Penn Dillard

September 10, 2020

Herbert Penn Dillard, age 63, of Charlotte, NC died September 10, 2020 in his sleep of natural causes. He was born October 27, 1956 in Charlotte, NC, a son of Dr. S. Booker Dillard and Linda Miller Dillard. He attended local schools (Eastover, AG, Myers Park, and West Charlotte) and attended Pfeiffer College.

Penn was an active member of the Myers Park United Methodist Church, including his days in the youth group, participating in plays (The Sound of Music), being active in the Scouting program, supporting the youth ministry as an adult, and operating the sound board at Church in the Round. He could be found on Little League ball fields in the summer cheering players and parents from all walks of life. He enjoyed his mountain retreat near Blowing Rock and the friends he made at every establishment in the area.

Penn made a living working hard, but also having fun. He made friends with everyone as he sold Charles Chips in Hickory, made rope at Dillard Corporation, and especially as he brightened people’s days with Pennpoint Amusements.

The next time you visit Sundries, Eddie’s Place, Ed’s Tavern, Fenwick’s, or his other haunts, take time to remember his engaging personality and how he made the world a better place by just being Penn.

Penn was a kind and gentle soul. He was a devoted son, wonderful brother, exceptional uncle, loving cousin, a friend to countless number of people, generous to all, and a beloved child of God. As difficult as these days are, his family is comforted knowing that he is chatting up the Savior. Maybe he and the Christ are jumping together in an inflatable bounce house, slipping down a waterslide, or taking children on a train ride in heaven!

Penn is survived by his older brother Sam B. Dillard, Jr., and his children: Booker, Alison and Blair; and younger brother David H. Dillard and wife Lisa Ayer Dillard and their daughters; Rev. Landon Dillard and Megan Dillard Carter and her husband Kyle and their daughter Charlotte; and numerous cousins.

A family memorial service will be held at Myers Park United Methodist Church on Friday, October 9, 2020 at 1:00 p.m. The service will be livestreamed and may be viewed via the church website. His ashes will be interred in the niche next to his father in the columbarium at the church. Friends are encouraged to gather between 4 and 8 PM at Olde Mecklenburg Brewery to celebrate Penn’s good life.

In lieu of flowers, memorials may be sent to Myers Park United Methodist Church, PO Box 6161, Charlotte, NC 28207-6161

Arrangements are in the care of Kenneth W. Poe Funeral & Cremation Service, 1321 Berkeley Ave., Charlotte, NC 28204; (704) 641-7606. Online condolences can be shared at

Share your memories & condolences


  • Bill Browning

    I’m having a lot of trouble processing the shock of Penn Dillard’s death. I can only think someway somehow the man upstairs needed some help getting something done. I saw Penn about a week before he died when he stopped to talk as he was riding by our house. I could always get the inside scoop of what was happening in the Church, Blowing Rock, and Cotswold! Always in a great mood , talkative, and when Penn spoke we all listened. My kids loved his guidance when he worked with the youth group at Myers Park Methodist. Penn could make a bad day good, a good time better! My sympathy to his brothers Sam and David. Just know we are so sorry and we will all have a hole in our hearts. This one is hard to understand. RIP

  • Melvin McIntosh

    It was such a joy to be in the presence of Penn! He was one of the most caring persons I have ever known. No one who was near him could escape his kindness. He even provided a parking space for my wife and me, on Summit Street, when we would attend Carolina Panthers football games. May God's greatest comfort be with all his family and many friends.

  • Jeff Dean

    Penn had to be one of the happiest, most upbeat, and just plain fun guys to be around that I've ever had the pleasure to know...walking into the MPUMC singles group for the first time, all those years ago, he was the one who really made it an enjoyable experience...and I imagine many would agree. Godspeed, Penn, rest in peace.

  • Liz Hamrick

    I will never forget the first Sunday I visited the Singles Sunday Class at Myers Park Methodist, you greeted me with the biggest smile and welcome! I never saw you without a smile. Grace and peace...

  • yvonne myers

    Penn was a good customer of our restaurants in Blowing Rock, He ALways had a smile on his face and was pleasant to everyone.. I didnt know him well, but we will miss his personality and wit.RIP

  • David Dulin

    What a gregarious and fun guy to be around. I sure enjoyed our days together in the Singles Group at Myers Park UMC. Penn made it fun and lively. You knew he was around with that big booming voice. He will be missed. My condolences to his brothers Sam and David
    David Dulin

  • Jane Russell

    Prayers to your family and the many friends you have made over your lifetime. I’m glad we bumped into one another a couple of times and had a chance to chat and catch up. Glad we had a chance to catch a hug. Rest In Peace Penn.

  • Monica Crossland

    I don’t know where to begin. Penn people like you are hard to find you will truly be missed God took another good one but he knows best you gained your wings now fly high. Love you Monica ??

  • Linda Ford Mann

    Penn was the most caring, giving person I have ever known. He was my bestie for years, and we were constantly together at church or around the community. We have lost a gentle, loving soul. God Bless you ,Penn. You will be missed by so many.

  • Brian Bumpass

    What a kind soul. He was one of a kind. Always had a positive approach at life. I will miss my friend.

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