Full-Time

Vice President of Engineering

Fintech, International

Posted on 10/31/2025

Clio

Clio

1,001-5,000 employees

Cloud-based legal practice management software

No salary listed

Remote in Canada + 3 more

More locations: Toronto, ON, Canada | Calgary, AB, Canada | Vancouver, BC, Canada

Hybrid

Hybrid role; local offices in Toronto, Vancouver, Calgary require a minimum 2 days per week in office.

Category
Engineering Management (3)
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Requirements
  • 10+ years of engineering leadership experience in payments, fintech, or international technology expansion, with a background as a CTO, VP, or a similar role.
  • Proven success in scaling engineering teams and delivering complex, customer-facing platforms at a global level.
  • Deep understanding of payment processing, compliance frameworks, global infrastructure, and financial technology.
  • Demonstrated experience leveraging AI tools (e.g., Cursor, GitHub Copilot, or similar) to enhance software development and operational efficiency.
  • Strong strategic mindset with the ability to balance long-term vision with short-term execution.
  • Experience leading multiple managers and directors, with direct oversight of senior leaders and coordinating action across teams.
  • Exceptional collaboration skills, with the ability to influence and align multiple stakeholders across the organization.
  • Passion for building high-impact teams, mentoring leaders, and driving engineering excellence.
Responsibilities
  • Define and execute the technical strategy for Payments and International expansion, ensuring scalability, security, and compliance in global markets.
  • Collaborate with Product Management and Design to develop and execute a robust product roadmap that aligns with customer needs and business objectives.
  • Stay ahead of industry trends in payments technology, AI-driven development tools, and international infrastructure, positioning the company as a leader in these domains.
  • Leverage modern AI-assisted development environments (e.g., Cursor) to enhance productivity, code quality, and innovation across engineering teams.
  • Scale, mentor, and lead a high-performing engineering team, ensuring a culture of innovation, accountability, and excellence.
  • Foster a strong engineering leadership team that can drive execution while enabling career growth and leadership development across the organization.
  • Promote best practices in engineering, architecture, and operational excellence, including the adoption of AI-assisted coding tools and workflows to enhance system reliability and development velocity.
  • Translate company vision into an actionable engineering strategy, working closely with executive leadership.
  • Partner with stakeholders across finance, legal, compliance, and international operations to navigate the complexities of global payments and expansion.
  • Champion the engineering function within the broader organization, ensuring clear communication, alignment, and cross-functional success.
  • Identify opportunities where AI and automation can improve engineering throughput, product reliability, and developer experience.
  • Drive architectural improvements and technological innovations that support the company’s long-term growth, particularly in global payment infrastructure and international market expansion.
  • Align engineering efforts with customer needs, market demands, and regulatory requirements through automation, AI-assisted systems, and scalable solutions.
  • Lead initiatives around operational efficiency, automation, and system scalability to support international growth and regulatory requirements.
Desired Qualifications
  • Experience in B2B SaaS and hypergrowth environments, scaling engineering organizations to support rapid expansion
  • Understanding of the engineering challenges, operational rigor, and PCI compliance requirements necessary for IPO readiness and navigating the public company transition.
  • Hands-on experience integrating AI-assisted tooling into engineering processes to improve developer velocity, product quality, or release cadence

Clio provides legal practice management software that helps law firms run more efficiently. It offers two main products: Clio Grow, which improves client intake and engagement, and Clio Manage, which organizes tasks, manages cases, handles documents, and processes payments in one integrated platform. The software is cloud-based and sold on a subscription, giving firms from solo practitioners to large firms a centralized system for intake, matter management, document handling, and billing. Clio differentiates itself by providing two interconnected products tailored to legal work, a broad feature set for the full lifecycle of a case, and a platform used across a range of firm sizes. Its goal is to reduce administrative burdens and support the growth of legal practices by streamlining operations.

Company Size

1,001-5,000

Company Stage

Series F

Total Funding

$1.3B

Headquarters

Burnaby, Canada

Founded

2008

Simplify Jobs

Simplify's Take

What believers are saying

  • $500M Series G funding at $5B valuation accelerates AI innovation in 2025.
  • Over 250 integrations with Microsoft 365 and QuickBooks boost firm efficiency.
  • Clio for Enterprise serves thousands of users across multiple jurisdictions.

What critics are saying

  • vLex integration fails disrupt workflows for mid-sized firms within 6-12 months.
  • Thomson Reuters CoCounsel causes 20-30% churn from solo practitioners in 12-18 months.
  • PracticePanther undercuts Clio Manage pricing, capturing 15% small firm share in 3-6 months.

What makes Clio unique

  • Clio Operate targets large firms with workflow orchestration from ShareDo acquisition.
  • vLex $1B acquisition integrates AI legal research into Clio's practice management.
  • Clio Duo and Clio Draft provide AI contract drafting and deposition summaries.

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Benefits

Company equity

401k

Parental leave options and stipend

Flexible paid time off

Stipend to support WFH

Various wellness benefitsand programs

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
PR Newswire
Mar 9th, 2026
Clio launches Operate platform for large law firms at Legalweek New York

Clio has formally launched Clio Operate in North America at Legalweek New York, marking a significant expansion into the large law firm market. The platform, previously known as ShareDo and acquired by Clio in March 2025, provides legal workflow and operational orchestration capabilities for large and mid-sized firms. Clio Operate serves as a central operating system connecting best-of-breed technologies whilst offering native tools for legal workflows. The platform enables firms with over 200 users to manage complex operations across multiple offices and jurisdictions through a single interface. Firms using the platform have reported reclaiming up to two billable hours per day per fee earner, with fixed-fee practices reducing case lifecycles by up to 40%. The launch is part of Clio for Enterprise, a dedicated business unit focused on serving firms with hundreds or thousands of users.

Artificial Lawyer
Jan 6th, 2026
Legal tech raises $6B in 2025 as AI boom creates winners and losers

Legal tech funding reached $5.99 billion in 2025, with 14 rounds exceeding $100 million, according to Raymond Blyd, CEO of LegalComplex. The sector showed extraordinary valuations and strong revenue growth for some companies, though divisions emerged within the industry. Whilst top performers flourished, others struggled. Robin AI encountered funding difficulties, and dozens of legal tech companies that raised capital between 2020 and 2023 have failed to secure additional funding since then. The figures exclude debt financing by public legal tech companies such as Wolters Kluwer and capital raised by legal tech investment funds. The AI boom has created a stark divide between well-funded market leaders and struggling competitors unable to attract further investment.

Cision
Jun 30th, 2025
Clio Acquires vLex for $1 Billion

Clio has signed a definitive agreement to acquire vLex for $1 billion, paid in cash and stock. This acquisition marks a significant shift in legal technology by combining Clio's legal operating system with vLex's AI-powered legal intelligence platform. The merger aims to create a unified system that enhances legal research, practice management, and AI capabilities, empowering legal professionals to manage and execute legal work more efficiently.

LegalTechTalk
Jun 9th, 2025
Definely raises $30M Series B led by Revaia - LegalTechTalk

AI-powered legal tech company, Definely, has raised $30 million in Series B funding to accelerate its global expansion and AI product roadmap. The round includes investors from Europe and North America, and it is led by growth investor Revaia, alongside Alumni Ventures, Beacon Capital, and legal tech giant, Clio.

Artificial Lawyer
May 8th, 2025
The Consultant Model: Lawyers Are Doing It For Themselves

By Sarah Murphy, Clio.For decades, the path to success in the legal profession followed a predictable trajectory: join a firm as a trainee, progress to associate, and ultimately compete for the coveted partnership position. But a quiet revolution is underway – many lawyers are stepping away from conventional practice to embrace consultant roles.According to research by LexisNexis, this movement is gaining such momentum that by 2026, up to one-third of UK lawyers could be working under consultant arrangements rather than traditional employment models. The consultant pathway particularly appeals to mid-career and senior lawyers with a specialist practice area and an established client base.Importantly, the consultant model isn’t about working less – it’s about working differently. The rise of platform law firms that provide the necessary infrastructure and compliance frameworks alongside technological advances that enable remote work and efficient practice management facilitate this transformation.What’s driving the shift?Rigid hierarchies and inflexible working arrangements in traditional firms have fuelled dissatisfaction among experienced practitioners seeking greater autonomy. The COVID-19 pandemic dramatically accelerated this trend by normalising remote work. While only 4.7% of UK employees worked from home in 2019, a recent Forbes Advisor poll revealed that 63% of respondents now work full-time or part-time remotely.Recent return-to-office mandates have heightened tensions, while technological advancements and platform law firms have removed barriers to independent practice by providing essential infrastructure without the administrative burden of solo practice.Market consolidation through mergers and acquisitions has further contributed to this trend

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