Diana Littleton

About Diana Littleton

What do I bring to every role? An invigorating new perspective, a passion for facilitating brainstorming sessions extraordinaire to develop alternative solutions, and a contagious enthusiasm for making things run much, much (much) better.I enjoy a challenge, taking chaos and bringing it to order, doing things no one has done before. And I’ve been doing it since I was a child, my father taught me that, whenever possible, to leave something better than I found it. Any chore I had became an opportunity to improve a process or rethink the outcome. My parents were not always thrilled with these changes, but they had to admit that I had a different way of looking at things.A self-titled “creative geek,” I love technology and its potential; and stay on top of what’s out there and how it can improve how we do things. It’s not about the bits and bytes to me, but the positive impact that technology can bring.At my core, I possess an:inner drive to compete, balanced with a deep-seated sensitivity for others; “an empathetic competitor,” I love to win but never in a way that harms another;inclination to notice and optimize patterns that improve efficiency and/or success;ability to help those with differing views find common ground, which is based on my beliefs in the power of harmony, that little is gained from conflict and friction, and that we succeed together or fail separately; andsuch a love for solving problems, I’m energized by and enjoy analyzing symptoms, identifying what is wrong, and finding the solution.EXPERTISEChannel Strategy Business DevelopmentConflict ManagementCybersecurityDomestic & Foreign Government EngagementEnterprise Business DevelopmentGlobal LeadershipNegotiatingOperational ExcellencePartnershipsProduct ManagementProgram & Project ManagementSales Enablement & OperationsSoftware as a Service (SaaS)Strategic PlanningTeam BuildingAs passionate as I am about what I bring to the workplace, I am equally so about my life outside of work where you will find me: Playing or listening to music; often planning vacations around music events.Being outside, whether gardening, taking a walk, or just sitting and reading.Traveling! I love visiting new places and learning about their history. Put me on a plane or the open road; it’s all an adventure!Supporting causes I care about, such as our troops and the freedom they fought for and animal welfare. I volunteer regularly with the USO and focus on adopting pets with special needs (abuse rescues and/or medical rescues).

Experience

1. Owner President

   Your Next Chapter

   Jan 2026 — Present · Raleigh, NC, US

   Founder and owner of Your Next Chapter, a boutique transitional support business dedicated to helping seniors and their families navigate downsizing, decluttering, and life transitions with clarity, care, and compassion.Lead all aspects of the business, from client engagement and service delivery to operations, partnerships, and brand development. Provide hands-on, personalized support to clients as they prepare to age in place, downsize, or navigate significant life changes—meeting each client where they are and moving at a pace that honors both practical needs and emotional considerations.Key Responsibilities & Focus Areas:Deliver personalized decluttering and downsizing support for seniors and their families, with an emphasis on thoughtful decision-making and reduced overwhelmDesign and execute customized transition plans tailored to each client’s goals, living situation, and timelineBuild trusted relationships with clients, families, and referral partners including realtors, caregivers, senior service providers, and estate professionalsManage all business operations, including client intake, scoping, pricing, scheduling, and service deliveryDevelop strategic partnerships and referral networks across the Raleigh–Durham senior services ecosystemApply decades of leadership, project management, and change-management experience to create calm, structured, and effective transition experiencesMission:To help individuals and families navigate life’s transitions with dignity, respect, and confidence—leaving homes more manageable, decisions less overwhelming, and people better prepared for their next chapter.

Education

• Campbell University

  Bachelor's degree, Government & History (Double Major) with a minor in Pre-Law

Skills

• Strategy
• Enterprise Software
• Channel
• Managed Services
• Unified Communications
• Sales
• Program Management
• Professional Services
• Go-to-Market Strategy
• Software as a Service (Saas)
• Business Development
• Network Security
• Network Architecture
• Cisco Technologies
• Leadership
• Cisco Systems Products
• Cross-Functional Team Leadership
• Networking
• Product Launch
• Saas
• Cloud Computing
• Channel Partners
• Data Center
• Project Planning
• Business Planning