their technology infrastructure, and build internal capability. Generating revenue and client impact for SMB Team.

Key Responsibilities:
  • Conduct Phase 1 AI Readiness Assessments for small law firms (technology audit, data infrastructure mapping, compliance review, readiness scoring, opportunity analysis, tool demos, workflow implementation, and final report delivery)
  • Deliver AI coaching sessions (2 per Phase 1 engagement) and serve as on-call AI advisor for Phase 2 retainer clients
  • Maintain ongoing Phase 2 retainer relationships: monthly check-ins, dashboard maintenance, AI tool adoption oversight, and light IT/security tasks
  • Manage client pipeline in coordination with SMB Team sales; contribute to pre-sales scoping calls and proposal support
  • Stay current on legal AI tooling (Harvey, Clio Duo, Copilot for M365, Casetext, etc.) and update SMB Team's recommended stack as the landscape evolves
  • Document all client-facing work in SMB Team's systems; contribute reusable templates and playbooks to the practice library
  • Flag blockers, scope changes, or delivery risks to the CTO in a timely manner

Requirements
  • 5+ years in a technology leadership role (CTO, VP Engineering, Director of IT, or equivalent); experience in a client-facing or consulting capacity strongly preferred
  • Demonstrated hands-on experience with AI tools and workflows, including generative AI applications in professional services contexts (legal, finance, or healthcare a plus)
  • Ability to conduct a credible technology and data infrastructure audit independently; comfortable with cloud platforms (M365/Google Workspace), practice management software, and integration tooling
  • Clear, confident communicator. Able to explain AI concepts to non-technical law firm leadership without condescension
  • Familiarity with legal technology landscape preferred (Clio, NetDocuments, Harvey, Casetext, etc.); deep legal knowledge not required
  • Experience writing structured deliverables
  • Must be able to independently execute all Phase 1 deliverables without hand-holding-this role owns the full engagement from kickoff to report delivery
  • Must be comfortable as the face of SMB Team with law firm clients; professional presence and clear communication are non-negotiable
  • No legal background required, but must have genuine intellectual curiosity about the legal industry and willingness to learn the landscape quickly
  • Must be current on generative AI tools and able to demonstrate them credibly to non-technical audiences
  • Must be willing to work within SMB Team's systems and contribute to shared playbooks (i.e. this is not a solo practice)
  • Must be available for client-facing work during standard business hours; travel to client sites may occasionally be required


By joining our team, you'll have the opportunity to make a significant impact on the financial success of our law firms, helping them navigate the complex financial landscape of the legal industry. If you're a seasoned financial professional with a passion for the legal industry, we'd love to hear from you.

Benefits

SMB Team is a rapidly-growing marketing agency and coaching business for lawyers. After four years of 300% year-over-year growth, we have quickly become one of the top brands in the legal industry.

Bottom Line: We change lives. Want proof? Read our Google My Business reviews.

There are three parts to our business:

Educational Brand: We currently run the most prominent talk show in the legal industry. Every week, we get hundreds of lawyers on our webinars by interviewing top thought leaders (as seen on our YouTube). The goal is to become THE source of education for lawyers.

Marketing Services: We offer a full suite of marketing services to our clients, including PPC, SEO, Website Design, Video, and Social Media management. Our goal is to scale our services business to over $15M in revenue in 2023.

Coaching Services: We have a rapidly-growing, Philadelphia-based coaching program for lawyers. In our first year, we built our coaching business into a multi-seven-figure business. Our program has been identified as the most comprehensive coaching program for attorneys, and we plan to double the size of our clients in the next year.

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