# Jamie Gregory

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Decoding Complexity in the P&C Market

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The property and casualty market is not shifting through headline shocks. It is changing through quieter misalignments that many organizations do not see until renewal day. In this episode of Fast Break, Matt Cranney sits down with Paul Connor of M3 and Jamie Gregory of Assurex Global to break down…

Jamie Gregory's Route Protection Guide

Route & Letter Carrier Protection Guide: ⁠PDF format⁠

Episode 189: The Backstamp - From Rank and File to National President: The Vincent Sombrotto Story

Vincent Sombrotto went from a rank-and-file letter carrier with no union office to president of the NALC in just eight years — but the road there was anything but simple. In this episode of The Backstamp, Jamie Gregory looks at Sombrotto’s rise from the Great Postal Strike of 1970 through Branch 36…

Episode 188: The Return of LEWWWWW!!! Drass: Investigative Interview Part II

The Return of LEWWWWW!!! Drass: Investigative Interview Part II Lew Drass returns to Parcels of Knowledge, and this time Jamie Gregory gets the chance to sit down with him for a longer conversation about his record, his campaign for NALC President, and what he believes needs to change inside the un…

Episode 187: The Last Loop IV with Jamie Gregory

The Last Loop is back! Jamie runs through the biggest postal stories from Sept. 12–18, led by a major new GAO report finding that USPS cost-cutting initiatives have contributed to declining service performance, even as the Postal Service continues reshaping its processing and transportation network…

Episode 182: The Last Loop with Jamie Gregory

The Last Loop is back! Jamie runs through the biggest postal stories from Sept. 5–11, including the OIG’s new assessment of USPS network changes, five new NALC national memorandums and settlements covering annual leave, HIPP and PS Form 1767, the latest fight over grievance remedies, and what this …

Episode 179: The Backstamp - Labor Day with Jamie Gregory

The Backstamp makes its debut! Jamie turns the envelope over and follows the marks history left behind, digging into the origins of Labor Day, the early labor movement, the fight for the eight-hour day, the founding of the NALC, and the 1970 postal strike. From carriers organizing above a Milwaukee…

Episode 177: The Last Loop with Jamie Gregory

The Last Loop is back! Jamie runs through the biggest postal stories from Aug. 29–Sept. 4, including the USPS ballot-mail fight, a new arbitration win involving undelivered mail and penalty overtime, highlights from the latest Postal Record, and what NALC President Brian Renfroe and PMG David Stein…

Episode 174: The Last Loop with Jamie Gregory

In this first edition of our USPS/NALC news roundup the Last Loop, we take a look back at the biggest stories from August 2026. We cover developments in national contract negotiations, the NALC convention and 2026 election, USPS finances and legislation, important items from The Postal Record and P…