Chesswood Group

Toronto, Canada Founded: 1982 • Age: 44 yrs Listed
Equipment financing is provided to businesses by Chesswood Group.

About Chesswood Group

Chesswood Group is a publicly listed company based in Toronto (Canada) founded in 1982. Equipment financing is provided to businesses by Chesswood Group. Chesswood Group has completed 2 acquisitions, including Rifco and Waypoint Investment Partners. Its chief executive, as recorded, is Barry Shafran. Chesswood Group offers products and services including Financing Services and Investment Management. Its focus areas include Asset Finance, Machinery and Equipment and Diversified. Its legal entity is Chesswood Group Limited. Its competitors include CWB Maxium Financial, Pivotal Capital and Blue Chip Leasing.

Company details

Chesswood Group was established in 1982 in Toronto, Canada, focusing on the financial services sector. Equipment financing solutions are extended to commercial clients across various industries. Operations center on lease and loan programs for machinery and vehicles. Leadership is provided by CEO and President Barry Shafran. The company maintains its headquarters in Toronto, serving North American markets with structured financing options.

  • Headquarters Toronto, Canada
  • Stage Public
  • Sectors
    Financial Services
  • Email
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  • Phone
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  • Website chesswoodgroup.com
  • Social LinkedIn
  • Legal Name Chesswood Group Ltd.
Operational Areas
Key Metrics
  • Annual Revenue
    $238.7 M (USD)
    17.08
    as on Dec 31, 2023
  • Net Profit
    -$22.41 M (USD)
    -206.42
    as on Dec 31, 2023
  • EBITDA
    $151.48 M (USD)
    118.09
    as on Dec 31, 2023
  • Latest Funding Round
    $250M (USD), Debt – Conventional

    Aug 2018

  • Investments & Acquisitions
    Rifco

    & 1 more

Products & Services of Chesswood Group

Chesswood Group offers a comprehensive portfolio of products and services, including Financing Services and Investment Management.

Financing Services
Financial Services

Provides loans and funding to underserved niche markets

Investment Management
Asset Management

Manages portfolios for clients in specialized sectors

Funding Insights of Chesswood Group

  • Total Rounds 1
  • Last Round Debt – Conventional β€” $250M
  • First Round $250M

    (Aug 2018)

All 1 funding rounds of Chesswood Group with amounts and investors; the two latest post-money valuations are shown, the rest are part of the premium plan.

DateAmountTransaction NameValuationLead InvestorsInvestors
Aug 2018$250MDebt – Conventional––
–

People of Chesswood Group

1 people are tracked at Chesswood Group (1 in leadership).

NameRoleGroup
Barry Shafran
CEO & PresidentLeadership
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IPO & Listings of Chesswood Group

Chesswood Group is a publicly listed company on the OTC with ticker symbol CHWWQ in USA, operating in the Finance sector. As a publicly traded entity, the company provides investors with opportunities to participate in its growth story through equity ownership. The listing enables access to capital markets, enhances corporate visibility, and provides liquidity for shareholders while maintaining transparency through regulatory compliance and regular financial disclosures.

  • IPO date09 May 2006
  • Listed onTSX: CHW
  • Listed entityChesswood Group Ltd.
  • Exchange sectorFinance
  • ISINCA16550A1075
  • Share price$0.00 · 2026-05-11
  • Volume (last session)300
  • Analyst consensusNo rating

Financials of Chesswood Group

Exchange-reported annual figures
YearRevenueNet incomeEBITDA
2023$238.7M-$22.4M$151.5M
2022$203.9M$21.1M$69.5M
2021$109.2M$22.8M$35.2M
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Detailed financial statements for Chesswood Group

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Investments & Acquisitions by Chesswood Group

Chesswood Group has strategically engaged in corporate development activities, having acquired 2 companies. Notable acquisitions include Rifco and Waypoint Investment Partners.

Acquisitions
Company NameDescriptionDomainLocationFoundedAcquiredAmount
Diversified investment management services are offered to clients.
waypointinvestmentpartners.comToronto, Canada2017Mar 2022β€’β€’β€’β€’
Auto loans provider
rifco.netRed Deer, Canada2000Oct 2021β€’β€’β€’β€’
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Timeline of Chesswood Group

5 dated milestones of Chesswood Group across 40 years, from founding to its latest funding, stage changes and deals.

  1. Founded Chesswood Group is founded.
  2. IPO Lists on the stock exchange (IPO).
  3. Funding First funding round of $250.0M.
  4. Acquisition Acquires Rifco.
  5. Acquisition Acquires Waypoint Investment Partners.

Competitors of Chesswood Group

Chesswood Group has 3 listed competitors in our database. They include CWB Maxium Financial, Pivotal Capital and Blue Chip Leasing.

Company NameDomainFoundedHQ LocationTotal fundingEmployeesDescription
cwbmaxium.com1993Toronto, Canada58
CWB Group's asset finance arm
pivotalcapitalcorp.com2018Mississauga, Canada
Financing and leasing for construction and industrial equipment are provided.
bluechipleasing.com1996Toronto, Canada
Operates as an asset finance firm specializing in leasing solutions.
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Related news about Chesswood Group

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Frequently Asked Questions about Chesswood Group

Chesswood Group was founded in 1982 and raised its 1st funding round 36 years after it was founded.

Chesswood Group is headquartered in Toronto, Canada. It is registered at Toronto, Ontario, Canada.

Barry Shafran is the CEO of Chesswood Group, as recorded in our data.

Annual revenue of Chesswood Group is $238.7M as on Dec 31, 2023.

Chesswood Group was established in 1982 in Toronto, Canada, focusing on the financial services sector. Equipment financing solutions are extended to commercial clients across various industries. Operations center on lease and loan programs for machinery and vehicles. Leadership is provided by CEO and President Barry Shafran. The company maintains its headquarters in Toronto, serving North American markets with structured financing options.

Chesswood Group's top competitors include CWB Maxium Financial, Pivotal Capital and Blue Chip Leasing.

Chesswood Group offers Financing Services and Investment Management.

Yes, Chesswood Group is publicly traded on OTC under the ticker symbol CHWWQ.

Chesswood Group has made 2 acquisitions, including Rifco, and Waypoint Investment Partners.

Chesswood Group operates through Chesswood Group Limited.

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