I recently came across a plumbing vent flashing repair device that looked like a cross between a two-piece plumbing vent cap and Darth Vader's helmet.
Perma-Boot 7-1/4 in. W X 8 in. L Plastic Roof Flashing Black - Ace
An easy fix for split boots at plumbing vent flashings
An easy fix for split boots at plumbing vent flashings
Vent Pipe Rubber Boot Repair : 4 Steps - Instructables
Easy fix for split boots on plumbing vent flashings
ZipSeal Retrofit Pipe Flashing
How to Install a Roof Flashing
IPS Electrical Mast Roof Flashings - IPS Roofing Products
An easy fix for split boots at plumbing vent flashings
Vent and chimney boot flashing caulking - Plumbing Inspections
Vent Pipe Rubber Boot Repair : 4 Steps - Instructables
Gibraltar Building Products 1-1/4 in. x 4 in. Rain Repair Roof