Company Analysis

Kingsway Corporation (KWY)

NYSE: KWY · Fire, Marine & Casualty Insurance · Chicago, IL · filing with the SEC since 1998
Grade3.6
◀ Past 3.7● Present 2.9▶ Future 4.4

The grade of Kingsway Corporation

Nine metrics read from its own filings, by tense
Headline grade
3.6/10
◀ Past3.740% of the headline
● Present2.935% of the headline
▶ Future4.425% of the headline

All three tenses have at least two readings, so the archetype blend applies as printed.

All nine metrics read as filed from the record.

◀ Past

What did they actually do?

3.7/1040% of the headline grade · 3 of 3 filed

Surviving crises

as filed
0.9/10

Has it survived what it has been through?

18 warning events since 2017; the latest 2020-05-15.

weight 33% of this tense · 9th percentile among 60 sector filers · read for itself

From the record

Kingsway Corporation's filings since 2017 show 18 warning events of 4 kinds: a notice about its exchange listing (8-K item 3.01, 6 times, the latest 2020-04-21); a warning not to rely on past financial statements (8-K item 4.02, the latest 2019-06-19); an auditor change (8-K item 4.01, 4 times, the latest 2020-03-12); a late-report notice (Form NT 10-K or NT 10-Q, 7 times, the latest 2020-05-15) (its current reports).

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Track record

as filed
2.5/10

What has it actually done, year after year?

-2.9% a year over 10 filed years; profitable in 4 of 10.

weight 22% of this tense · 25th percentile among 56 sector filers · read for its customers

From the record

Kingsway Corporation's 10 filed years say what it did: revenue went from $177 million in fiscal 2016 to $135 million in fiscal 2025, down 2.9% a year; it rose in 8 of 9 years; the deepest fall was 75% from fiscal 2016 to fiscal 2017; net income was positive in 4 of 10 of those years (its annual reports).

What it rests on

  • revenue growth over the filed span-2.9%bottom 13% of its family
  • the share of years revenue rosetop 33% of its family
  • the share of filed years with a profitbottom 13% of its family
  • the deepest fall from a revenue peak74.8%bottom 8% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Shareholder treatment

as filed
6.4/10

How has it treated the people who own it?

Share count grew 3.3% a year. 100% of cash flow returned. Insiders: 14 sales, 54 purchases.

weight 45% of this tense · 64th percentile among 49 sector filers · read for its shareholders

From the record

Over the 3 fiscal years to 2025-12-31, Kingsway Corporation's diluted share count grew about 3.3% a year, and dividends and buybacks returned about 100% of its net income over 3 years (its filed statements). Its officers and directors filed 14 sales and 54 purchases of their own stock on the open market in the year to 2026-11-03, buying about $264 thousand (their Form 4 filings).

What it rests on

  • the share count over the yearsbottom 33% of its family
  • cash returned against operating cash flowtop 5% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

● Present

What are they doing right now?

2.9/1035% of the headline grade · 3 of 3 filed

Financial health

as filed
1.2/10

Is it financially healthy right now?

ROE -59%: lost 59¢ per shareholder dollar. Leverage 92%: owes 92¢ per asset dollar.

weight 45% of this tense · 12th percentile among 60 sector filers · read for itself

From the record

Return on equity: in the fiscal year ended 2025-12-31, Kingsway Corporation lost about 59 cents for every dollar of shareholders' money. Leverage: it owed about 92 cents per dollar of assets, and net share issuance: its share count grew 2.5% over the year (the filed statements).

What it rests on

  • what it owes per dollar of assetsbottom 8% of its family
  • return on equitybottom 6% of its family
  • the share count against the year beforebottom 22% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Industry position

as filed
2.5/10

How strong is its position in its industry?

bottom 25% of 60 in its family; net margin -7.6%.

weight 33% of this tense · 25th percentile among 60 sector filers · read for its customers

From the record

Kingsway Corporation's standing among 60 graded names in its industry family: revenue of $135 million in fiscal 2025 ranks in the bottom 11% by size; a net margin of -7.6% ranks in the bottom 9%; revenue growth of 13.1% a year over the last 3 filed years ranks in the top 46% (its annual reports).

What it rests on

  • revenue against the family$135Mbottom 11% of its family
  • net margin-7.6%bottom 9% of its family
  • three-year revenue growth13.1%top 46% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Leadership

as filed
7.0/10

What are the people in charge doing?

top 31% of 47 in its family for leadership; chief executive since 2018.

weight 22% of this tense · 69th percentile among 47 sector filers · read for its shareholders

From the record

Kingsway Corporation's leadership, from its insiders' filings and its current reports: the chief executive on the record is Fitzgerald, John Taylor Maloney (President and CEO, as filed), filing under that title since 2018-09-07, 8.2 years (top 37% of its family); the 7 officers and directors filing in the last fifteen months have been on the record a median of 10.6 years (top 19%); 2 officer or director changes were reported on Form 8-K since 2023-11-13, against the 7 people in charge now (top 35%; fewer changes for each person reads higher) (the Form 4 record, its Form 8-K reports). Years count from a person's first filing in the SEC's data sets, which begin in 2006, so each is a floor.

What it rests on

  • officer and director changes on Form 8-K, against the people in charge2 in three years among 7 peopletop 35% of its family
  • the median years the people in charge have filed10.6 yearstop 19% of its family
  • the chief executive's years on the record8.2 yearstop 37% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

▶ Future

What are they set up to do next?

4.4/1025% of the headline grade · 3 of 3 filed

Room to expand

as filed
0.9/10

How much room does it have to grow?

bottom 9% of 60 in its family for room to expand.

weight 33% of this tense · 9th percentile among 60 sector filers · read for itself

From the record

Kingsway Corporation's room to grow, from the newest filed statements (fiscal 2025): cash of $8 million against debt of $71 million leaves -27% of its assets as net cash, bottom 1% of its family; cash from operations less capital spending is 0% of revenue (bottom 18%) (its annual report).

What it rests on

  • cash less debt against assets-27.0%bottom 1% of its family
  • cash from operations less capital spending against revenue0.0%bottom 18% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Growth drivers

as filed
8.9/10

What could actually drive growth from here?

top 11% of 56 in its family for growth drivers.

weight 33% of this tense · 89th percentile among 56 sector filers · read for its customers

From the record

Kingsway Corporation's growth drivers, from the filed years to fiscal 2025: revenue grew 13.1% a year over the last three filed years against -2.9% over all 10, speeding up (top 8% of its family); the newest year grew 23.4% (top 17%); capital spending grew 26.4% a year (top 9%) (its annual reports). Kingsway Corporation tags no split of its revenue by line in the annual report on file, so growth by line cannot be read here; research and capital spending are on the trend.

What it rests on

  • three-year growth against the whole span+16.1 points a yeartop 8% of its family
  • the newest year's revenue growth23.4%top 17% of its family
  • three-year growth of capital spending26.4%top 9% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

Expectations vs reality

as filed
3.4/10

Did its newest year beat what its own record pointed to?

bottom 34% of 56 in its family for expectations against reality.

weight 33% of this tense · 34th percentile among 56 sector filers · read for its shareholders

From the record

Kingsway Corporation's newest year against its own record: revenue of $135 million in fiscal 2025 came in 14% above the $118 million its prior three years' pace pointed to (top 12% of its family); net income of $10 million against a prior three-year average of $10 million (bottom 6%); a net margin of -7.6% against 10.6% before (bottom 6%) (its annual reports).

What it rests on

  • revenue against the prior three years' pace14.0%top 12% of its family
  • net income against the prior three years' average-200%bottom 6% of its family
  • net margin against its prior average-18.2 pointsbottom 6% of its family

A production reading, recomputed from the filings on every data build, read from EDGAR Nov 13, 2026.

The grade is the company against its own industry, from its filings. It is not a view on the share price. How the grade is made

SI Assistanton KWY · research, not advice