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Legal Assistant - Paralegal

Toronto, Canada

Location: 100 % remote
Type: Independent Contractor 

 

Our Firm:

 

Sterlington PLLC is a full-service law firm focusing on complex corporate, litigation, executive compensation, and private wealth matters. As a firm, we focus on the economic as well as the legal aspects of our matters.
Among other strengths, Sterlington is the ultimate law firm for founders, senior executives, and UHNWIs as well as their related businesses.

Learn more at: www.sterlingtonlaw.com/

 

The Opportunity 

We are seeking a highly organized, tech-savvy Legal Assistant/Paralegal to provide critical document and deal-flow support in a high-volume transactional aviation practice. 

This role is ideal for someone who thrives in fast-paced environments and enjoys precision-driven deal work. 

The right candidate will play a central role in ensuring transaction documents are properly formatted, organized, executed, and tracked. 

 

What You'll Do:

    • Format, revise, and finalize complex transactional documents in Microsoft Word 
    • Break apart and organize appended and ancillary documents 
    • Manage document execution processes (signature pages, execution versions, closing sets) 
    • Manipulate PDFs in Adobe Acrobat (merge, split, bookmark, redact, convert) 
    • Convert and prepare clean execution-ready documents 
    • Organize files in file storage sites like SharePoint and NetDocuments 
    • Track deal flow and maintain structured transaction records 
    • Ensure high responsiveness to ongoing deal activity 

 

What We're Looking For:

  • Advanced Microsoft Word skills (styles, formatting, document structuring) 
  • Strong Adobe Acrobat proficiency 
  • Experience supporting asset finance, aviation, banking or similar practices preferred 
  • Experience with document management systems (SharePoint; NetDocuments preferred) 
  • Ability to manage multiple active transactions simultaneously 
  • Exceptional organization and attention to detail 
  • Strong sense of urgency and responsiveness

Ideal Candidate Profile 

  • Comfortable in high-performance law firm environments 
  • Technically proficient and process-driven 
  • Calm under deadline pressure 
  • Highly reliable and structured 
  • Able to anticipate document needs in fast-moving transactions 

 Why This Role Is Unique 

You will support a senior finance partner with a background in elite global markets work, operating in a sophisticated and international transactional practice. 

This is an opportunity to work at the center of complex asset finance deals and gain exposure to high-level finance transactions. 

 

At Sterlington, we believe that world-class talent has no boundaries. We are committed to fostering a diverse and inclusive environment where unique perspectives are valued and every individual has the opportunity to thrive. We encourage all qualified candidates to apply.

 

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