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Debbie Patterson

Met at: Dinner party, then pickleball courts in The Villages Met date: 2025-03-17 (dinner party), 2025-03-18 (pickleball) Role(s): Resident of The Villages, entrepreneur ("The Cup Lady"), mother of Parker Last interaction: 2025-03-18 (pickleball session)

Contact Information​

  • Lives in: The Villages

Interests​

  • Pickleball
  • Hosting social gatherings (hosted dinner party)
  • Yoga (attended Lynn's class)
  • Travel (mentioned upcoming cruise and Greece trip)
  • Running a personalized products business

Personal Background​

  • Originally from Memphis, Tennessee
  • Moved to The Villages in her late 50s
  • Mentioned crime in Memphis as a reason for relocating
  • Husband still works as a pilot for Atlas Air (cargo airline)
  • Husband is 71 years old and flies 747s/767s
  • Was previously an instructor in Miami (2 weeks out of every month)
  • Purchased a foreclosure home when they moved to The Villages
  • Has two daughters (including Parker)
  • Had a best friend who passed away from cancer

Business/Career​

  • Owns "The Cup Lady" business for 35 years
  • Creates personalized cups, napkins, hand towels, koozies
  • Described as "mad money" - not her primary income
  • Previously did trade shows and had larger business operations
  • Now focuses on friends, family, and long-term customers
  • Mentioned storage challenges in Villages homes compared to previous home

Family​

  • Husband is a pilot (age 71) who also enjoys cooking
  • Daughter Parker lives in Memphis
  • Has another daughter (name not mentioned)
  • Sister named Perry who is an artist (does pet portraits and house portraits)

Living Situation​

  • Mentioned downsizing from previous home with "three attics"
  • Purchased a foreclosure in The Villages

Notes​

  • Very social and connected within The Villages
  • Describes herself as "busier now than at home"
  • Plans to travel to Greece for a month in October
  • Philosophy of "doing it while we can" regarding travel and experiences
  • Husband is described as a good chef who enjoys trying new recipes
  • Expressed some frustration with technology (mentioning issues with her printer contact)
  • Mentioned having a real estate agent who has done three deals for them
  • Values relationships with friends from Memphis who also relocated

Interaction History​

  • 2025-03-17: Hosted dinner party where you initially met
  • 2025-03-18: Pickleball session and conversation about her business and life