With Love, Jenny

About With Love, Jenny

With Love, Jenny is a podcast for anyone seeking connection, hope, and healing through the power of shared stories. Each episode opens the door to heartfelt conversations about life’s joys and challenges, reminding us that we are never alone in our struggles—or our triumphs. From uplifting and inspiring topics to raw, thought-provoking truths, this podcast creates a safe space to laugh, cry, and reflect together. You’ll hear real stories of resilience, courage, and transformation, offering wisdom that encourages growth and renewal. With honesty and compassion, Jenny guides listeners through the lessons that come from life’s hardest moments—helping you release heaviness, embrace new perspectives, and discover grace, peace, and freedom along the way. With Love, Jenny is more than a podcast—it’s a community built on empathy, storytelling, and the shared humanity that unites us all. Join the journey to find hope, healing, and the courage to live with an open heart.

Publisher

Jenny Aiello

Category

education · health & fitness · society & culture

Language

en

Explicit

No

First episode

6 Nov 2023

Latest episode

7 Oct 2026

Latest episodes

64 episodes in the feed.

1. 

   7 Oct 2026

   Why Is Change So Difficult for Us?

   Why can I know a change is right for me and still feel anxious, uncertain, or even heartbroken about it? I’m living that question right now. As Bob and I prepare to sell our home, downsize, and step into a future we haven’t fully defined, I’m discovering that even positive change can bring grief. Letting go isn’t just about belongings or a house. It can stir up memories, identity, attachment, fear, and all the stories we tell ourselves about what comes next. In this episode, I explore why c...

2. 

   9 Sept 2026

   Between Worlds - Cleaning Out the Empty Nest

   What if moving forward means letting go before you know where you're going? After 25 years in the home where I raised my family, built memories, weathered heartbreak, and created a sanctuary, I'm packing it up. The surprising part? Bob and I don't know exactly where we're going next. In this episode, I'm sharing what it feels like to downsize as an empty nester when letting go of possessions also means confronting memories, identity, attachment, and the stories I've carried for decades. I'm...

3. 

   22 Jul 2026

   Retreats with Guest Speaker Sarah Dlugosh

   There is something profoundly healing about stepping away from everyday life and giving yourself permission to simply be. In this episode, I share the unexpected journey that led me from attending my very first retreat during one of the hardest seasons of my life to creating transformational retreats for others over the past 15 years. I open up about the experiences that shaped my vision, why I chose Costa Rica for my first international retreat, and how nature, community, and intentional hea...

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

7,751

Score snapshot 15 Sept 2025

Apple Podcasts (US)

5.0 / 5

4 ratings

Spotify

5.0 / 5

5 ratings

Podcast Authority Score: 70 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

71

Social presence

91

YouTube

68

Engagement

60

Contact With Love, Jenny

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

Questions about With Love, Jenny