Sheffield’s Bacon Wrapped Pickles

Mike Sheffield and I were born on exactly the same day and are only about two hours apart in age. I’ve known him since the early 1970s on the San Antonio McCollum High School football team.

Mike was quite the athlete. One of my favorite memories of being part of the Cowboys football team was watching him run, upside down with legs in the air, on his hands.

In the late 70s and early 80s, we worked together building H-E-B Food/Drugs stores and shopping centers all over Texas. I returned to H-E-B later and Mike worked with me again when I became head of their Facilities Management Department in 1986.

I’d tease him about being so much more mature than he is because I’m his elder–by two hours.

Mike and Jack in 2009.

In actuality, Mike has always been a skilled craftsman and walking encyclopedia. He’s known for finding off-the-wall mom-and-pop eateries throughout the state.

To this day Mike continues to work at H-E-B overseeing facility and equipment warranties. He’s been a loyal and trustworthy employee for well over 40 years.

On occasion, we’ll take a quick roadtrip to the Texas Hill Country or someplace in the San Antonio area to taste a new “culinary find.”

Usually it’s comfort food, something like a chicken fried steak or cheesy beef enchiladas.

Mike and I are two big old boys who both pretty much like anything wrapped in bacon–corn, jalapenos, asparagus. You name it. We like it.

I love this guy as if he was my own twin. In honor of Mike Sheffield, here’s one of his typically unusual comfort food recipes: bacon wrapped pickles. Of course, all of the ingredients come from H-E-B.

Celebrating our shared birthday, Dec. 5, 2019.

Although perfect for game day or any time of year, we don’t need a special reason to enjoy them. He tends to use H-E-B brand thinner slices of bacon as it’s easier to manage. We like our bacon crispy, so adjust accordingly if you don’t. We’ve served it with ranch, blue cheese, and even thousand island dressing. In a pinch we’ve eaten (and enjoyed) it with just mustard.

It takes about 30 minutes to prepare and cook. The both of us together can eat more than this, but it’s adjusted for normal appetites.


  • 8 pickle spears
  • 2 ounces cream cheese, chilled
  • 8 slices bacon
  • ¼ cup ranch dressing


  • Preheat the oven to 400 degrees F (200 degrees C). Line a baking sheet with parchment paper.
  • Pat pickles dry with a paper towel.
  • Cut cream cheese into 8 strips.
  • Place 1 strip onto each pickle, and wrap with a strip of bacon, securing ends with toothpicks.
  • Place pickles on the baking sheet.
  • Bake in the preheated oven until bacon is browned the way you like them, 15 to 20 minutes. Let cool slightly, then serve with dressing.

Baby Boomers Food Recipes

Texans Jack & Dodie View All →

Raised in San Antonio, Jack Dennis’ early experiences were as a newspaper reporter and private investigator. With a Texas State University bachelor’s degree, Jack studied journalism, education and psychology. He was the founding vice-president of Sigma Delta Chi, the Association of Professional Journalists at the University. Jack has received numerous awards, including Investigative Reporter of the Year from Rocky Mountain Press Association, David Ashworth Community Award, and Leadership in Management.
Some of the people and groups Jack has interviewed include:
Elvis Presley, Merle Haggard, George Jones, Willie Nelson, B.B. King, George Strait, Roy Orbison, Justin Timberlake, Steven Tyler, Freddie Mercury, Kenny Rogers, Kenny Loggins, Jackson Browne, Steve Wariner, Tanya Tucker, Scotty Moore, Fats Domino, Patty Page, Tommy Roe, Emmy Lou Harris, Johnny Rivers, Charly McClain, Kinky Friedman, John McFee, Guy Allison & Patrick Simmons (Doobie Brothers) , Randy Bachman (BTO), Jim Messina, Todd Rundgren, Alvin Lee, Gary Puckett, The Ventures, Freddy Cannon, Augie Meyer, Christopher Cross, Whiskey Myers, Sha Na Na (John “Bowzer” Baumann), Flash Cadillac, Jerry Scheff, John Wilkinson, Darrell McCall, and more.
Politicians & News
George W. Bush, Bill Clinton, Jimmy Carter, Lady Bird Johnson, Greg Abbott, Rudolph Giuliani, Larry King, Jack Anderson, Tom Bradley, Connie Mack, and more.
Clint Eastwood, Mike Myers, Taylor Lautner, Cameron Diaz, Jerry Lewis, Eddie Murphy, Antonio Banderas, Julie Andrews, Selena Gomez, Tippi Hedren, James Earl Jones, James Woods, Jim Nabors, Martha Raye, Rosalind Russell, June Lockhart, John Cleese, Eric Idle, Howie Mandel, Meg Ryan, Cheri Oteri, Amy Poehler, Maya Rudolph, James Drury, Melanie Griffith, Nathan Lane, Alan Thicke, Lou Diamond Phillips, Clint Howard, Tony Sirico, Cesar Romero, Michael Berryman, Tracy Scoggins, William Windom, Warren Stevens and more.
Space Explorers
Buzz Aldrin, Alan Bean, Wally Schirra, Dave Scott, Gene Cernan, Walt Cunningham, Scott Carpenter, Gene Kranz (NASA Flight Director), Ed Mitchell, Richard Gordon, Bruce McCandless, Vanentina Treshkova (first woman in space, Russia), Alex Leonov (first man to walk in space, Russian), Al Worden, Dee O’Hara (nurse to astronauts) and more.
Sports: Joe Torre, Roger Staubach, Bob Hayes, Billie Jean King, Manuela Maleeva, Drew Pearson, Bob Lilly, Tim Duncan, David Robinson, George Gervin, Tony Parker, Shannon Miller, Cathy Rigby, Bruce Bowen, Wade Boggs, Fernando Valenzuela, Bernie Kosar, Dale Murphy, Jim Abbott, Dick Bartell, Mike Schmidt, Dan Pastorini and more.
May Pang, Bob Eubanks, Vernon Presley, Vester Presley, Charlie Hodge, Joe Esposito, Rick Stanley (Elvis’ step-brother, Harold Lloyd (Elvis’ first cousin), Doyle Brunson, Kara Peller, Hank Meijer, Norman Brinkler, Stanley Marcus, Jerry King, Mac King, Nathan Burton, Zach Anner, Louie Anderson, Owen Benjamin, Steve Byrne and more.

As head of Facilities for a major retailer (H-E-B Food/Drugs) for 20 years, Jack co-founded Professional Retail Store Maintenance Association (PRSM) and was elected President to establish PRSM magazine. Jack is a writer, speaker, golf-concierge and happiness coach. He has researched and studied happiness for over 40 years.
Jack was a prolific writer for, with over 1,900 articles written in six years. His articles and stories have appeared in AXS Entertainment, The ROWDY Country Music, Memphis Flash, and numerous magazines.

He is author of “Miracles of Justice,” a true courtroom drama novel about social injustice and miracles.

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