About Jesse

I didn’t start my career in finance. I started in steel-toe boots — in Alberta’s oilfield and welding trades — before realizing that understanding how money works is just as important as earning it.

While completing my Commerce degree in Finance at the University of Alberta, I simultaneously worked at CIBC, learning firsthand how individuals and business owners behave with money — not just how textbooks say they should.

Today, as an Associate Portfolio Manager and Associate Wealth Advisor with CIBC Wood Gundy, I work with first-generation wealth builders across Western Canada — professionals, entrepreneurs, and business owners who have earned their capital through discipline and want to steward it intentionally.

What I Do

My role isn’t to predict markets. It’s to provide structure — and protect decision-making — through every market cycle and life transition.

  • Provide clarity: goals, priorities, and a plan your capital can support
  • Reduce tax friction: coordinated strategy across accounts, income, and estate planning
  • Align investments with life: disciplined portfolios tied to real objectives
  • Protect behavior: guidance that helps families avoid costly, emotional decisions

Typical fit: professionals and business owners (often $150K+ household income), and retirees with $500K+ investable assets — with flexibility for high earning potential and strong alignment.

How I Work

I meet with most clients semi-annually. The emphasis is on your life: what has changed, what’s coming, and what needs to be updated to keep your plan aligned. Investments are the engine — but the meeting is about steering.

When major market events occur, we communicate proactively. The goal is simple: reduce noise, protect behavior, and keep long-term trajectories intact.

What I Believe

  • Discipline beats prediction. Most outcomes are driven by behavior, not forecasting.
  • Structure creates freedom. A clear plan reduces stress and improves decisions.
  • Tax is part of returns. Reducing friction matters across decades.
  • Stewardship is the destination. Wealth is most powerful when used intentionally.

A Simple Next Step

If you value calm structure, disciplined strategy, and intentional stewardship, I welcome a conversation.

Email: info@financerx.ca  |  Phone: (778) 584-5664

Jesse Ogloff, CFP®, CIM®, CFDS, PFP®