Tracy Teskey
Founder @Design Your Reality
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WORK HISTORY
Founder @Design Your Reality
CA
Design Your Reality helps professionals get real about their lives and financial plans so they can make calm, intentional decisions about work, money, and retirement.A core focus of the business is helping clients understand how to use turnkey rental properties as part of a long-term income and retirement strategy. Clients are guided through the evaluation, acquisition, and operationalization of Canadian rental properties with professional management in place.My role includes program design, client experience, strategic partnerships, and long-term business direction, grounded in practical financial modeling, operational clarity, and real-world execution.Design Your Reality is built on the belief that lifestyle comes first — and that systems, structure, and good decisions should support the life you actually want to live.
EDUCATION
University of Waterloo
Bachelor of Arts (B.A.), Psychology & Business Administration
ABOUT TRACY TESKEY
Strategic Account Manager with 15+ years of experience managing enterprise and high-value B2B client relationships through growth, acquisition, and operational change.My background spans enterprise telecom, data center and infrastructure solutions, and modern CRM-driven, AI-enabled operating environments. I am known for bringing clarity and steadiness to complex client relationships, particularly where delivery, expectations, and internal coordination matter most.My work focuses on:• Acting as the calm, consistent point of accountability for clients• Ensuring delivery, communication, and follow-through across teams• Implementing and optimizing CRMs and client lifecycle systems• Using automation and AI-assisted workflows to reduce friction and improve visibilityIn addition to contract strategic account leadership roles, I am the founder of Design Your Reality, where I apply the same operational discipline—clarity, systems, and execution—to help clients make thoughtful, long-term financial and business decisions.I intentionally work with a small number of clients at a time, allowing me to provide senior-level attention, structure, and reliability without unnecessary complexity.Known for operating as a trusted partner to executive stakeholders, protecting revenue, reducing risk, and ensuring delivery across complex environments. Remote | Contract Strategic Account & Enterprise Account Leadership
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