Outflanked: The Defense and Capture of Long Island episode artwork

EPISODE · Aug 27, 2026 · 1H 4M

Outflanked: The Defense and Capture of Long Island

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Text the show! Unlock the Full Uncut EpisodeEpisode SummaryToday in 1776 General Sir William Howe launched his attack on Washington's army on Long Island. In this episode, hosts Dr. Alex Burns, Dr. Andrew Bamford, and Lee Gugino are joined once again by National Park Service historian Jason Wickersty. In this episode, we'll talk about how the British lost the initial race to  occupy New York and how Charles Lee turned the city into a fortress. We'll also talk about the Howe brothers' preparation and experience made them well suited for the operation. Then, we'll dive straight into the tactical movement: Grant’s feint on the left, the Hessian push in the center, and Howe's silent night march through the unguarded Jamaica Pass."What Are You Missing?" To keep the public feed moving, we’ve focused on the tactical timeline. However, our War Room members on Patreon get the full UNCUT experience, including over 20 minutes of content:Clinton's "Genius": Historians often sight Sir Henry Clinton as the real military genius but we discuss how at the time of the Battle of Long Island he did not inspire much confidence from his superior. Failure in the South: We talk about the British failed expedition to the southern colonies and how it effected the New York Campaign.Strategic and Operational Differences: Jason explains how Howe's and Lord Germain's expectations for the campaign differed and how that effected the course of the operation. Maryland Regt: We talked about the famous Marylanders who held the line against the British Army and allowed the American Army to escape.Modern Equivalencies: Lee and Jason discuss how the tactics of the British Army on Long Island mirror tactics outlined in modern military publications. Asking listeners to share the showSupport the show*All materials are affiliated links that earn the show commission. Using these links helps support the podcast. Thank you.

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Text the show! Unlock the Full Uncut Episode Episode Summary Today in 1776 General Sir William Howe launched his attack on Washington's army on Long Island. In this episode, hosts Dr. Alex Burns, Dr. Andrew Bamford, and Lee Gugino are joined once again by National Park Service historian Jason Wickersty. In this episode, we'll talk about how the British lost the initial race to occupy New York and how Charles Lee turned the city into a fortress. We'll also talk about the Howe brot...

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Outflanked: The Defense and Capture of Long Island

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