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✦ Spy Mode investigation

Michael Gene Barnes's $502K purchase of TIPT

TIPTREE INC. · CEO, Chair · filed Oct 27, 2026. Opened Oct 28, 2026, last checked Oct 28, 2026. Waiting for the 7-day result; next check Nov 3, 2026.

Reported value$502K30,930 shares at $16.24
For this personUnusual1 buy · 0 sales on file
Similar buys beat S&P50%165 cases · all buys 46%

Worth a closer look

  • Open-market purchase with their own money (Form 4 code P), not a grant or option exercise.
  • Bought by the CEO, one of the two people with the fullest view of the company.
  • Similar past buys beat the S&P 500 50% of the time (165 cases), above the 46% for all buys.

Reasons for caution

  • Small next to what they already own (holding up 0.3%).

What happened after this filing

7 days Pending due Nov 3
30 days Pending due Nov 26
90 days Pending due Jan 25

Insider Twins: past buys with the same traits

1 insider buying · incl. CEO or CFO · $250K–$1M · stock down 0–20% in 3 months

IPWR Feb 26, 2026 +134.5% vs S&PIBP May 19, 2025 +57.2% vs S&PMYPS Feb 3, 2022 +42.2% vs S&PHSDT Sep 16, 2021 -68.1% vs S&PAEI Dec 2, 2022 -55.3% vs S&PAEI Oct 3, 2022 -55.2% vs S&P

What we couldn't check

  • Why they traded. Filings don't say, and we don't guess.
  • Company news after the filing, and any private terms.
Summary

Michael Gene Barnes (CEO) bought $502K of TIPT at about $16.24 on Oct 23, 2026, reported to the SEC on Oct 27, 2026. Buys like this beat the S&P 500 50% of the time since 2020, against 46% for all insider buys. We found 3 points that make it worth a closer look and 1 reason for caution. History, not a prediction.

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Written by fixed rules from SEC filings and our measured history, not by an AI model. Public data only. History, not a prediction, and not investment advice.

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