Fractional CTO (Full Time Role)

SMB Team

$150K — $160K *
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), preferably in a client-facing consulting role
  • Hands-on experience with AI tools, specifically in professional services contexts (legal, finance, or healthcare)
  • Ability to conduct independent technology and data infrastructure audits; familiarity with cloud platforms and integration tools
  • Strong communication skills to explain AI concepts to non-technical audiences
  • Familiarity with legal technology landscape preferred, deep legal knowledge not required
  • Experience in writing structured deliverables
  • Proven capability to manage client engagements independently from kickoff to delivery.

Responsibilities

  • Conduct AI Readiness Assessments for small law firms, including audits and opportunity analysis
  • Deliver coaching sessions and serve as on-call AI advisor for clients
  • Manage ongoing client relationships with check-ins, tool oversight, and light IT tasks
  • Coordinate client pipeline with sales and support in pre-sales activities
  • Stay updated on legal AI tools and adapt recommended tech stack
  • Document client work and contribute to practice resources
  • Report blockers or delivery risks promptly to CTO.

Benefits

  • Join a rapidly growing agency known for significant year-over-year growth
  • Work with the most prominent talk show in the legal industry to educate and engage lawyers
  • Contribute to a full suite of marketing services aimed at significant revenue growth
  • Be part of a comprehensive coaching program recognized as a leader in the legal field.
  • Opportunities to make a real impact on law firm clients and their financial success.
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

The salary for this role is $150,000-$160,000 annually based on experience.

BENEFITS - We pay for 75% of your Medical, Dental, Vision insurance for YOU and YOUR FAMILY.

FLEXIBLE VACATION TIME - We encourage you to take time to recharge so you can be your best here at work.

EDUCATION - Team member education and learning budget on courses, events and books.

FUN - Company activities, outings, and retreats.

INVESTMENTS - 401(k) with a 3% Match.

WORK STYLE - WFH or come to the office. The choice is yours!

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