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Evidently, Willie Nelson really can’t wait to get on the road again.
Less than a year after bringing his Outlaw Music Festival to Alpine Valley — and less than a month after turning 91 — the country legend was back on a Milwaukee stage Saturday night at the BMO Pavilion. It was Milwaukee’s first big outdoor concert of the year.
It was clear he wasn’t playing out of habit or ego. Of the many Willie Nelson concerts I’ve seen in town over the past decade, Saturday’s was among his most engaging.
Sure, the set was short at just 62 minutes, as has been the case for a while now, and the setlist was heavy on familiar standards. Age perhaps has prompted him to sit for the entire show, and Nelson let the newest member of his Family band, Waylon Payne, take lead vocals for three songs: Merle Haggard’s “Workin’ Man Blues,” and Kris Kristofferson’s “Help Me Make It Through the Night” and “Me and Bobby McGee.”
But even then, Nelson never coasted, singing most of the words to “Me and Bobby McGee.” He was especially animated for “Workin’ Man Blues,” peppering the performance with grooving guitar licks on his trusty and battered acoustic guitar Trigger and ending the jam with a kick of his right leg and a proud thumbs up from Payne.
It was through Trigger that Nelson’s passion shined most Saturday night.
There’s long been a roughness to his strumming that can be off-putting for the unprepared, but that’s part of the charm of a Willie Nelson show. And there remain plenty of diamonds in that rough.
He contradicted the sentiment of “Still Is Still Moving to Me” with swift and nimble Spanish guitar-style runs, and channeled Chuck Berry with ’50s rock swagger on Hank Williams’ “Move It on Over.” With tender, contemplative melodies he teed up his longest running tour mate Mickey Raphael, who offered a response via soulful harmonica solo for “Angel Flying Too Close to the Ground.” (The band was rounded out by Paul English on drums, and Kevin Smith on bass Saturday.)
And with understated but undeniably smirking bravado, Nelson’s guitar dazzle for “I Never Cared for You” was the equivalent of dancing on a vanquished foe’s grave.
While his guitar runs would often soar, Nelson as a vocalist remains engagingly down to earth, the direct, conversational tone of his voice seasoned ever so slightly with a sprinkle of soul or a splash of sass.
That approach served Saturday’s punchlines much better than a heavy wink and nudge, drawing hollers with his cool evisceration of “Mr. Purified Country” by asking “is your head so far up that you can’t pull it out” on “Write Your Own Songs,” and drawing laughs singing about looking good in his jeans on Mac Davis’ “It’s Hard to Be Humble.”
Nelson’s gentle vocal delivery also enhanced his fleeting moments of rambunctiousness, like the growl of his voice in the repeated utterance of “Mamma” for a boisterous singalong of Ed and Patsy Bruce’s “Mammas Don’t Let Your Babies Grow Up to Be Cowboys.”
And it’s a safe bet that Nelson’s rendition of “Always on My Mind” Saturday will be burned into many Milwaukee fans’ memories: the humble confessions of his neglect, the lonesome guitar lines conveying the depth of his regrets.
That song, and the 20 others Nelson touched on Saturday, were received with an immense level of gratitude fitting for a goodbye. But Nelson also made it clear, through intact talent and his own appreciation, that he’s not ready to bow out just yet. So long as he’s still able to tour, there’s no doubt Nelson would be happy to see Milwaukee again after he turns 92.
Contact Piet at (414) 223-5162 or plevy@journalsentinel.com. Follow him on X at @pietlevy or Facebook at facebook.com/PietLevyMJS.
PLOVER, Wis. (WBAY) – Police in the western part of the state are spreading the word after someone stole over $95,000 worth of Milwaukee-brand tools. Police are concerned that they’ll be sold online or sold outside the state.
Milwaukee-brand tools were stolen from a trailer at a solar farm in Plover.
Police say there were 130 items, including more than 40 half-inch impact guns, multiple wire cutters, grease guns, 80 batteries, and a couple of small generators.
Investigators are warning that buyers who purchase stolen items can have them seized and could lose their money or even face criminal charges if they knew the property was stolen.
Copyright 2026 WBAY. All rights reserved.
MILWAUKEE – UPDATE: Milwaukee police said Ciara Crump, reported critically missing on Wednesday, has been found safe. The original missing person notice is available below.
The Milwaukee Police Department needs help to find 29-year-old Ciara Crump, a critically missing woman who was last seen near 80th and Marion just after 1 p.m. Wednesday, June 17.
What they’re saying:
Police described Crump as 5 feet, 2 inches tall and 180 pounds with brown eyes and long brown hair. She was last seen wearing a black hooded sweatshirt and black pants while carrying a black bag.
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What you can do:
Anyone with information on Crump’s whereabouts is asked to call Milwaukee Police District 7 at 414-935-7272.
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