Kevaughn Dryden
(he/him) Pronounced: "Kev-awn"
Strategic Partnerships & Client Success | SaaS & FinTech Growth | Program & Ecosystem Management
I help companies scale through SaaS and fintech partnerships, blending strategy with execution to deliver client success. My career journey—from aviation operations to media strategy—has taught me how to navigate complexity and turn it into clarity. Along the way, I’ve unlocked $4M+ in partnership-driven growth, and I’m just getting started.
🧭 Snapshot
I help organizations scale through strategic partnerships and client success programs that drive measurable growth. Currently managing a $4M enterprise portfolio at Cineplex Digital Media (CDM), I design adoption playbooks, pricing models, and cross-channel activations that mirror how SaaS and FinTech ecosystems grow usage and retention.
Quick Facts
💼 $4M+ portfolio managed across enterprise partnerships (2025)
🏙️ Active across Canada’s largest mall media network (9 of top 10 malls, ICSC)
🤝 Partnered with Mercedes-Benz, Starbucks, Oxford Properties, Cadillac Fairview & more
🧩 Built on a foundation of airline operations, loyalty economics, CX, and strategy enablement
Featured Projects
A selection of initiatives that reflect my approach to strategy, stakeholder alignment, and execution at scale.
Wayfinding Project Revival
Reactivated the Yorkdale wayfinding project through stakeholder buy-in.
Reporting Platform Enablement
Deployed self-serve portal to more than 100 partner sites with training and support.
Starbucks Holiday Takeover
Successfully oversaw the comprehensive implementation of Starbucks’ 2024 mall holiday campaign.
Mercedes Luxury EV Activation
Executed Mercedes EV brand activation at a high-end mall location.
Experience Overview
Strategy | Partnerships | Growth
Manager, Strategic Partnerships & Growth
Cineplex Digital Media
- Managing $4M in annual Brand Partnership inventory across Canada’s largest mall media network
- Supported nearly $400K in new activation revenue, including Mercedes-Benz and Starbucks campaigns
- Relaunched a self-service reporting portal for 100+ properties, reducing support escalations by over 71% and increasing client transparency and satisfaction
- Authored and presented the 2025 Brand Partnership GTM Strategy to senior leadership, securing cross-functional buy-in across Sales, PMO, and Operations
- Resolved stalled Yorkdale wayfinding project by renegotiating stakeholder terms and partnered with Legal/Finance to ensure compliance, invoicing, and system readiness
Sales Enablement Coordinator
Cineplex Media
- Supported a $3.8M+ pipeline by building proposals/contracts via SaaS platforms (Unique X Advertising Accord, BroadSign) to validate pricing, inventory, and campaign readiness
- Compiled and delivered weekly revenue performance reports for the Senior Leadership Team, ensuring accuracy in forecasting and booked campaigns
- Managed opportunity stage tracking (49–90%) to maintain CRM integrity and forecasting confidence
- Facilitated contract execution and cross-functional handoffs to Operations/Finance while flagging limited inventory cases to secure priority allocation
- Acted as client liaison with agency buyers, clarifying timelines, billing, and campaign requirements
Customer Experience Lead Specialist
Air Canada
- Promoted into leadership after completing the Team Leadership Exam
- Directed frontline staff during IROPs and high-volume periods
- Served as CM Coach for frontline Altéa support during transition from legacy Passenger Service System (PSS)
- Led frontline coaching to improve accessibility and service compliance
- Acted as liaison between station leadership, agents, and union reps
Customer Journey Management
Air Canada
- Provided day-of-travel support from Air Canada’s SOC, troubleshooting system issues and using supervisor-level authority to assist frontline staff during IROPs and high-volume events
- Reduced frontline error rates by 30% during Altéa implementation through real-time support
- Delivered daily operational updates and re-accommodation planning to national station teams
- Improved terminal-level CX consistency through journey mapping and SOP training
Highlights At a Glance
- $4M Partnership Inventory Secured
- 71% Reduction in Client Resolution Time
- $3.8M in Partnership Sales Supported
- $50K+ Wayfinding Project Resurrected
KD's Journal
Where SaaS, partnerships, and strategy collide with lessons from the field on building scalable growth.
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