Schedule a call →

<p>Interview fractional leaders this week for <strong>free</strong>!</p>

Our law firm advocates for individuals injured in motor vehicle accidents, slip and falls, and other incidents, helping them recover physically, emotionally, and financially.

Auger Hollingsworth Accident & Injury Lawyers Icon

Auger Hollingsworth is a leading personal injury law firm in Ottawa, dedicated to helping accident victims secure the compensation they deserve. Specializing in cases involving car accidents, bike accidents, slip-and-falls, and other personal injury claims, they have built a strong reputation for their commitment to client success.

With offices across Ontario, Auger Hollingsworth makes it easy for clients to access top-tier legal representation. Led by experienced lawyers Richard Auger and Brenda Hollingsworth, the firm has been successfully advocating for injured individuals since 2004—recovering millions of dollars in settlements and judgments.

What sets Auger Hollingsworth apart is their client-first approach. They prioritize personalized, compassionate, and results-driven representation. Understanding that injuries can make travel difficult, they even offer home and hospital visits. Plus, with their contingency fee policy, clients only pay if they win.

To learn how Auger Hollingsworth can assist with your personal injury case, schedule a free consultation today by calling +1 (647) 576-2059 or visit their website https://ahinjurylaw.com/.

Auger Hollingsworth Accident & Injury Lawyers

Law and Government

Legal

PT Sans

Montserrat

youtube

pinterest

twitter

linkedin

facebook

Auger Hollingsworth Accident & Injury Lawyers Logo

Auger Hollingsworth is a technology-forward personal injury law firm determined to become Ontario’s most successful and most prominent personal injury firm. We believe that AI is the "Force Multiplier" that will allow us to provide superior client results while maintaining elite file velocity.

**The Role**

The AI Officer is the firm’s "Efficiency Architect." This is a role for a technologist who understands business strategy and legal workflows. You aren't just "using Claude"; you are building a firm-wide secure ecosystem where AI handles the mundane so our legal professionals can focus on high-level advocacy. You will also build an AI infrastructure for the operation and management of firm marketing, finance, human resources and data analysis.

Reporting to the Leadership Team, you will own the firm’s AI roadmap. You are responsible for identifying friction in our legal processes and removing it through intelligent automation and tool selection. You are a teacher, a scout, and a systems builder.

**Your Support System**

You will work directly with the Leadership Team to align AI initiatives with firm growth targets. You are supported by our current systems and framework, ensuring your "AI Rocks" are high-impact and measurable. You will have a dedicated budget for testing, "swiping" the best AI use cases from North American innovators, and implementing top-tier legal tech.

**What You’ll Do**

First Month: The AI Audit

- Workflow Mapping: Shadow our Intake, Paralegal, and Litigation teams to identify the "top 10" manual bottlenecks that AI can solve today.
- Claude Onboarding: Audit the firm's current use of LLMs and design a "Claude for Legal" training curriculum for all staff levels.
- Tool Inventory: Evaluate our current Case Management System (CMS) and its API capabilities for AI integration.

**First 90 Days: Implementation & Training**

- The "AI Academy": Launch a mandatory, firm-wide training program on prompt engineering and business management use cases using Claude.
- Rapid Prototyping: Deploy 3 "Quick Win" AI automations (e.g., automated medical summary drafting, demand letter templates, intake workflow).
- Vendor Selection: Investigate and select the top 2 legal-specific AI tools in the current marketplace for a 90-day pilot.

**First 6–12 Months: Deep Integration**

- Process Transformation: Re-engineer all litigation processes such as "Records Acquisition", "Scheduling", drafting, legal case building to be 80% AI-assisted.
- Case Logic: Implement AI-driven "Case Value" predictors to help lawyers prioritize high-quantum files.
- Governance & Security: Establish the firm's "Conscious AI Policy" to ensure data privacy, integrity, security and ethical compliance.

**First Year and Beyond: The Scalable Firm**

- The AI Roadmap: Build a long-term engine that identifies and implements emerging AI trends before our competitors do.
- Efficiency Gains: Demonstrate a 50 % increase in file velocity and a reduction in administrative hours per file.
- Market Leadership: Position Auger Hollingsworth as the most AI-advanced personal injury law firm in Ontario.

**What Will Set You Up for Success (S.E.T.)**

**Skills**

- LLM Mastery: Must be able to demonstrate Expert-level knowledge of Claude and Gemini, including advanced prompt engineering and API integrations.
- Legal Tech Knowledge: Familiarity with the current "Gold Standard" of AI tools specifically built for litigation and discovery.
- Training & Coaching: Ability to take complex technical concepts and make them "user-friendly" for non-technical legal staff.
- Strategic Selection: Ability to distinguish between "AI Hype" and tools that actually move the needle on firm ROI.
- Mandatory: Must possess a relevant university degree. New grads welcome with relevant experience welcome to apply.

**Experiences**

- 3+ years in Technology Leadership, Legal Ops, or AI Implementation.
- Proven track record of successfully onboarding a professional services team onto a new technology platform.
- Experience in professional services (Law, Finance, or Consulting) is a major asset.

**Traits**

- The "Scanner" Mindset: You are constantly scouting for the "next big thing" in AI. You stay on top of daily AI news and developments and bring them to the firm.
- Conscious Leader: You operate "Above the Line," taking radical responsibility for system adoption.
- Relentlessly Solution-Oriented: You don't see technical hurdles; you see puzzles to be solved.
- Drive to Win: You want to use technology to beat the competition and dominate the market.

**What Won’t Set You Up for Success**

- Being a "theorist" who likes to talk about AI but can't actually execute or build a prompt or a workflow.
- Ignoring the "Human Element"—tech only works if the team actually uses it.
- Avoiding the "grind" of mapping out boring legal processes to find the hidden efficiencies.

**Why This Role Matters**

We believe that the law firms that embrace AI will replace the ones that don't. As our CAIO, you are the guardian of our future. You enable our lawyers to spend less time on paperwork and more time on winning. You are the architect of our competitive advantage.

**Compensation, Perks & Benefits**

- Competitive Package: $100k-150k + (comprised of Base + performance bonuses tied to efficiency gains).
- Fulltime or fractional
- Remote/Hybrid Flexibility: Work where you are most productive.
- Unlimited Vacation: We focus on your "AI Rocks," not the clock.
- Full Benefits: Comprehensive health, dental, pension matching, and tech budget.

AI Officer for Law Firm (Remote, fulltime or fractional)

A next-generation AI assistant for your tasks, no matter the scale

Claude

Issue tracking with service desk ticketing software

Gemini

Technology Leadership

Chief AI Officer

Chief Technology Officer

AI Implementation

Auger Hollingsworth is a personal injury and accident law firm. Our clients include those who have been injured in auto, pedestrian, or cycling accidents as well as slips and falls and more.

Are you looking for advice after an Ontario accident?  The smartest step you can take after a serious car accident or slip and fall is to connect with a personal injury lawyer for a free consultation. Personal injury lawyers Brenda Hollingsworth and Richard Auger offer free, no-pressure, advice about your rights and entitlements when you have been hurt.

Please, don’t make the mistake of assuming that the insurance adjuster who calls you or comes to your home is offering helpful, unbiased advice in your best interest. The insurance adjuster serves the insurance company’s interest.  Do yourself the favour of getting independant, free legal advice from someone whose job is to look after you!

Founded in 2005, we combine a commitment to legal excellence with extensive experience in order to offer our clients outstanding advice, representation and results.

Call us today at 613-233-4529 (Ottawa) or 647-494-5371 (Toronto).

Visit us at: http://www.ahinjurylaw.com

Auger Hollingsworth Professional Corporation (Ottawa and Toronto)

Excellent lawyers representing individuals in Ontario since 2005.

**AI OFFICER FOR LAW FIRM**

**(Remote/Hybrid, full-time, part-time or fractional)**

Auger Hollingsworth is not just a law firm; we are a technology-forward personal injury law firm determined to become Ontario’s most successful and most prominent personal injury firm. We believe that AI is the "Force Multiplier" that will allow us to provide superior client results while maintaining elite file velocity.

We are looking for an AI Officer—a visionary "A Player" who can bridge the gap between cutting-edge Large Language Models (LLMs) and the practical, daily realities of a high-volume litigation practice.

**The Role**

The AI Officer is the firm’s "Efficiency Architect." This is a role for a technologist who understands business strategy and legal workflows. You aren't just "using Claude"; you are building a firm-wide secure ecosystem where AI handles the mundane so our legal professionals can focus on high-level advocacy. You will also build an AI infrastructure for the operation and management of firm marketing, finance, human resources and data analysis.

Reporting to the Leadership Team, you will own the firm’s AI roadmap. You are responsible for identifying friction in our legal processes and removing it through intelligent automation and tool selection. You are a teacher, a scout, and a systems builder.

**Your Support System**

You will work directly with the Leadership Team to align AI initiatives with firm growth targets. You are supported by our current systems and framework, ensuring your "AI Rocks" are high-impact and measurable. You will have a dedicated budget for testing, "swiping" the best AI use cases from North American innovators, and implementing top-tier legal tech.

**What You’ll Do**

First Month: The AI Audit

- Workflow Mapping: Shadow our Intake, Paralegal, and Litigation teams to identify the "top 10" manual bottlenecks that AI can solve today.
- Claude Onboarding: Audit the firm's current use of LLMs and design a "Claude for Legal" training curriculum for all staff levels.
- Tool Inventory: Evaluate our current Case Management System (CMS) and its API capabilities for AI integration.

**First 90 Days: Implementation & Training**

- The "AI Academy": Launch a mandatory, firm-wide training program on prompt engineering and business management use cases using Claude.
- Rapid Prototyping: Deploy 3 "Quick Win" AI automations (e.g., automated medical summary drafting, demand letter templates, intake workflow).
- Vendor Selection: Investigate and select the top 2 legal-specific AI tools in the current marketplace for a 90-day pilot.

**First 6–12 Months: Deep Integration**

- Process Transformation: Re-engineer all litigation processes such as "Records Acquisition", "Scheduling", drafting, legal case building to be 80% AI-assisted.
- Case Logic: Implement AI-driven "Case Value" predictors to help lawyers prioritize high-quantum files.
- Governance & Security: Establish the firm's "Conscious AI Policy" to ensure data privacy, integrity, security and ethical compliance.

**First Year and Beyond: The Scalable Firm**

- The AI Roadmap: Build a long-term engine that identifies and implements emerging AI trends before our competitors do.
- Efficiency Gains: Demonstrate a 50 % increase in file velocity and a reduction in administrative hours per file.
- Market Leadership: Position Auger Hollingsworth as the most AI-advanced personal injury law firm in Ontario.

**What Will Set You Up for Success (S.E.T.)**

**Skills**

- LLM Mastery: Must be able to demonstrate Expert-level knowledge of Claude and Gemini, including advanced prompt engineering and API integrations.
- Legal Tech Knowledge: Familiarity with the current "Gold Standard" of AI tools specifically built for litigation and discovery.
- Training & Coaching: Ability to take complex technical concepts and make them "user-friendly" for non-technical legal staff.
- Strategic Selection: Ability to distinguish between "AI Hype" and tools that actually move the needle on firm ROI.
- Mandatory: Must possess a relevant university degree. New grads welcome with relevant experience welcome to apply.

**Experiences**

- 3+ years in Technology Leadership, Legal Ops, or AI Implementation.
- Proven track record of successfully onboarding a professional services team onto a new technology platform.
- Experience in professional services (Law, Finance, or Consulting) is a major asset.

**Traits**

- The "Scanner" Mindset: You are constantly scouting for the "next big thing" in AI.You stay on top of daily AI news and developments and bring them to the firm.
- Conscious Leader: You operate "Above the Line," taking radical responsibility for system adoption.
- Relentlessly Solution-Oriented: You don't see technical hurdles; you see puzzles to be solved.
- Drive to Win: You want to use technology to beat the competition and dominate the market.

**What Won’t Set You Up for Success**

- Being a "theorist" who likes to talk about AI but can't actually execute or build a prompt or a workflow.
- Ignoring the "Human Element"—tech only works if the team actually uses it.
- Avoiding the "grind" of mapping out boring legal processes to find the hidden efficiencies.

**Why This Role Matters**

We believe that the law firms that embrace AI will replace the ones that don't. As our CAIO, you are the guardian of our future. You enable our lawyers to spend less time on paperwork and more time on winning. You are the architect of our competitive advantage.

**Compensation, Perks & Benefits**

- Competitive Package: $100k-150k + (comprised of Base + performance bonuses tied to efficiency gains).
- Fulltime or fractional
- Remote/Hybrid Flexibility: Work where you are most productive.
- Unlimited Vacation: We focus on your "AI Rocks," not the clock.
- Full Benefits: Comprehensive health, dental, pension matching, and tech budget.

Apply in Strict Confidence by April 17, 2026 Please email a brief outline of the most successful AI automation you have built in a professional service setting, your resume, and a 2-minute video (or written note) explaining why Claude is the superior choice for business management to Richard Auger at recruiting@augerhollingsworth.ca

Canada

The AI Officer will develop and implement AI strategies to enhance efficiency in a personal injury law firm, focusing on automation and AI integration across various departments.

Auger Hollingsworth Accident & Injury Lawyers

About Auger Hollingsworth Accident & Injury Lawyers

Jobs

Past roles

About this page