Who We Are Jolera offers MSPs & IT solution providers next-generation managed services, enabling them to create world-class experiences for their clients. Your clients receive award-winning solutions built on over 20 years of experience servicing businesses worldwide. We’ve helped transform hundreds of MSPs & solution providers worldwide! With our collection of tenured experts, we provide an elevated managed service experience for a variety of clients. At Jolera, we treat each MSP partner with specialized care and uniquely organize our products for your individual business needs.
Who You Are We are seeking a skilled Microsoft 365 Migration Engineer who combines strong technical expertise with excellent communication and documentation abilities. The ideal candidate will lead complex migration projects while maintaining clear communication channels with stakeholders and producing high-quality documentation. Projects include Google Workspace to M365 transitions, on-premises to cloud infrastructure migrations, and M365 tenant-to-tenant migrations.
This position requires availability to work 9:00 AM - 5:00 PM Eastern Time to meet client obligations.
What You’ll Do Plan, document, and execute various types of migration projects:

Google Workspace to Microsoft 365

Exchange On-premises to Exchange Online

M365 tenant-to-tenant migrations

SharePoint On-premises to SharePoint Online

Lead client workshops and technical discovery sessions

Conduct detailed technical assessments and present findings to stakeholders

Create comprehensive migration documentation, including:

Technical design documents

Migration runbooks

Risk mitigation plans

User communication templates

Knowledge transfer documentation





Develop and implement migration strategies with minimal operational impact

Maintain regular communication with clients throughout project lifecycle

Conduct effective status meetings and progress reviews

Manage environment coexistence during migrations

Configure and optimize Microsoft 365 environments

Implement security and governance best practices

Provide post-migration support and knowledge transfer

Qualification (Must Have) Minimum 5 years of Microsoft 365 administration experience

Microsoft 365 Certified: Enterprise Administrator Expert certification

Proven experience in:
Exchange migrations (On-premises and online)

M365 tenant-to-tenant migrations

Active Directory and Azure AD

SharePoint Online and On-premises

Deep knowledge of:
Exchange Online and Exchange Server

Microsoft Teams

OneDrive for Business

Azure AD Connect

Hybrid Configurations

Experience with migration tools:
BitTitan MigrationWiz

Quest Migration Tools

Native Microsoft Migration Tools

PowerShell proficiency for automation

Excellent written and verbal communication skills in English

Strong technical documentation experience

Qualification (Nice to Have) Certifications:
Microsoft 365 Certified: Security Administrator Associate

Azure Solutions Architect Expert





Google Workspace Administrator

Experience with:
Microsoft Intune and Endpoint Manager

Microsoft Information Protection and Governance

Azure Information Protection

Exchange Load Balancing

Database Availability Groups (DAG)

Knowledge of:
Microsoft FastTrack Methodologies

Cloud Security and Compliance

Advanced PowerShell and automation

Project management experience

Experience in creating client-facing documentation

Previous consulting experience

Critical Personal Skills: Outstanding interpersonal and client communication abilities

Excellence in technical writing and documentation

Strong presentation and workshop facilitation skills

Ability to explain technical concepts to non-technical audiences

Skilled and confident client-facing demeanor

Proven stakeholder management experience

Excellent analytical and problem-solving abilities

Ability to manage multiple projects simultaneously

Proactivity and autonomy

Quality and detail-oriented mindset

Experience in managing client expectations and delivering difficult messages professionally

What We Offer Competitive compensation package & benefits package

Company Perks, and various brand discounts

Company events, recognitions, and celebrations

Career development and growth opportunity.

At Jolera, we are committed to creating a diverse, equal and inclusive. Our goal is to attract and retain the best talent while embracing diversity in all its forms. We value and respect differences in ethnic background, gender, age, religion, identity, disability, or any other characteristic protected by applicable law

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📌 Migration Engineer (Ontario)
🏢 Jolera
📍 Ontario