From individual coaching to corporate connection-building, public speaking to writing books - everything J Penn Planning does is rooted in fostering connection, encouraging self-love, and strengthening community.
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Explore the services below, and let’s discover how we can work together during a FREE 30-minute consultation call to discuss your needs.
Event Connection Packages
Small Gatherings: Birthdays, anniversaries, dinner parties, girls nights - each curated to connect people more deeply.
Milestone Planning: Baby or bridal showers, graduation, retirement, promotions - marking life transitions in a way that brings people closer.
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Business Connection Packages
Team Connection Workshop: A 2-3 hour workshop designed for businesses or organizations to foster collaboration, unity, and a sense of belonging amongst team members.
Event Planning for Connection: Company retreats, holiday parties, and team-building events designed to bring employees together and celebrate their culture.
Consulting Services: Helping organizations create ongoing programs, spaces, or traditions that foster a connected workplace (like quarterly team-building events, mentoring circles, or recognition ceremonies).
Public Event Packages
From time to time, I host public events designed to bring people together, foster new friendships, and celebrate community in a whole new way.
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Each gathering features a unique theme, an invitation to dress the part, and a chance to step outside the ordinary and connect in a more vibrant, creative space.
Check back often to see what’s coming up - there’s always something magical on the horizon!
Poor Girl's Party Planning: Making Core Memories On A Budget
Part party-planning manual, part pep talk, and part permission slip to stop doing “all the things” so you can start doing what actually matters.
Jessica Pennington walks you through:
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The Connection Compass: A reimagined 5W+H method that makes planning feel fun again
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Budget-friendly party ideas that don’t sacrifice joy or style
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Simple themes that spark imagination - without the overwhelm
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Creative ways to celebrate without a party at all
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Real talk on managing “mom guilt” and unrealistic expectations
It’s time to stop chasing perfection and start chasing bubbles, giggles, and core memories in the making.
Public Speaking - Turning Hard Conversations into Healing Converstations
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Jessica Pennington is a professional speaker whose passion lies in helping people discover the power of human connection.
With a heartfelt focus on suicide prevention and awareness, she brings authenticity, vulnerability, and hope to her audiences.
Through her talks, Jessica creates safe, engaging spaces that remind people they are not alone, while offering practical tools for fostering deeper relationships and stronger communities.
She is open to addressing other meaningful and often unspoken topics - from personal growth and self-worth, to community building and resilience - always weaving in her central message: connection is the key to healing and thriving.
Life Connection Packages
“Your Connection Health Check” (Consultation): A short, powerful phone or Zoom call to assess where a person’s feeling disconnected and identify their first steps forward after taking the Affinity Astron Quiz.
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1:1 Connection Coaching Sessions: Personalized sessions to help people form friendships, find their tribe, or reconnect with their passions.
“Design Your Connection Plan” Workshop: A small group workshop where participants create a personalized road map to connect more in their lives — friendships, community, passions.