Kelly Woolsey

Lead new-business development for managed IT and cybersecurity services, translating technical requirements into practical recommendations for SMB owners. Own personalized prospecting, discovery, proposal development, and commercial follow-up, coordinating technical resources around each customer's business priorities.

Led discovery and proposal development for Manitoba SMB prospects, coordinating with technical and operations teams on service scope and onboarding.

Opened a Northern Alberta territory with no existing customers, winning multiple new clients and generating approximately $55,000 in recurring revenue over 10 months. Built HubSpot email, LinkedIn, and call sequences using ZoomInfo research.

Established the partner account management function, defining processes and success measures while adding two new partners per month. Increased partner MRR expansion from 2% to over 8%.

Sold network and SaaS management solutions to MSPs and SMBs across multiple countries. Transitioned into customer success, helping customers strengthen product adoption and identify expansion opportunities.

Sold managed services, cloud solutions, and IT projects across Western Canada, preparing proposals and forecasts and leading remote client reviews. Equipped Konica Minolta print representatives to recognize IT needs.

Developed territory sales plans, qualified prospects, and delivered discovery-led demonstrations and presentations for managed IT services.

Led Help Desk and NOC teams, staff development, and technical escalations, implementing service processes based on ITIL principles. Optimized remote monitoring and management tools and supported transition to an in-house PSA system.

Managed IT for more than 120 users across multiple branches, overseeing vendors and implementing monitoring, ticketing, and documentation standards with business leaders.

Founded and grew an MSP serving over 100 SMB clients, achieving 97% client retention over 10 years. Owned sales and client relationships alongside service delivery, vendor selection, and staff development; completed the sale of the business in August 2016.

Managed operations for Able Automation from 2002 to 2005.

Managed technical services for Seljax International from 2001 to 2002.

Completed the Network Internet Specialist program with Cisco, focusing on network and internet technologies.