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Treewalk Consulting Inc.
Remote AI Solutions ManagerTreewalk Consulting Inc. • Winnipeg, Manitoba
Remote AI Solutions Manager

Remote AI Solutions Manager

Treewalk Consulting Inc. • Winnipeg, Manitoba
30+ days ago
Job type
  • Full-time
  • Remote
Job description

Treewalk is a full-service accounting firm serving a diverse client base across public companies, private enterprises, First Nations, and government entities. We combine deep technical expertise with a forward-thinking culture — and we're looking for someone to lead the next frontier in how our clients operate.

We're building out a dedicated AI and automation practice, helping clients modernize their financial and operational processes through smart, practical technology. This is a growing service line, and the AI Solutions Manager will be the driving force behind it.

The Role

This is a primarily client-facing role. You'll be embedded in client engagements, leading billable AI and automation projects from scoping through delivery. You'll work directly with clients to understand their challenges, design solutions, manage the project lifecycle, and ensure they walk away with tools and processes that actually work.

Beyond client work, you'll also shape how Treewalk itself adopts AI internally — evaluating tools, managing vendor relationships, and building the internal capability that supports our growth. You'll report directly to senior leadership and collaborate closely with our accounting and client services teams.

This role is ideal for someone who is as comfortable running a client meeting as they are digging into a workflow problem — and who knows how to bring a project in on time, on scope, and with results that stick.

What Your Days Will Look Like

Client-Facing AI & Automation Projects

• Lead billable client engagements focused on AI and automation, working directly with clients to identify inefficiencies, design solutions, and implement tools that improve their financial and operational workflows.

• Serve as the primary point of contact and project lead for client AI engagements — managing scope, timelines, deliverables, and client relationships throughout.

• Conduct discovery sessions and process assessments with clients to understand their systems, pain points, and goals before recommending solutions.

• Present findings, project plans, and progress updates to client stakeholders clearly and confidently, including executives and non-technical decision-makers.

Project Management

• Own the full project lifecycle for AI implementations — from initial scoping and planning through execution, handoff, and post-implementation review.

• Build and maintain detailed project plans with clearly defined milestones, resource requirements, and timelines; proactively identify and communicate risks before they become issues.

• Manage and lead a team of staff supporting AI and automation engagements — setting clear expectations, allocating work effectively, and maintaining accountability across active projects.

• Coordinate internal team members, external vendors, and client stakeholders to keep projects on track and aligned.

• Manage competing priorities across multiple active engagements, making smart calls about sequencing, resourcing, and escalation.

• Maintain thorough project documentation throughout each engagement, ensuring a clear record of decisions, progress, and outcomes.

AI Tool Integration & Technology Management

• Lead the evaluation, selection, and integration of AI tools that support both client engagements and the firm's internal operations, with a focus on automation, compliance, financial reporting, and client management.

• Manage relationships with AI vendors and technology partners, holding them accountable to performance and reliability standards.

• Ensure all solutions integrate effectively with existing systems, particularly QuickBooks and other core platforms used by clients and the firm.

• Stay current on emerging AI technology and proactively bring forward recommendations that could benefit clients or the business.

Internal Process Optimization

• Identify opportunities to streamline Treewalk's internal processes using AI — including data entry automation, reconciliation, and financial reporting workflows.

• Lead efforts to standardize how AI tools are adopted and used across the firm, ensuring consistent and measurable impact.

Training & Adoption

• Design and deliver training for both client teams and internal staff, ensuring effective adoption of every tool deployed.

• Coach and mentor junior staff on AI tools, project workflows, and client engagement best practices — helping build the team’s capability as the practice grows.

• Serve as the firm's primary internal resource for AI-related questions, troubleshooting, and ongoing support.

Performance Monitoring & Reporting

• Establish KPIs for each client engagement and internal initiative, and deliver regular performance reports to both clients and senior leadership.

• Continuously assess tools in use and recommend improvements or adjustments to enhance their impact.

• 3–5+ years of experience in technology implementation, process improvement, or a client-facing consulting role — ideally within professional services or an accounting/finance environment.

• Proven project management skills: you know how to build a plan, communicate timelines, flag risks early, manage resources, and keep multiple stakeholders aligned across concurrent projects.

• Demonstrated experience evaluating and deploying AI or automation tools in a business context.

• Hands-on experience with AI-assisted coding tools such as Claude Code, Codex, Cursor, or similar is a strong asset — personal or hobby use counts.

• Confident, polished client communication skills — you're comfortable leading meetings, presenting to executives, and managing expectations when things get complicated.

• Comfort working in an accounting and finance context — you don't need to be a CPA, but you need to understand how a firm like ours operates and what matters to our clients.

• Experience with QuickBooks or similar accounting platforms is a strong asset.

• Familiarity with data privacy, security, and compliance considerations in professional services.

• PMP, CAPM, or equivalent project management certification is an asset but not required.

Treewalk For a Reason

• This is a growing service line at Treewalk, and you'll have real influence over how it takes shape, as the practice area expands

• Direct client exposure and the chance to build lasting relationships across a diverse portfolio including public companies, private companies, First Nations, and government entities.

• A collaborative, supportive team that takes the work seriously without taking itself too seriously.

• Flexible working arrangements and a genuine commitment to work-life balance.

• Extended healthcare benefits from Day 1 — no waiting period.

Who We Are

Treewalk is a Vancouver-based advisory and accounting practice serving a diverse client base across technology, financial services, and other sectors. We bring the same rigour and high standard of financial reporting that built our reputation in public company work to organizations of all sizes and industries. We are one of the fastest-growing accounting firms in Canada with big goals and an anti-firm culture — think tech startup, but accounting. We are moving away from traditional top-down hierarchy and toward a more autonomous, ownership-driven model of governance. Our ambition is to become the go-to destination for finance professionals who want to build deep expertise, do meaningful work, and grow fast.

Our Core Values

Mastery — We pursue knowledge and aspire to be the best at our craft, constantly building on our expertise.

Support — Teamwork and collaboration are our bedrock. You’re never alone at Treewalk.

Ownership — We own our mistakes and our outcomes. Responsibility to our colleagues and clients is non-negotiable.

Kaizen — Change for the better. Nothing is perfect, but we’re always striving for it anyway.

Annual Salary: $110,000

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Remote AI Solutions Manager • Winnipeg, Manitoba

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