Way to shower!
It’s only the 12th.
When I was in college (University of Wisconsin-Madison, 1980s), we had a similar street evangelist, Brother Jed, who sometimes preached along with his wife, Sister Cindy. He drew big crowds, most of whom made fun of him, but he persevered. I remember one of his favorite terms for all of the promiscuous college students was “whoremongers.”
Madison also had “Art the Window Washer,” a guy who did odd jobs and panhandled, and was mostly known for washing the windows of the stores and bars on State Street. He died right before I started attending the UW, but he was very well-known on campus, and the poster shop on State Street sold a poster of him; above his picture, it had the caption “What is Art?,” and below his picture, it said, “Art is a Window Washer.”
Theresa Obermeyer, perhaps? The Wikipedia article on her says her husband failed the bar exam “over twenty times.” It also has a photo of her face with what I can only call a sour expression.
Where I grew up we had ‘gas lighter guy’; nothing to do with the current slang, he just sold cigarette lighters, and occasional other tat, in the town square. He was there for decades, loudly yelling exactly the same script every minute or so, pretty much every day, for most of the day. The bit that made him really stand out was that at some point, when I was in my teens, he lost the ability to shout any consonants. The rumour was he’d had throat cancer and the surgery messed up his voice. It didn’t stop him, he just yelled an incoherent string of vowels, in the exact same tones as his previous pitch. I don’t know if he could speak clearly when he wasn’t yelling, I never actually bought anything off him.
It was an excellent shibboleth to determine locals; we all knew exactly what he was saying, but visitors would be utterly bewildered.
That’s her! What a PITA she was/is. She tried to confront me at a board meeting where I worked, but my policy has always been “don’t talk to the crazy”. I see I was optimistic about her husband’s attempts to pass the Bar. His loss was Alaska’s gain.
I can’t think of any local street characters that Dallas has had since 1999 or so, or any Houston had before that. Plenty of characters, but most were politicians, activists, or local luminaries of some kind- Jerry Jones, Jew Don Boney Jr., Mark Cuban, et al.
Austin on the other hand, had Leslie Cochran, described in his Wikipedia page as " an American homeless man, peace activist, cross-dresser, urban outdoorsman, and outspoken critic of police treatment of the homeless." and as the person who personified the motto “Keep Austin Weird”.
Avi Adelman wasn’t street-level, but close enough - he operated on Lower Greenville (we used to live on Lowest Greenville) where he’d stalk people pissing in the bushes or doing other unseemly public things and post their pictures. He was infamous for that, but as this article (from the great Jim Schutze) notes, he moved on to more 1st amendment/documenting abuse type activities.
Student Journalists Need to Meet Avi Adelman, Change Major | Dallas Observer
An early Alaska character was Jefferson “Soapy” Smith, one of the American west’s best-known con artists. He ended up going to Skagway, AK during the gold rush where he ran all manner of short con scams. He was eventually shot to death in Juneau. The “soapy” descriptive came from his scam of selling bars of soap and claiming that there were some of them that contained money inside the wrapper. Then a shill would buy a planted bar and proclaim himself a winner, spurring sales.
My hometown of Fairfax, VA has a tuba guy too.
Brother Jed also used to preach on campus at the University of Illinois when I was there. His rude and aggressive style was undoubtedly deliberate and I guess he thought that attracting any kind of attention was good. However I never saw any observer respond positively to him; all the students who watched him seemed to view him with disdain. I once saw a student throw an egg at him; he just kept preaching with egg running down his face.
When I lived in DC there was Ron Miller, the “Compliment Man”, who used to hang around Adams Morgan complimenting people passing by (“Those are beautiful shoes you’re wearing,” or, “Ma’am, your hair looks lovely this evening.”) There was also Cedric Givens, who jogged backwards around the city.
Here in Santa Barbara, we had Blessed, otherwise known as Weed Jesus. As one of the articles says, “Many knew him as a man who loved both Jesus and cannabis.”
I never interacted with him but he was a familiar enough sight.
Brother Jed and Sister Cindy (first his accompaniment, eventually his wife) hit campuses all across the US, including the University of Texas. They were always harassed, but I did also see them holding court with a handful of people inside the Student Union after his bellicose preaching.
ETA: I did enjoy the part where during her ‘whore’ stories, many of us in the crowd would yell the word at the exact right point in Sister Cindy’s inevitable sorority/whore story.
I have a vague fear I’m the crazy lady.
Granted the village is small and choices are scarce.
There’s Uncle Pea(deceased), a crazy man who walks around town dressed as his grandma and identifies as “Auntie Mae”
And Me.
But what do you do thats weird?
Clarence the pet opossum, for one. 
<3
Another Chicago character was Wesley Willis. Wesley was a large, hulking man who would lug around 10-20 30"x40" Strathmore boards, some completed drawings, some blank. He also had a bag full of markers and who knows what else. You would see Wesley all over the city drawing in a very unique style while rocking back and forth. Wesley had issues but he was a very kind soul. As a greeting, he would headbutt you. So much so, that he had a callus on his forehead. He was so friendly and by traveling all over the city, he knew people every where. He also recorded music, again in a very unique way, unique repetitive lyrics with a unique singing/spoken word style. Unfortunately Wesley died young, only forty. He did have a lot of health and mental health issues.
I very much regret that as I poor university student, I never bought any of his drawings. But he did name one of his albums after me. 
Do you still have the old hippie with the van with a bunch of toys glued to it who parks near Stearns Wharf during the summer? I remember meeting him back in maybe the late aughts. I can’t find anything saying he’s passed on, but I also can’t find any articles about him that aren’t ~10 years old.
I haven’t seen that guy around in a while, but that probably has more to do with me working from home now instead of the office space I had on the waterfront.