Follow up as I got the tire off the rim after work. Definitely seems like it's starting to split. But only on one side. Is this indicative of being pinched by the rim? Ridden on asphalt trail 95% of the time.
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Rim is definitely not true. Slightly bent. I can see it more when I'm behind it and spin it as opposed to riding it.
Tire is also multiple years old. So I'm guessing it's a combination of old rubber, humidity, temperature changes, and not true rim.
Thank you for your detailed response.