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 at 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



    Penn was always the life of the party. Always had a smile on his face and up to something that would make everyone laugh. Penn you will be missed!!

    Billie Peterson

  • Bob Forbes

    Penn would go out of his way to speak to everyone he knew and a lot of people he didn't know. The world needs more people like that, but I guess God needs another greeting, smiling face in heaven. Will miss him!

  • John Komisin

    David, I am very sorry to hear that your brother passed away. I hope that your family is doing as well as possible and that you are able to celebrate his life, even as you mourn his loss. Take care, John

  • thomas carlson-reddig

    I am so sorry to hear about your brother Penn. Please know you are being thought of during this difficult time.

  • Gregory Shumaker

    Our condolences to the family for your loss of Penn , a true gentleman and caring soul of a human being. We had the privilege of getting to know Penn over the past five years at Zio’s Italian restaurant. He always had a smile on his face and always a kind word .We shared a lot of laughs together. He will truly be missed.
    Greg and Vicki Shumaker

  • Ruth Cline

    David, I am so sorry to hear about the passing of your brother. May the memories of the joy you shared together be a blessing to you and your family.

  • Ruth Cline

    David, So sorry to hear about the passing of your brother. In such a difficult time now and for the days ahead, may the memories of your joy together bless you and your family.

  • Bill Plampin

    You will be missed Penn. Rest In Peace my friend.

  • Phil Kuttner

    David, I am so sorry to hear that Penn passed away. He was indeed a bright spot in the day every time I saw him in Blowing Rock. I hope you and your family are finding strength in each other during a difficult time. You're in the prayers of a lot of people. Take care.

  • Fred Johnson

    Everyone loved Penn . So sorry to hear this . We had some great times. Till we meet again, My friend ......

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