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White Mountains Insurance Group vs Tiptree: WTM and TIPT compared
White Mountains Insurance Group is the larger company: $641M of revenue in its latest quarter (Q3 2026) against $540M for Tiptree (Q3 2025). Tiptree is growing faster (+9% against -26% a year earlier). Tiptree is more profitable, with an operating margin of -2.4% against -3.6%.
Where the money goes: WTM and TIPT
White Mountains Insurance Group (WTM) · Q3 2026
White Mountains Insurance Group, Q3 2026: revenue $641M (-26% year over year), operating margin -3.6%, net loss $29.6M, operating cash flow $357M. The chart follows the revenue to costs, profit and cash.
Tiptree (TIPT) · Q3 2025
Tiptree, Q3 2025: revenue $540M (+9% year over year), operating margin -2.4%, net earnings $15.6M, operating cash flow $135M. The chart follows the revenue to costs, profit and cash.
| White Mountains Insurance Group (WTM) | Tiptree (TIPT) | |
|---|---|---|
| Latest quarter | Q3 2026 | Q3 2025 |
| Revenue | $641M | $540M |
| Revenue growth, Y/Y | -26% | +9% |
| Operating margin | -3.6% | -2.4% |
| Net earnings | −$29.6M | $15.6M |
| Net margin | -4.6% | 2.9% |
| Operating cash flow | $357M | $135M |
| Free cash flow | — | $133M |
| Market value | $5.3B | $662M |
| P/E | 5.3× | 1.6× |
Questions
Which is bigger, White Mountains Insurance Group or Tiptree?
White Mountains Insurance Group is the larger company: $641M of revenue in its latest quarter (Q3 2026) against $540M for Tiptree (Q3 2025).
Is White Mountains Insurance Group or Tiptree growing faster?
Tiptree is growing faster (+9% against -26% a year earlier).
Which is more profitable, White Mountains Insurance Group or Tiptree?
Tiptree is more profitable, with an operating margin of -2.4% against -3.6%.
More: White Mountains Insurance Group earnings · how White Mountains Insurance Group makes money · Tiptree earnings · how Tiptree makes money
From the companies' latest 10-Q, 10-K or earnings release (10-Q filed Nov 5, 2026; 10-Q filed Oct 31, 2025). Fiscal quarters can end on different dates. Not investment advice.