Best Financial Services Companies in Winnipeg, Canada
The 42 best Financial Services companies in Winnipeg, Canada in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals.
Ranked: Best Financial Services companies in Winnipeg
| # | Company | Disclosed funding | Stage | Founded | Founder | Employees | Tech stack | Recent signals |
|---|---|---|---|---|---|---|---|---|
| 1 | Accurate Leasing Asset financing | — | Unfunded | 1994 | Mark Polowy Founder & President | — | — | — |
| 2 | Excel Leasing Personal and commercial lending company | — | Unfunded | 2000 | Sheldon Zipursky CEO & President | — | — | — |
| 3 | Gemstar Insurance Insurance brokerage providing home, auto, business, travel, and boat insurance | — | Unfunded | 2003 | — | 6 | — | — |
| 4 | KAI Asset Management Diversified asset management firm | — | Unfunded | 2015 | Robert Mackay Co-Founder | — | WordPressMySQLPHP+22 | — |
| 5 | KESSI Chartered Professional Accountant Provider of accounting, assurance and tax related services | — | Unfunded | 2017 | Yan Kessi CEO | — | — | — |
| 6 | Lionridgecapital Investment firm manages client assets using a disciplined value approach. | — | Unfunded | 2003 | — | — | — | — |
| 7 | LRCC Provider of business loans | — | Unfunded | 2001 | — | — | Facebook LoginApache HTTP ServerCloudflare+11 | — |
| 8 | Madison Financial Provider of financial security advisory services | — | Unfunded | 2007 | — | — | — | — |
Top 4 Financial Services companies in Winnipeg
#1
Funding Raised · Winnipeg, Manitoba · founded 1926—raised▾
Online financial advice and planning services. It helps you collaborate with a financial advisor and plan various financial situations. They also provide proactive advisory service to guide the user through financial events and also helps in providing tax-efficient strategies. Some of the other services offered include retirement planning, investment planning, cash management, tax planning, and more.
#2
Public · Winnipeg, Manitoba · founded 1926 · 3827 employees—raised▾
Wealth and investment management firm
#3
Public · Winnipeg, Manitoba · founded 2004 · 172 employees—raised▾
Equity REIT that invests in industrial, office and retail properties
#4
Public · Winnipeg, Manitoba · founded 1891 · 31000 employees—raised▾
Diversified insurance & asset management firm
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of Financial Services coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising