Bill Lupkin doesn’t like to brag about it, but he was something of a lone cat in the 1960s when he came to Chicago from Ft. Wayne, Indiana to see if he could make it playing blues harp. With little or no introduction, he had to go to some of the roughest clubs in the grittiest neighborhoods to find several of the biggest icons of Chicago blues on their home turf—and then just get up and play. Piece of cake.  

But in short order he was performing at Pepper’s, Ma Bea’s and even sitting in at the Blue Flame with the mighty Howlin’ Wolf. In fact, his very first Chicago gig, obtained through an audition arranged by blues impresario Bob Reidy, was with guitarist/mandolinist Johnny Young backed by Dave and Louis Myers and Fred Below—the core of Little Walter’s crack unit of about a dozen years earlier.

 “So here I am, just out of Corn Husk, U.S.A.,” says Lupkin, “and I’m gonna audition for Walter’s band. That was the first [Chicago] band that I was in—The Aces with Johnny Young and Bob Reidy. You talk about pressure. I think that fear of God really got to me right away. I knew I was in real deep and I knew I had to do whatever I could to survive. I mean, they were the guys.”

Survive he did, and then served residencies at Ma Bea’s on the West Side and Wise Fools on the North Side. Before too long he was playing regularly with Chicago blues legend Jimmy Rogers, traveling with him to California in 1972 where they recorded Gold Tailed Bird on Shelter Records, produced by Freddie King.

The promise of a subsequent recording with Canned Heat went up in smoke and stranded him in California. But he salvaged the experience by putting together a band that backed T-Bone Walker, Pee Wee Crayton, Lowell Fulson, George Smith, Roy Milton and others, before that played itself out and he returned to Indiana for a more domestic agenda of work and family.

His six kids are growing up now and he’s been out there testing the waters again for the last few years. This is his third release since 1999 and he’s finding a fresh interest in his music and a newer audience that’s eager to hear his all-original, straight-ahead Chicago blues.

As on his previous Blue Bella release, Where I Come From, Lupkin is backed on Hard Pill To Swallow by a solid team of like-minded musicians led by guitarist and producer Nick Moss with Tim Wire on keyboards, Mark Fornek on drums and his brother Steve Lupkin on bass. 

The indelible influence of Jimmy Rogers is strong throughout, but perhaps most evident on “Fine Little Thing,” the title track, “Hard Pill to Swallow,” and the pull-out-the-stops rockin’ boogie, “Think it Over Baby.” And although Lupkin has a unique harmonica sound with a muscular throat vibrato that doesn’t mimic anybody, Little Walter’s playing obviously left a firm impression.

“Remember that when I was with Jimmy Rogers, I was just a kid,” says Lupkin. “I was tryin’ to play Little Walter—like every other person that was tryin’ to back in the late ’60s and ’70s—and [Jimmy] said, ‘No baby, you just got to try to be yourself. Try to say what you want to say.’ And in the last four or five years it’s really started to sink in.” 

While there are musical shades of Little Walter’s classic “You Better Watch Yourself,” for example, on Lupkin’s “Fine Little Thing,” there’s also a wonderful quote from Big Walter Horton’s “Hard Hearted Woman” at the top of his “Where You Goin’.”

As for additional influences, Lupkin cites Amos Milburn as an inspiration for the number, “Bad Luck.”

“That’s one of my favorite tunes on the CD...I’ve been wanting to try to change the vocal approach to a couple things...It’s just a little bit different with the chromatic.” 

Lupkin credits the dual influence of Elmore James and Freddie King on “I’ll Be Over You Someday,” a lovely song that features Lupkin’s urgent-yet-mellow vocals, as does the laid-back, Jimmy Reed-tinged “You’re Gonna Be Sorry.” “Blues Again Today” is a masterful ensemble performance that showcases Nick Moss and the band’s fantastic support and takes us back to Ma Bea’s or Theresa’s on a Saturday night circa 1969.

All in all,  Hard Pill To Swallow contains 14 tracks, all solid blues, all in the mold of the masters, and all original Lupkin compositions. Bill Lupkin’s found a joy in playing and creating again, but nothing can replicate his early experiences on the Chicago scene.

“A lot of people say, ‘Oh man, you were so lucky.’ But, you know, you also have to put yourself out [there]... I feel I was very, very fortunate, because I got to play with Sunnyland and Willie Dixon...with Homesick James and Eddie Taylor, and all of ’em! It was just a wonderful experience. Like I say, it was a college education.”

An education, however, that has thus far not paid a lot of dividends.

“Sometimes I get really frustrated. I talk to a lot of musicians who say, ‘Yeah, we went to Spain, we went to Portugal...’ You know, I went to Gary...Joliet...I did the chitlin circuit down South where I damn near got killed. It kind of makes you wonder.”

But he did the real tour and had experiences that many from outside the culture could never have. And that’s a privilege in itself.

“Yeah, that’s true...I’m very proud of that. And I think it was very influential on the way I respect the music and the way I interpret the music. I’m just trying to do the best I can with what I know and not make it cheap. You know what I’m saying? Because I owe that to the guys who gave me a chance. I really do believe that. They didn’t really have to treat me like that. I’ll never forget some of their kindnesses. That’s a very special thing.” —Justin O’Brien

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