---
title: Insurance Mogul Patrick Ryan Has Bought $78 Million and Sold $181 Million Across Aon and Ryan Specialty
type: news
slug: ryan-aoc-181-million-career-insider-trades
canonical_url: https://13finsight.com/news/ryan-aoc-181-million-career-insider-trades
published_at: 2026-03-01T16:42:08.769Z
updated_at: 2026-03-01T16:42:19.982Z
author: Alex Rivera
author_title: Breaking News Editor
author_url: https://13finsight.com/authors/alex-rivera
word_count: 341
locale: en
source: 13F Insight
---

# Insurance Mogul Patrick Ryan Has Bought $78 Million and Sold $181 Million Across Aon and Ryan Specialty

> Patrick G. Ryan, founder of Aon Corporation and CEO of Ryan Specialty, has filed 2,444 insider transactions including $181 million in sales and $78 million in purchases across 3 companies.

Patrick G. Ryan, founder of Aon Corporation and current CEO of Ryan Specialty Holdings (RYAN), has filed 2,444 insider transactions including $181 million in sales and $78 million in purchases across 3 companies. While his Aon selling is historical (dating to the 2000s), Ryan has been a massive open-market buyer at his newer company — purchasing $14.3 million in RYAN stock in a single September 2025 transaction. The Numbers Metric Value Career Sell Value $181 million Career Buy Value $78 million Total Transactions 2,444 Companies Filed At 3 Last Filing Dec 10, 2025 Recent Buys Date Type Ticker Shares Price Est. Value Sep 12, 2025 Buy RYAN 276,634 $51.84 $14.3M Mar 14, 2023 Buy RYAN 208,100 $37.39 $7.8M Nov 25, 2022 Buy RYAN 43,089 $39.17 $1.7M Ryan's $14.3 million buy in September 2025 was one of the largest single insider purchases of the year across all U.S. public companies. What It Means Patrick Ryan's career arc shows a rare insider evolution: he sold $181 million in Aon stock after founding the insurance brokerage giant, then pivoted to build Ryan Specialty — and has been buying aggressively at RYAN with $78 million in open-market purchases. His September 2025 buy of $14.3 million was particularly notable: it represented one of the year's largest individual insider purchases, signaling deep conviction in the specialty insurance and wholesale brokerage business he's building. Ryan Specialty has been a strong performer since its 2021 IPO, with the stock climbing from the low $30s to above $80 by late 2025. Ryan's willingness to buy $14.3 million at $51.84 — well above his earlier purchases at $37-39 — suggests he views the company's growth trajectory as far from exhausted. What to Watch Whether Ryan makes another large open-market purchase at RYAN, which would extend his pattern of multi-million-dollar conviction buys Ryan Specialty's acquisition strategy in the fragmented specialty insurance market, which has been a key growth driver The insurance industry cycle — hardening commercial insurance rates have benefited specialty brokers like Ryan, and any cycle turn could impact the stock

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Source: 13F Insight — https://13finsight.com/news/ryan-aoc-181-million-career-insider-trades
Author: Alex Rivera — https://13finsight.com/authors/alex-rivera
Last updated: 2026-03-01T16:42:19.982Z