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About the Show
Some questions are too big to keep to yourself.
I Gotta Ask is a show about the questions we tend to carry quietly. The ones about dating and money, grief and fear, calling and doubt. The ones we’re not always sure we’re allowed to say out loud.
Each episode, Annie F. Downs sits down with a few people who get it — experts who have studied the thing, and friends who are living it — and works through one honest question together. Expect real insight and tools you can actually use. Expect a lot of laughing too, because these conversations don’t have to feel heavy to matter.
Maybe these questions aren’t problems to solve. Maybe they’re just where God is still moving.
How Each Episode Works
One Honest Question
Every episode digs into a single real question, the kind you’ve probably asked in your own head.
Experts and Friends
Annie brings together voices who’ve studied the topic and friends who are living it right now.
Real Talk, Real Hope
Honest conversation and practical tools, with enough laughter to keep it from ever feeling heavy.
How to Watch
Three steps and you’re in.
I Gotta Ask streams on Wonder Project, available right inside Prime Video.
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The Episodes
Six questions. Six honest conversations.
Open any episode to see what it’s about and who’s at the table.
Episode 101 Where does our faith meet our dating?
Why am I still single, is God even in my dating life, and if so — who’s on my dating board of directors? Annie F. Downs sits down with Good Morning America dating contributor Bela Gandhi, online dating expert Tera Stidum, and Annie’s friend Ashley for an unfiltered, laugh-out-loud honest conversation about love, loneliness, and the pressure to “figure it out.” From dating apps to divine timing, this episode dives into the tension no one talks about: How do you actively date while still trusting God? And what do you do when waiting starts to feel like rejection? Expect real talk and a fresh perspective on seeing God’s humor, peace, and guidance in the middle of it all. Because maybe being single isn’t a problem to solve — but a place where God is still moving.
FeaturingEpisode 102 How does our faith inform our finances?
Can you trust God and still check your bank account five times a day? In this straight-talking, soul-meets-strategy conversation, Annie F. Downs is joined by BeautyBlender Founder and Owner Rea Ann Silva, financial expert Anthony O’Neal, and Annie’s friend Kelley — who asks the questions we’re all thinking but rarely say out loud. From tithing when you feel broke to navigating ambition vs. contentment, this episode dives into the real tension between faith and financial survival. And here’s the twist: money conversations don’t have to feel heavy, they can actually be freeing, and even fun. Packed with practical tools, hard truths, and hope you can actually use, this conversation will challenge how you think about money — and empower you to handle it with wisdom, freedom, faith, and a splash of humor.
FeaturingEpisode 103 How do we balance grief and gratitude?
How do you hold joy and heartbreak in the same house? Annie F. Downs sits down with husband-and-wife duo Tim Timmons and Hilary Beth Timmons for a deeply moving conversation about faith, family, and finding God in both the laughter and the loss. Through powerful stories and unexpected humor, they unpack the tension of parenting, marriage, and showing up for your family when you’re carrying both grief and gratitude at the same time. This episode is a reminder that faith doesn’t remove the hard — it meets you in it. And somehow, even there, it holds it all together.
FeaturingEpisode 104 How does God talk to us?
God’s voice can feel mysterious. But what if God is speaking and we’ve just been missing it? In one of the most raw and powerful conversations of the season, Annie F. Downs is joined by reality TV star Jason Wahler, pastor and podcaster Drew Powell, and Founder of Remedy Counseling and Wellness Christopher O’Reilly to explore addiction, recovery, and the quiet ways God shows up in our darkest moments. From rock bottom to redemption, these men share deeply personal stories of struggle, surrender, and learning to recognize God’s voice in the everyday. If you’ve ever wondered whether God is near in your hardest moments, this episode will change the way you listen.
FeaturingEpisode 105 How do I keep building my business through failure and success?
Can your faith fuel your hustle? Annie F. Downs is joined by bestselling author Jon Acuff and Olympic Gold medalist and entrepreneurs Shawn Johnson East and Andrew East for an honest look at the emotional rollercoaster of building a business that matters. From big wins to crushing setbacks, this conversation gets real about ambition, identity, marriage in business, and trusting God when outcomes feel uncertain. If you’ve ever questioned your calling after a failure or felt the pressure to sustain success, this episode will remind you that God is just as present in the pivots as He is in the victories.
FeaturingEpisode 106 How can my faith temper my fear and anxiety?
What if faith doesn’t eliminate fear, but transforms how you live with it? Annie F. Downs sits down with American Idol finalist Melinda Doolittle, author Trillia Newbell, and entrepreneur Lindsey Myers for a deeply honest conversation about anxiety, fear, and trusting God in the unknown. Together, they name the fears we carry — about health, family, finances, and the future — and explore what it looks like to bring those fears to God instead of hiding from them. With practical tools, spiritual insight, and real vulnerability, this episode offers real hope for anxious hearts.
Featuring
Meet Your Host
Honest conversation is sort of her whole thing.
Annie F. Downs is a New York Times bestselling author, speaker, and the host of the That Sounds Fun podcast. For years she has built a career on one simple thing: real conversation with real people, the kind that leaves you feeling like you’ve been friends forever.
She shoots straight and doesn’t dodge the hard topics, but she always finds her way back to the same place — God is good, and life is a gift. That instinct, honest and hopeful and usually pretty funny, is exactly what makes I Gotta Ask work.
Based in Nashville, Annie is a fan of laughing with friends, confetti, and boiled peanuts from a back-roads Georgia gas station. Mostly, she just believes the best conversations are the ones where everyone gets to be honest.
The Guests
Friends, experts, and a few familiar faces.
The people who pulled up a chair this season.












Premieres May 28
Pull up a chair.
Six honest questions, a whole table of friends, and Annie asking the things we’re all thinking. Come ask them with us.
Streaming on Wonder Project — on Prime Video