Tiptree Stock Price and Value Analysis

Should you buy Tiptree stock? (NasdaqCM:TIPT). Let's see how it does in our automated value investing analysis system.

Key Facts

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Estimate how long you need to hold Tiptree to reach your target.

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TIPT Free Cash Flow Trend

Free Cash Flow trendline for TIPT
Free Cash Flow trendline for Tiptree
CSV

Based on historical returns, we believe that Tiptree can grow its free cash at a rate of about 0%. That's positive!

AdvantagesDisadvantages
None.
  • This company has wild ups and downs.
  • This stock looks overpriced.
  • This company has a low dividend yield.
  • This company is making money at a modest rate.
  • This company is less known than others.

Inside the TIPT Numbers

TIPT Price
(Tiptree stock price per share)
$17.47
[?] TIPT Fair Price
(based on intrinsic value)
$11.83
[?] TIPT Safety Price (based on a variable margin of safety) $7.10
[?] PE Ratio versus Sector 346% higher than other Financial Services stocks
[?] PE Ratio versus Industry 264% higher than other Insurance - Property & Casualty stocks
[?] Free Cash Flow Jitter 49%
[?] Dividend Yield 1% (tax impact)
Shares Shorted 878,147

Recent Insider Activity

Open-market buys and sells reported by Tiptree's officers, directors, and 10% owners on SEC Form 4. Routine transactions (tax withholding, option exercises, and stock grants) are excluded -- these are discretionary trades only.

Date Insider Type Shares Price
2026-05-27T00:00:00 Ilany Jonathan Buy 990 $17.45
2026-03-12T00:00:00 McKinney Scott T. (Chief Financial Officer) Buy 1,232 $15.98
2026-03-11T00:00:00 McKinney Scott T. (Chief Financial Officer) Buy 2,600 $16.15
2025-11-07T00:00:00 Mielle Dominique Buy 5,500 $18.29

This stock has short interest! This means that people have shorted it.

Why does that matter? They've made a bet that price will decrease from where they bought it. Maybe there are financial problems, or maybe there's a value play.

As of the latest analysis, there are 878,147 shares shorted. With 22,708,392 shares available for purchase and an average trading volume over the past 10 trading days of 174,560, it would take at least 5.031 days for all of the short holders to cover their shorts.

Related guides: good annual rate of return · high-yield stocks · forecasting earnings growth

Is Tiptree Stock on Sale?

We believe that Tiptree may be worth examining further. It's making money, which is a very positive sign. Is it on sale?

Tiptree looks overpriced right now. If you're looking for a bargain in the stock market, you should probably look elsewhere for a great deal. This might still be a great stock to own—but it's not on sale right now.

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Should You Buy TIPT Stock?

Does Tiptree have a coherent story? Does it have a plan to continue to make money? Is it worth your time? Only you can decide where to go from here. Our investment guide helps you ask the right questions, including how to buy stocks. Use these research links for more information.

Worked example: TIPT

This example shows how we apply the Trendshare checklist to TIPT: earnings power, cash generation, valuation, and margin of safety.

We check: business quality, free cash flow, P/E, and margin of safety.

  1. Step 1 — Snapshot

    • Price: 17.47
    • Market cap: $651M
    • EPS: -0.86
  2. Step 2 — Valuation checks

    • P/E: —
    • FCF yield: —
    • Date checked: Sep 21, 2026
  3. Step 3 — Margin of safety

    • Compare price to fair value and safety price.
    • Look for durable cash generation and reasonable leverage.
    • Decide if it passes your personal checklist.

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