Kingsway (KWY) vs Tiptree (TIPT)
Head-to-head comparison of performance, valuation, growth, profitability and dividends. Prices delayed 15 minutes; data as of Oct 8, 2026.
Summary
Tiptree (TIPT) has outperformed Kingsway (KWY) over the past year, losing 5.4% versus a loss of 37.0%. Over five years, KWY leads with a +68.9% price change compared with +8.7% for TIPT. Tiptree is the larger company by market cap ($646.1 million vs $274.6 million), about 2.4 times the size.
Tiptree pays a dividend yielding 1.38%, while Kingsway does not currently pay one.
Summary generated from market data by MetaCap's automated system. Methodology
Relative performance
Percent change in share price from the first common trading day shown; excludes dividends.
Head-to-head
| Metric | KWY | TIPT |
|---|---|---|
| Share price | $9.49 | $17.35 |
| Market cap | $274.56M | $646.11M |
| 1-day change | +0.53% | +0.75% |
| YTD return | -29.44% | -5.04% |
| 1-year return | -37.03% | -5.45% |
| 5-year return | +68.86% | +8.71% |
| EPS (TTM) | $-0.30 | $-0.48 |
| Dividend yield | 0.00% | 1.38% |
| Annual dividend | $0.00 | $0.24 |
| 52-week high | $16.51 | $19.33 |
| 52-week low | $8.41 | $15.49 |
| Distance from 52-week high | -42.52% | -10.24% |
| Average volume | 55.79K | 220.75K |
| Shares outstanding | 28.93M | 37.24M |
| Employees | 569 | 27 |
| Sector | Finance | Finance |
| Industry | Property-Casualty Insurers | Property-Casualty Insurers |
Highlighted cells mark the higher value for growth, returns, margins and yield, and the lower value for P/E ratios. Highlighting is a mechanical comparison, not a recommendation.
Key differences
- Tiptree is about 2.4 times larger than Kingsway by market value ($646.11M vs $274.56M).
- TIPT has outperformed KWY by 31.6 percentage points over the past year.
- Tiptree offers a meaningfully higher dividend yield (1.38% vs 0.00%).
About Kingsway
KWY stock →Kingsway Corporation through its subsidiaries, engages in the extended warranty and business services in the United States. It operates through two segments: Kingsway Search Xcelerator and Extended Warranty.
Finance · Property-Casualty Insurers · 569 employees
About Tiptree
TIPT stock →Tiptree Inc. does not have significant operations.
Finance · Property-Casualty Insurers · 27 employees
KWY vs TIPT FAQ
Which is bigger, Kingsway or Tiptree?
Tiptree (TIPT) is larger, with a market capitalization of $646.11M compared with $274.56M for Kingsway (KWY).
Which stock has performed better over the past year, KWY or TIPT?
TIPT returned -5.45% over the past 12 months, compared with -37.03% for KWY (price return, excluding dividends). Past performance does not predict future results.
Which pays a higher dividend, Kingsway or Tiptree?
Tiptree pays a dividend yielding 1.38%, while Kingsway does not currently pay a regular dividend.
Are Kingsway and Tiptree in the same industry?
Yes. Both are classified in the Property-Casualty Insurers industry within the Finance sector.