Digitization Assistant Jobs in Windsor, ON (NOW HIRING)

Are you a tech-savvy professional with a passion for legal operations, digital transformation, and process automation? Do you enjoy building seamless systems, configuring complex workflows, and acting as the bridge between technology and business strategy? If you thrive in a fast-paced environment and enjoy optimizing enterprise software platforms, this opportunity is for you.

Your Opportunity

As our CLM Administrator, you will escape the traditional paperwork routine and step into a highly strategic role. You will own the daily configuration, governance, and user enablement of our enterprise digital Contract Lifecycle Management (CLM) platform, ensuring cross-functional system compliance across Business Units, Legal, Finance, and IT.

This is a new position and can be based at any one of our following offices: London, Toronto, Kingston, Guelph, Kitchener, Windsor, Ottawa, Chatham, Hamilton. We offer flexible work hours and hybrid work arrangement options to help balance the competing demands of work and personal life.

About Dillon

Dillon Consulting Limited (Dillon) is a proudly Canadian, 100% employee-owned professional consulting firm specializing in planning, engineering, environmental science, and management. With over 25 offices and more than 1100 employees across Canada, we offer a wide range of services related to building and improving facilities and infrastructure, protecting the environment, and developing communities. 

At Dillon, we strive to remain at the forefront of technology and innovation and thrive on interdisciplinary collaboration, empowering our people to challenge conventional thinking and build careers focused on creating a lasting impact in our communities. We are committed to ongoing professional development and celebrate the unique perspectives that each team member brings to the table.

Employee ownership is available to all Dillon team members, and over 60% of our employees own shares in Dillon. Through employee ownership, we return the financial benefit created by our project work to the very people who created that value. Because we are an employee-owned firm, your voice will be an essential part of our shared success.

• Serve as the primary administrator for the corporate CLM system, managing daily platform health, low-code configurations, user access, and security controls.
• Map, design, and optimize complex conditional approval routing loops, fallback playbook terms, and automated clause threshold variations.
• Collaborate with IT and platform teams to deliver system enhancements and integrate the CLM seamlessly with enterprise ERP platforms.

• Support end-to-end CLM operations from intake to execution, including authoring, approval tracking, amendment handling, and obligation management.
• Oversee commercial tickets within the CLM and assist in negotiating NDAs, MSAs, and various vendor agreements as required.
• Maintain data quality standards for contract tagging and indexing; review executed agreements to ensure accurate metadata, repository governance, and audit readiness.

• Drive the integration of AI capabilities (e.g., document intelligence, metadata extraction, clause classification, risk detection, and automated redlining) to streamline authoring and negotiation.
• Monitor system metrics and operational performance to drive process efficiencies, scalability, and successful post-implementation reviews.

• Partner closely with internal Business Units, Legal, Finance, Procurement, and IT to align CLM capabilities with operational needs.
• Draft user guides, troubleshoot application errors, and host ongoing training programs to drive software adoption for non-technical internal users.

Learning & Development

• Commit to self-development, ongoing learning, and professional development.
• Drive continuous learning and mentor intermediate/junior staff in data science and digital project delivery methodologies, developing the next generation of tech-forward leaders.
• Contribute to Dillon's corporate profile through active participation in professional associations and committees.

• Hold a Bachelor's degree in Legal Operations, Business Administration, Information Systems, or a closely related field, or possess an equivalent professional diploma. 
• Bring 4 years of dedicated professional experience working with CLM/CRM systems, contract database administration, or legal support and operations.

• Demonstrated hands-on experience designing and implementing complex conditional routing logic, digital signature flows, and matrixed approval workflows.
• A professional with 4+ years of working with CLM and CRM systems, contract management, legal support and operations, or equivalent experience. 
• Experienced in reviewing, drafting, and negotiating standard commercial contracts.
• Experience administering and configuring CLM  with transferable expertise from enterprise CLM platforms such as LinkSquares, Ironclad, Conga, Agiloft, or Icertis.
• Proven ability to analyze complex workflows, simplify legal/financial processes, and translate business requirements into clear technical specifications.
• Strong communication and client service skills, with the ability to build trusted relationships across Legal, Finance, IT and Technical teams.
• Experience reviewing, redlining, and negotiating agreements related to the consulting sector is an asset. 
• Drafting standardised rules, playbooks, and libraries for AI-assisted CLM platforms. 
• Advanced working knowledge of Adobe and MS Word.
• Working knowledge of Egnite is an asset.

Compensation

$55,000- $95,000

At Dillon, we believe in transparency. The following salary range is what we expect to offer for this position. It will be dependent on the successful applicant's education, experience, and skills, in addition to internal equity and geographic region. Dillon reserves the right to pay outside of the posted range, contingent on factors unrelated to an applicant's gender or other status protected by provincial and/or federal law.

In addition to a competitive base salary, Dillon offers:

• Employee share purchase plan
  • Dillon is 100% employee-owned, and share ownership is open to all employees. Our annual share dividends have historically outperformed the market average.
• Dillon's Overtime Directive 
  • This Management Directive establishes a firm-wide 40-hour weekly overtime threshold, after which premium pay applies, ensuring consistent and fair compensation across all Canadian offices.
• Competitive benefits package, including
  • Comprehensive health benefits
  • Generous retirement savings plan with employer matching up to 5.5%
  • Student loan repayment assistance 
  • Wellness allowance and enhanced mental health benefits
  • Ample paid vacation
  • Employee and Family Assistance Program (EFAP)
  • Goodlife Fitness Corporate Membership rates
• Ongoing Learning and Development opportunities
  • As a knowledge-based business, we use a composite approach to development, including coaching to build the how, mentoring to share lessons, advising to round out perspectives, and co-creation of knowledge through internal learning opportunities.

Health & Safety at Dillon

Prospective employees are expected to fully align with Dillon's core commitment to Health & Safety. This includes active, ongoing engagement with our Health & Safety processes and platform, and the active, ongoing identification and reporting of health and safety hazards.

Employment Equity, Diversity & Inclusion at Dillon

Dillon is committed to employment equity and an inclusive, diverse workplace where opportunities are based on skills and abilities. If you require accommodation during the interview process, please let us know. 

Technology enablement and the use of AI at Dillon

Please be advised that Dillon uses AI-assisted tools to support aspects of our recruitment process to increase efficiency and fairness. While AI supports the process, all hiring decisions are made by our human recruiting team. By applying, you acknowledge and consent to this use.

#LI-CB1