From the South Side, With Love is a raw and inspiring podcast hosted by Jay Q — a voice for those who have fought battles most never see. Born and raised on Chicago’s South Side, Jay shares real stories of resilience, hope, and transformation. Each episode dives deep into life’s challenges, celebrates victories big and small, and offers a fresh, unfiltered perspective on love, purpose, and perseverance. Whether you’re from the South Side or just carrying your own battles with you, this podcast is a reminder: you are not alone, and your story matters.
New episodes drop weekly — tap in and grow
Love & Motherhood: Dating While Carrying a Whole World
In this episode of From the Southside, With Love, Jay Q sits down with a powerful single mother to have an honest conversation about love, dating, and the emotional weight of motherhood.
We talk about the unseen labor mothers carry, the judgment faced in the dating world, setting boundaries, protecting peace, and what it really means to want love without compromising your children or yourself. This isn’t a fairytale conversation — it’s real, reflective, and rooted in truth.
This episode is for:
• Single mothers navigating dating
• Men who want to love a mother the right way
• Anyone learning how to love with intention, patience, and maturity
Motherhood doesn’t cancel womanhood.
And love doesn’t disappear — it evolves.
Tap in, listen with an open heart, and remember…
Walk like you matter — because you do.
5 Jan 2026
Happy New Year
A new year doesn’t always mean a fresh start—it often means carrying lessons, scars, and growth from the year we barely survived.
In this episode, Jay Q takes a moment to pause, reflect, and speak directly to those who made it through a year that tested their strength, faith, and patience. Happy New Year isn’t about pressure, resolutions, or pretending everything is perfect—it’s about honoring survival, choosing peace, and stepping into the next chapter with honesty and grace.
This episode is for anyone who showed up tired, healed quietly, or smiled through pain. It’s a reminder that you don’t have to reinvent yourself overnight—sometimes the win is simply still being here.
Welcome to the new year.
The story isn’t over yet.
29 Dec 2025
I'm Back
The last two months tested me in ways I never imagined.
In this episode, I open up about disappearing, losing my footing, and navigating homelessness after moving across the world for a job opportunity that left me with no money, no housing, and no one to call — not even family. No safety net. No backup plan. Just me and reality.
This experience stripped me down to the core and forced me to confront hard truths about people, promises, and how quickly support can vanish when you actually need it. It taught me life lessons I couldn’t avoid — especially about boundaries, self-worth, and protecting my energy.
This isn’t a pity story.
This is a survival story.
A growth story.
A reminder that sometimes life breaks you just enough to rebuild you stronger.
If you’ve ever felt abandoned, misunderstood, or forced to learn the hard way — this episode is for you.
Welcome back.
I’m back.
27 Oct 2025
Fall Vibes and Hood Memories
Sometimes peace comes from the little things: a good meal, family time, and a slow Sunday. In this week’s episode, Jay Q keeps it light with cozy fall energy, Southside memories, and a reminder to enjoy where you are, right now.
📱 Follow & Stay Connected:
Facebook: From the Southside, With Love
Instagram: @fromthesouthsidewithlove1
13 Oct 2025
October Energy: Reflection, Release, and Renewal
October hits different — the air shifts, the leaves fall, and life starts whispering lessons about growth, gratitude, and letting go. In this special birthday-month episode, Jay Q opens up about reflection, release, and renewal — what it means to pause, give yourself grace, and prepare for your next season.
This one’s for anybody who’s been carrying too much, doubting their progress, or forgetting how far they’ve come. It’s time to breathe, reset, and finish the year with purpose.
Tune in and tap into that October energy. 🍂
🎙️ From the Southside, With Love — hosted by Jay Q.
7 Oct 2025
My Gratitude
In this special bonus episode of From the Southside, With Love, Jay Q takes a moment to pause, reflect, and give thanks. From humble beginnings to powerful conversations that have touched lives across the world, Jay opens up about the journey, the lessons, and the people who made it all possible.
This episode isn’t about guests or deep dives—it’s about appreciation, growth, and the love that keeps this movement going. Tune in as Jay shares what gratitude really means to him and why he believes giving thanks is one of the purest forms of healing.
🎧 From the Southside, With Love — where every story starts with truth and ends with purpose.
29 Sept 2025
Protecting Our Black Women & Why It Matters
Too often, Black women are left unprotected in spaces where they should feel safe and respected. In this episode, Jay Q speaks on why protecting our Black women must be normalized—not just physically, but emotionally, socially, and spiritually. From Cam’ron shutting down Adrien Broner’s unwanted comments on It Is What It Is, to the everyday ways men can stand up for Black women, Jay breaks down why this issue runs deep and how we can do better as a community.
Tune in for real talk on respect, accountability, and love—because protecting Black women is protecting our future.
22 Sept 2025
It’s More Than a Moment pt2
✨ Episode 3, Part 2: It’s More Than a Moment
For some, the struggle doesn’t feel temporary. What starts as a moment of pain can turn into something much heavier—something final.
In this follow-up to It’s Just a Moment, Jay Q speaks on the heartbreaking reality of coded cries for help online, why we can’t ignore the signs, and how our communities must respond with love and accountability. This episode is both a call to action and a message of hope: you are needed, you are loved, and your story is still being written.
💔 If you’re listening right now and carrying that weight, please hear this—you are not alone. Don’t leave the chat. Stay.
15 Sept 2025
It's Just A Moment Pt: 1
✨ Episode 3, Part 1: It’s Just a Moment
Sometimes life hits so hard that it feels permanent—like the pain will never end, like the weight will never lift. But what if it’s not forever? What if it’s just a moment?
In this episode, Jay Q gets real about the lies pain tells us, the heaviness of carrying it all alone, and the truth that even our darkest nights eventually pass. Through raw reflection, practical tools, and words of encouragement, he reminds us that no matter how hopeless it feels—you are not stuck, you are not broken, and your story isn’t over.
🎧 Tune in and remember: this moment does not define you.
8 Sept 2025
This Is Personal
Episode 2: The Venting & Why This is Personal
This episode is deeper than just conversation—it’s my story, my release, and my truth. Becoming a mental health advocate for Black men and young boys started when I realized so many of us were forced to carry pain in silence. I’ve lived through it, and I know what it feels like to “just deal with it.”
That’s why this is personal. Because surviving wasn’t enough—I had to learn, heal, and grow so I could pour back into others. Teaching, listening, and mentoring isn’t just what I do, it’s who I am.
Tap in as I open up about why this journey matters, the weight of our unspoken struggles, and the power of turning pain into purpose.
1 Sept 2025
We Create Our Own Devils
🎙️ Season 2 Premiere
We’re back—and going harder than ever. In this episode, Jay Q dives deep into how unhealed trauma, pillow talk, and emotional vulnerability can create the very “devils” we later have to fight.
From trauma-bonding and false safety to the ways we invite chaos into our lives, this conversation challenges us to look inward and break the cycles that keep us stuck.
Featuring our new segment “Aye Bro, Let’s Talk…”, where brothers from Chicago to Texas and beyond share what’s been heavy on their hearts.
💬 Real stories. Real healing. Real love.
Tap in, share with someone who needs it, and remember—Walk like you matter.
#FromTheSouthsideWithLove #JayQ #BlackMenHealing #MentalHealth #MenMentalHealth #PillowTalk #TraumaBonding #EmotionalHealing #SelfAwareness #HealingJourney #WalkLikeYouMatter #PodcastForTheCulture #BlackPodcasters #Season2Premiere #AyeBroLetsTalk
16 Jul 2025
Season 2 Trailer
🎙️ New Season. New Conversations.
EPISODE 1: Do You Know We Create Our Own Devil?
Drops September 1st, 2025 🗓️ on Apple Podcasts & Spotify!
This one’s deep—how trauma bonding, pillow talking, and childhood exposure shaped how we trust, love, and sabotage. 👿💔
🔁 Repost | 💬 Join the convo | 🎧 Tune in
#FromTheSouthsideWithLove #PodcastSeason2 #BlackMenHealing #MentalHealthMatters #NewEpisode #JayQSpeaks #TraumaBonding #SouthsideStories #PillowTalkTruths #HealingJourney #ChicagoPodcasters
23 Jun 2025
WHO HEALS THE HEALER?
Host Jay Q examines the emotional toll on Black men who consistently provide support to others, emphasizing the importance of seeking help and setting boundaries for mental well-being in this episode.
16 Jun 2025
Black Men & Emotional Abuse
Jay Q discusses the hidden ways emotional abuse manifests in Black men's lives, exploring unhealed trauma, toxic behavior, and the challenges of seeking help in this interview episode.
2 Jun 2025
THE FANTASY, HE SOLD THE REALITY SHE FACED.
This episode explores the emotional disconnect between men's relationship promises and women's expectations, particularly within the Black community, revealing the cost of building love on deception.
26 May 2025
Breaking The Silence
Jay Q shares his experience growing up without a father and discovering the importance of authentic relationships later in life, highlighting the healing power of vulnerability.
19 May 2025
Dear Son You Are Not Weak
Host Jay Q delivers a heartfelt message to young men, emphasizing that expressing emotions is a sign of strength, not weakness, and encouraging emotional liberation.
9 May 2025
This Is Where I'm From
This episode explores themes of purpose, empowerment, and pride, encouraging listeners to recognize their inherent worth and potential.
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
Apple Podcasts (US)
5.0 / 5
4 ratings
Podcast Authority Score: 25 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
37
Social presence
0
YouTube
0
Engagement
32
Host of From The Southside With Love?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
Explore this show Podcast research with Pod Engine
