# Maple Leafs Complete Trade with Philadelphia

> **Open Intelligence Dossier** · First detected: 2026-06-16 23:07 UTC · Category: Sports

## Executive Summary
The Toronto Maple Leafs are reshaping their roster through multiple high-profile trades with the Philadelphia Flyers and Tampa Bay Lightning.

## Intelligence Brief
The Toronto Maple Leafs have finalized a trade with the Philadelphia Flyers involving goalie Joseph Woll and defenseman Simon Benoit, who move to Philadelphia in exchange for Samuel Ersson, Emil Andrae, and a draft pick. Simultaneously, reports from multiple outlets confirm the Maple Leafs are executing a sign-and-trade deal to acquire defenseman Darren Raddysh from the Tampa Bay Lightning. Coverage from outlets including The New York Times, ESPN, NHL.com, and Sportsnet emphasizes the scope of these roster shifts.


Philadelphia’s management has publicly addressed the rationale behind the transaction involving Ersson and Andrae. Yahoo Sports reports that a former target of the Boston Bruins is now joining the Toronto roster as part of this recent activity. Future developments will depend on the official finalization of the Darren Raddysh sign-and-trade agreement.


Further analysis of the long-term impact on the Maple Leafs, Flyers, and Lightning rosters is expected as the terms of the individual player acquisitions are processed.

## Multi-Source Evidence Table
| Source Outlet | Headline | Verification URL |
|---|---|---|
| The New York Times | Why the Maple Leafs’ giant bet on Darren Raddysh makes sense | [Source Link](https://news.google.com/rss/articles/CBMipAFBVV95cUxNUi02bHVvdjJZSzR6TzNrYWI0VkJuYkxMbWNzUTJ3SE9uWGdFUUt0TXBzSXFvWGt1d0wzb25Ra2s1RVFTRTR0TGE4YTNOZXZ0eFZEX2gzOEI3MS15aFAxM1NOdWRZZkVEaXZDQjl1a1BDTWZ1MXJIb1NGS2t1VjY4VzRpSUFZUWpTR1FXV3BnWXJWWTd3OGd1aXdhTWlyeVY0b0ZNeg?oc=5) |
| Yahoo Sports | The Hockey News Big Show: Reacting To Raddysh Trade, Babcock News, Trade Rumors And More | [Source Link](https://news.google.com/rss/articles/CBMihAFBVV95cUxNczZLbVkzeFV0d1Z5X0NRdFlXUjlpMFprWWg5VE8yQ1UzeUJGSHI1R1Z6ZUdPZEN0Q0ZXRnAtOFFrc2ZEUjhCYy1FVzF4eGZPS09JVmgxWURIUkdab1BqWWlxZTRWRjBiOUZ4bThSeG94ckRLb0MwcE1RaWFjSFZkNTNST2w?oc=5) |
| Tampa Bay Times | Lightning deal Darren Raddysh to Maple Leafs in sign-and-trade | [Source Link](https://news.google.com/rss/articles/CBMipwFBVV95cUxOekRob0VPbTZkQ01rU2RBc24xUC1pZXJBQ25vRlZ1Y0J0Tzg3aUVOLXlLZ1hnbHBVcS1wZUhMMkk0ZnVQeFZodklncm1GcjlXTnVJY3BGUVVVbUphSEN2cTlwaHZhYUU0c0lSS2ZRTFlobzNnMnNKSWtnQjNOQ3gwODg0QUdmUVhVS2ZqYUdqSWE5S3F3YTNRQUxrYWlSMzJwcWJ3RFlUVQ?oc=5) |
| Yahoo Sports | Islanders & UFA News: Ho-Sang on life; Raddysh Leafs Tampa | [Source Link](https://news.google.com/rss/articles/CBMigAFBVV95cUxNcnktZTcyTkpweEd1S2MzUm4ydnc1QUh0WUFrNlRZa19oQWJMVVVyNVZoMTJXY1c5LV9GNkJCRGJIdXg1d1ZOMlY3cjBVeEwtSjJzUHVtQWUxNHBjUVZ4cTA0Y1c0YjExRXBOWkRIY285UnFOWlZaQlhKQUFIOHdwRA?oc=5) |
| Bleacher Report | Winners and Losers of Maple Leafs-Lightning Darren Raddysh Sign-and-Trade Deal | [Source Link](https://news.google.com/rss/articles/CBMivAFBVV95cUxOZXhvbVd2cE43NkM5XzctWXdURUtrWWNad3dHLXd5emZkSTRNMG45NGNPY3pxaC13dzIzWWY0T2hBRG91a1htY1VTTlYxUkxJTFhVREZQMjZZUVJkYXVqTE1EY25POVNWUDV4aHhZcm9iZmZXOTVabDB4bzFOdVpxb21KVzUySEQxLXhvQVg4R01sRkFwNDFJZUhzUzhLN2VudlZCaDZZckgyN0U1SmJOLW9qSWoyaXBtT0xYeA?oc=5) |
| Sportsnet.ca | Darren Raddysh deal starts Chayka’s Maple Leafs era with a bang | [Source Link](https://news.google.com/rss/articles/CBMiogFBVV95cUxNX2lnVDNnaUhHb0Q3WE9ZXzJZcThpWThfN0J6R2h2LUhxQUFDU00wMlR5bnMwMWhES25UWGNOS1FoX3RCbWFCdVVvclBON19OQldEYnpDaTRMWkM5MlBkME1wUXV2d3gzcElrRmtkalJULThWUXFxOURUc05tY3NvbnRwT0wyUjY5bUI4MjlzcEZ4VFozeEpTaFhDejVjYnFOTXc?oc=5) |
| Yahoo Sports | Grading Darren Raddysh sign-and-trade between Maple Leafs, Lightning | [Source Link](https://news.google.com/rss/articles/CBMiigFBVV95cUxQMHVrWUVnb0w0cmM1UzlzcTNVZHBRZktSQVNFN1ItMVBDSWItY1NpbFltNmRqZ1dkRDc5Q1cwVVpGc3FUX004TFd3U0RhNmpldWJGYkVjWVpLYWlCc2hXUUtsOTBwNDQ5WEpwRkZHSkg3b0RKNlBnYkpYdjFUcTJxTHZ0cnRDVmZuQ3c?oc=5) |
| Raw Charge | Tampa Bay Lightning trade Darren Raddysh to division rival | [Source Link](https://news.google.com/rss/articles/CBMi1wFBVV95cUxQWGpMTWwwZkktX0tRRzVWZ19yeDF4TTQtWWlha2RlTXhLUTZOdXZ0cUFJaVpSTnYzQV9WbEd1WTZFTGZKSU5LWGpOb0NRMElLbmZNdDRDa1hoQjdQMHkxZjdGYUxqZWVpZ3NkaWlRMjJ5RWh5YVVOYllhS0JUbUJZazFiYTRrR1dteXk5aFNWZjE5ZFJlNnBRWi1kdC1faTdrQ3dlWkowLTRLN2FSTEVpODB1RzJCLU1DRjdZcTMwSW1FQ3ByZjM3ZlN3bThEV0hPaGkzR0pUZw?oc=5) |
| CBS Sports | Darren Raddysh trade grades: Have the Maple Leafs acquired their new No. 1 defenseman? | [Source Link](https://news.google.com/rss/articles/CBMijwFBVV95cUxNejRhcngyd29BWGs5OWNVN1hKR1RzcFFHc1hKZU45WXBrajE3N1pnVXpOdGZnUmFOd19Sem9heWc5MGZIMDEya1BUaVZqcW1HTUJuWUcyS3dyZWd4V2hiMzlqeDdlT1E5aGFLaU5VVnhSV2FhZklnek9paFMxaGRpT0FIOV9OUjBiTDd5RC1GRQ?oc=5) |
| NBC Sports | Leafs acquire Darren Raddysh from Lightning and sign him to an 8-year contract | [Source Link](https://news.google.com/rss/articles/CBMiswFBVV95cUxPQk9DMGpZZUdoNWtFMVBmc042TkpTRUNHNmowVGJHb2xfcjNfODVlYkFmZlp5b01JSnViVXo5djRzNXBzNFNGWTYxUzJCcTZ3YmdYRjFBdnVOQ0FxamwtMXFwYk4xd25qOEU5YTJGS0tmYUc1M2lKNERLdDVxdXJUYlM4ak91TDBYWkE0UXQ5UE5NWjJvVGMwQWRfREpOQUZMOEc2SmIxQUNhREtUSVVWa2pQWQ?oc=5) |
| NHL.com | NHL EDGE stats: Maple Leafs can bounce back with Raddysh | [Source Link](https://news.google.com/rss/articles/CBMifEFVX3lxTE9VSDh1N0tlMjRPckV1Q1JvVDZjWHYzNjJvY0VWX0NraG9nUjJxZEFjZWZ5UXcyajZXaTRnQVlhWFRwWGhqN3ZPM1IzenJMRXhRTFJSc3RYMVRhVFQ2OG1vbnM2THI5YnJGaklLTGM4UzY5ekYtdFNTcUJUc3U?oc=5) |
| Sportsnet.ca | What Darren Raddysh can do for the Maple Leafs | [Source Link](https://news.google.com/rss/articles/CBMijAFBVV95cUxNS19oYWdodUYtelVFN3pYc2ZjRTBOQXpZeXFzRUF4NWItS3lQUlBvb3FNVk0wVGdwVEluRzZaMU9fQXk4ejZRMjhRRnFVNHAwNlZrQTFtUk9yZzVIWnNKY1hFX0xYQXlzQVoxcUQ2VGlvUXItazhzc1lNSDRJcF83LUpDZmJROEZrREFDUQ?oc=5) |
| NHL.com | NHL EDGE stats: Maple Leafs can bounce back with Raddysh | [Source Link](https://news.google.com/rss/articles/CBMikAFBVV95cUxPSWI5LW1RbnlLM2x2Tmt3MEVUeVREM1JtYm5mVjNKV0VIaTFCb2hKbG5iU3pKR3JSTlQ1YktJNVkxbGR3YUd5UUdOVFc1b1pydTQtbktBQ2NVZ0N3UGs3R2dYUTBJYnpkUHBxdzVOd3l0TTV0TmEwWnVXRVJVNU9MTm5LOGpnREFsQjFuc0ljeGY?oc=5) |
| Yahoo Sports | Leafs acquire Darren Raddysh from Lightning and sign him to an 8-year contract | [Source Link](https://news.google.com/rss/articles/CBMikAFBVV95cUxNQ2NKRVY0WmlaNnY2WlgwY0xSWm9sTENkb0pmM0V5ZmV3SWFwWTRuZXEySEtfUGpPclNVM3lrWl9kM3NFLXhrajhKczhSZEV3THJZVFFVN3NWM0VibXBQWnRzVXJJVV8ySF95R1ZTWllhdFVGSEFhNHMyRTNYQXhMSE9FRjVNY3pJdTlrTUZDMXc?oc=5) |
| TSN | Maple Leafs acquire Raddysh in sign-and-trade with Lightning, reaching eight-year, $68M deal | [Source Link](https://news.google.com/rss/articles/CBMivAFBVV95cUxQcEpDX25UU2RGbWRnUmxFcXh0Ri1VR1RMMEItSVkxYzQwMXo2UWdPRkg1UkM3cUpnOTdtSm1fMm54eGNoQjh3QjdZeGtJSlp4VnhyQjVNTHU3bHoxMDJMXzJhQlVqNlozRlliTDRXLTVqUThjQ2dSQmVMVXFXSlJCc3A0ZzA2cjV1SlVJZ0VsNFFmc0QzX3FCeVlHblIzbmhWaUt0eXhKcHNZb25oVkxFRGpqS0FQNXIwSTZnWg?oc=5) |

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*Canonical Source: https://pulse.byoviral.com/trend/2026-06-16/maple-leafs-complete-trade-with-philadelphia*