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TREE · LendingTree $26.09 +0.07 (+0.25%) 2026-SEP-18 12:49 EST

My allocationNot heldas of 2026-SEP-03 · allocation page ↗
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2026-MAR-11 · Sy Jacobs · Haymaker webinar (recorded MAR 3) · Positiveinsight · read ↗ · source page ↗$40.22

In short: The most well-known of the four lead-gen names but the LEAST pure-play — started as a mortgage marketplace and expanded into insurance and many other verticals, a "lead-generation financial supermarket across financial products." A way to play the insurance lead-gen theme, but diluted by the other verticals.

In plain English

LendingTree is the household name of the group — the "where banks compete" ads — but Sy calls it the least pure way to play this theme. It began as a mortgage marketplace and has since added insurance and many other financial products, so it's really a "financial supermarket" of lead generation rather than a focused insurance play. You can own it to get exposure to the online-insurance trend, but you're also buying all its other, less-related verticals; for a cleaner bet he prefers EverQuote, Media Alpha, or QuinStreet.

SOD $40.22

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Verbatim excerpts from the public transcripts (auto-pulled at each mention's timestamp, lightly cleaned). Timestamps link into the video; "source page" opens that commentator's full analysis at this row. Click a mention's header line to expand it (one open at a time). For personal study — not investment advice.