Diamond Estates Wines & Spirits LTD is a vertically-integrated company that owns vineyards, wineries and distribution operations, and is one of the largest integrated wineries in Canada. We currently own four wineries – three in Niagara and one in British Columbia.

We are currently seeking a part-time (up to 24 hours/week) HR Assistant for a contract position until April 2026. This is an in-office position at our Niagara-on-the-Lake office, and hours will support business needs. Availability to work Mondays, Tuesdays, and Fridays will be critical to support payroll.

Role Overview

The HR Assistant will play a critical role in supporting day-to-day HR operations while helping build foundational infrastructure across Diamond’s People & Culture function. This is a hands-on opportunity to contribute to core HR processes, improve employee experience, and support the development of scalable systems, tools, and documentation.

This role is ideal for a detail-oriented, proactive individual looking to gain exposure across the full employee lifecycle from recruitment through onboarding, administration, and compliance.

Why This Role Matters

This role directly supports the foundation of Diamond’s People & Culture function by improving structure, consistency, and employee experience while enabling the HR team to scale effectively.

Key Responsibilities

HR Operations & Employee Support

- Monitor and manage the HR Inbox, responding to Level 1 employee inquiries (policies, payroll, benefits, systems)

- Escalate complex issues appropriately while ensuring timely follow-up

- Support day-to-day HR administrative activities across multiple systems

- Assist with general HR file clean-up and audit readiness

- Prepare HR documents such as employment letters, contracts, and forms

Process Development & Documentation

- Build and maintain Standard Operating Procedures (SOPs) and Knowledge Bases (KBs) articles within HR SharePoint

- Document workflows across: Policies Payroll (Rise) Benefits IT onboarding processes

- Ensure documentation is clear, accessible, and scalable

Pre-Boarding & Onboarding

- Coordinate pre-boarding documentation

- Draft and send welcome communications

- Prepare and track Hiring Action documentation

- Support development and coordination of first-day onboarding plans

- Ensure a consistent and positive new hire experience

Recruitment Coordination

- Support the full recruitment workflow:



Coordinate intake meetings Prepare Job Descriptions and Job Postings Review applications Schedule and coordinate interviews Conduct reference checks

- Maintain organized and compliant recruitment files

Payroll

- Collect and input payroll information (e.g., changes to pay, commissions, gratuities, expenses)

- Support employees and managers with time tracking software and payroll inquiries

- Liaise with payroll provider to process bi-weekly payroll correctly and on time

HR Systems & Data Integrity

- Support perks enrollment and changes

- Support HR audits across: Hard copy and digital employee files, SharePoint, Rise HRIS

- Ensure employee data accuracy and consistency across systems

- Track key employee milestones: Probationary periods Contract end dates

Compliance & Health & Safety

- Coordinate and track training

- Keep health & safety boards updated

- Support initiatives

- Assist with compliance tracking and documentation updates

Tools & Process Support

- Build and manage tools for HR processes (e.g., onboarding checklists, employee requests)

- Support ongoing policy updates and formatting

- Assist in organizing and maintaining HR SharePoint structure

Additional Responsibilities

- HR Metrics & Reporting Support

- Track onboarding completion, recruitment timelines, and HR response times

- Employee Experience Support Assist with engagement initiatives, internal communications, and culture-building activities

- Training Coordination Schedule and track mandatory training (compliance, onboarding, leadership sessions)

- HRIS Optimization Identify opportunities to streamline workflows within Rise

- Offboarding Support Assist with exit documentation, checklists, and file management

Qualifications

- Education and/or experience in Human Resources, Business, or related field

- Strong organizational and administrative skills

- High attention to detail and ability to manage multiple priorities in a fast-paced environment

- Strong written and verbal communication skills

- Proficiency in Microsoft Office (especially Excel, Word, SharePoint); experience with HRIS systems (Rise) an asset

- Ability to handle confidential information with discretion

What Success Looks Like

- HR inbox is managed efficiently with timely, accurate responses





- Payroll is processed correctly and on time

- SOPs and HR documentation are clear, consistent, and scalable

- Onboarding experience is smooth and well-coordinated

- HR files and systems are audit-ready and organized

- Key employee milestones are tracked proactively

We thank all candidates for applying, however only those selected for an interview will be contacted.

Diamond Estates and its divisions are an equal opportunity employer. We welcome and encourage applications from people with differing abilities. Accommodation is available on request for candidates taking part in all aspects of the selection process.

JOB VACANCY STATUS

This role is currently vacant, and the organization is accepting applications with the intention to hire as soon as possible.

USE OF ARTIFICIAL INTELLIGENCE – RECRUITERS & HIRING MANAGERS

At Diamond Estates Wines & Spirits, our recruitment and selection processes are led by people. While we may use artificial intelligence (AI) or automated tools for limited, administrative, or efficiency supporting purposes (such as drafting communications, summarizing interview notes, or transcribing reference information) these tools do not replace human judgment.

All applications and candidate information are reviewed by qualified recruitment professionals, and hiring decisions are made by individuals based on relevant skills, experience, and role requirements. If a recruitment process involves a higher level of AI-enabled tools during assessments or interviews, shortlisted candidates will be informed in advance.

Diamond Estates is committed to using technology responsibly and in a manner that supports fairness, transparency, and respect, consistent with applicable Canadian and Ontario employment and human rights legislation.

USE OF ARTIFICIAL INTELLIGENCE – CANDIDATES

Candidates may choose to use artificial intelligence (AI) tools as part of their job search, such as for writing assistance or research. This use is acceptable provided that all information submitted during the recruitment process (including resumes, application responses, and interview discussions) is accurate and reflects the candidate’s own experience, qualifications, and abilities.

AI tools must not be used to misrepresent, fabricate, or materially exaggerate credentials or competencies. Our recruitment process is designed to understand each candidate’s authentic skills, experience, and potential, enabling informed and fair hiring decisions.

📌 Part-Time HR Assistant - Contract (Canada)
🏢 Diamond Estates Wines & Spirits
📍 Canada