Planned-ish

Alexandra & Joe

Planned-ish is the parenting podcast for people who love a good plan… but also know life rarely follows one. Hosted by Alexandra (planner, mom of twins, hosting enthusiast) and her husband Joe (reluctant co-host, golf & football guy, hilarious dad), this show brings real talk, big laughs, and zero judgment to the beautiful chaos of modern parenting. Each week, we unpack the mess and magic of raising kids, managing relationships, navigating careers, and keeping your sanity somewhere in between. With recurring segments like The Debrief, Elite-ish 8, and In the Group Chat, we bring the kind of conversations you’re already having at home or late-night texts with your best friend. Expect guests who do cool things, actually helpful insights, and a podcast that’s fun, real, and never takes itself too seriously — because parenting isn’t perfect, and we’re not pretending it is. Let’s figure it out as we go — Planned-ish style.

  1. Tinsel, Toddlers & Thriving in the Interruptions (With Sydney O’Brien)

    12/17/2025

    Tinsel, Toddlers & Thriving in the Interruptions (With Sydney O’Brien)

    This week on Planned-ish, we’re sitting down with Sydney O’Brien — content & messaging strategist, military spouse, mom of three, and queen of building a business in the cracks of real life. From deployment seasons to school transitions and schedules that never look the same two days in a row, Sydney basically lives in the planned-ish trenches every day. We talk: – Starting a business during deployment with a 6-month-old, 2-year-old, and 4-year-old – How to build something meaningful when plans change every five minutes – Letting “good enough” actually be enough for the house, the business, and the to-do list – Mental load, invisible labor, and why communication with your partner + kids matters so much – Boundaries, expectations, and how to talk about what you need without burning out Plus: ✨ Debrief of the Week: Two and a half weeks of family in town, school Christmas programs, Mickey’s Once & Twice Upon a Christmas on repeat, and the great “treadmill” Christmas gift reveal 💩 Poopgate 2025: Twin diaper removals, mystery corner piles, Reddit-level research on potty training, and our very scientific January plan 🎄 Holiday Survival Vibes: Half-hearted workouts, nightly walks, Christmas Eve/Day pasta + burger traditions, and setting tiny, actually-doable New Year’s resolutions 🏆 Elite-ish 8: Top Christmas Movies — Christmas Vacation, The Santa Clause, Home Alone, The Grinch, Christmas with the Kranks, The Holiday, and more comfort-watch chaos Whether you’re hiding Amazon boxes, stepping over toys, debating if Instagram can wait, or just here for Christmas movie talk and twin potty-training solidarity — this one’s got it all, Planned-ish style. 💙 ______________________________________________________________ ✨ Follow Sydney on Instagram https://www.instagram.com/sydneyobrien.co/ or visit her site https://sydneyobrien.com/ She helps mompreneurs create content that leads to clients, even with limited time. Check out her podcast too Mompreneur Mastery: https://podcasts.apple.com/us/podcast/mompreneur-mastery/id1695196941 ______________________________________________________________ 🔗 Follow along: ✨ Follow https://www.instagram.com/backtwohomebase/ for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes ✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub ______________________________________________________________ 💸 Discount Codes: ✨Use code ALEXANDRA40 to get 20% off planners and productivity tools at https://hustlesanely.com?bg_ref=hy0sXI9E0v ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!

    46 min
  2. 23 - From Timeouts to 529s: Real Life, Real Money, Real Hosting (With Taylor Chaplin)

    11/26/2025

    23 - From Timeouts to 529s: Real Life, Real Money, Real Hosting (With Taylor Chaplin)

    This week on Planned-ish, we’re sitting down with Taylor — wealth advisor at UBS, women’s collective host, Friendsgiving queen, and yes… Alexandra’s sister. From helping families build real-life financial plans to creating spaces where women can talk honestly about money, Taylor is in the middle of where wealth, hosting, and community all meet. We talk: – The simplest money moves families can set up now (that future you will thank you for) – Why automatic savings + 529 plans are “gold standard” and how to actually start – How to make money talks with your partner feel like a check-in, not a fight – What women are really craving when they gather — and how her women’s collective started – How she hosted a gorgeous Friendsgiving using the Seasoned & Gathered kit Plus: ✨ Debrief of the Week: Our most productive week in months — spa afterglow, five at-home workouts, deep-cleaned baseboards, yard work, and celebrating 8 years in our house 🍗 Thanksgiving Chaos Report: 77 grocery-list line items, timeout culture with two-year-olds, twins becoming “restaurant kids,” and Joe’s plan to weigh himself before and after the holiday strictly for science 🏆 Elite-ish 8: Top Thanksgiving Foods (stuffing with sausage, rolls, mac & cheese, cobbler, and the very controversial broccoli casserole) 🍷 Hosting in Real Life: Potluck Friendsgiving, make-ahead menus, and why hosting doesn’t have to mean doing everything yourself Whether you’re trying to get your money life together, looking for hosting inspo, or just here for buttery, broccoli-casserole-level chaos — this one’s got it all, Planned-ish style. 💙 ______________________________________________________________ ✨ If you’re looking for personalized financial planning or need help getting your money systems in place, you can reach out to Taylor directly at: taylor.chaplin@ubs.com She truly is the best at making finances feel clear, doable, and aligned with real life. ______________________________________________________________ 🔗 Follow along: ✨ Follow https://www.instagram.com/backtwohomebase/ for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes ✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub ___________________________________________________________ 💸 Discount Codes: ✨Use code ALEXANDRA40 to get 20% off planners and productivity tools at https://hustlesanely.com?bg_ref=hy0sXI9E0v ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!

    45 min
  3. 22 - Christmas in November & Four Days of Solo Dad Life

    11/19/2025

    22 - Christmas in November & Four Days of Solo Dad Life

    This week on Planned-ish, we are back after a very on-brand three-week break — two tired parents, one crazy schedule, and Christmas decor already up before the turkey’s even in the oven. 🎄🦃 We’re talking about why waiting for life to “slow down” means you’d never see your people, how our house went from Halloween to full Christmas in seven days (with toddlers), and why attic ladders + decor boxes are Joe’s villain origin story. We also get into timeout culture with toddlers, what actually works for us (spoiler: consistency and very few rules), and Alexandra’s dreamy spa getaway at The Boca Raton… while Joe did a four-day solo dad marathon with school runs, sick twins, and very ambitious breakfast burritos. Plus, we break down this month’s Home Base Hosting Club drop — Seasoned & Gathered — a cozy, non-basic Thanksgiving hosting kit with fall-inspired recipes, an easy wine-tasting activity right at your table, and a kid craft that buys you 20 minutes of sanity. Then we wrap with our Elite-ish 8: Top Thanksgiving Week Activities, drafting everything from football and leftovers to loungewear and Hallmark-level Christmas movies. Plus: ✨ Debrief of the Week: Four days of solo parenting, Domino’s by the fire pit, and why timeouts are our current survival tool 🧖‍♀️ Girls’ Trip Recap: Alexandra’s spa weekend at The Boca Raton and why “health is wealth” is hitting different in our 30s 🍷 Seasoned & Gathered Deep Dive: The November Home Base Hosting Club kit — harvest salad, truffle mac, steak bites, DIY wine tasting, and a kid-friendly turkey craft 🏈 Elite-ish 8: Our draft of Top Thanksgiving Week Activities (football, leftovers, night-before-Thanksgiving bar runs, board games, Christmas movies, and more) If you’re juggling kids, careers, holidays, and a house that somehow has both Christmas lights and baby gates everywhere, this one’s for you. Cozy up in your loungewear, reheat some leftovers, and let’s do the holidays — Planned-ish style. 💙 _________________________________________________ 🔗 Follow along: ✨ Follow @backtwohomebase for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes ✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub _________________________________________________ 💸 Discount Codes: ✨Use code ALEXANDRA40 to get 20% off planners and productivity tools at https://hustlesanely.com?bg_ref=hy0sXI9E0v ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!

    45 min
  4. 21 - Pumpkin Patches, Candy Taxes & Halloween Chaos

    10/29/2025

    21 - Pumpkin Patches, Candy Taxes & Halloween Chaos

    This week on Planned-ish, we’re back with a full Halloween hangout — pumpkin patches, overpriced candy, and twins living their best spooky season lives. We’re talking about our fourth pumpkin patch of the year, Home Depot “decor” trips, and how long it takes before one kid cries at the animatronic skeleton. We also get into Halloween on a budget, the great “trick-or-treat tax” debate (parents deserve the Reese’s, right?), and reflect on hitting 21 episodes of this wild ride called Planned-ish. Plus: ✨ Our Debrief of the week — pumpkin patches and how after-dinner walks are the new date night ⚡️ Rapid Fire: “What’s Worse — Halloween Edition” (spoiler: it’s fake blood stains) 🏆 Our Elite-ish 8: Top Halloween Candy Grab your mini Snickers, cue up Hocus Pocus, and let’s do spooky season — Planned-ish style. 💙 ____________________________________________________________ 🔗 Follow along: ✨ Follow https://www.instagram.com/backtwohomebase/ for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes ✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub _____________________________________________________________ 💸 Discount Codes: ✨Use code ALEXANDRA40 to get 20% off planners and productivity tools at https://hustlesanely.com?bg_ref=hy0sXI9E0v ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!

    52 min
  5. 20 - Breweries & Travel Hangovers: The Planned-ish Road Trip Recap

    10/22/2025

    20 - Breweries & Travel Hangovers: The Planned-ish Road Trip Recap

    This week on Planned-ish, it’s just the two of us — and we’ve got stories. After nearly three weeks on the road with the twins, we’re back home, semi-recovered, and recapping all the chaos. From pumpkin patches and breweries to Joe’s new potential blind cheeseburger taste test challenge, it’s giving “married meets mildly unhinged.” We talk: – The final stretch of our 3-week family road trip – Joe’s 5 days of bachelor life (and what actually happened) – Our pumpkin patch adventure + new favorite brewery find – The cheeseburger taste test that’s officially going to happen – Travel chaos, toddler sickness, and everything in between Plus: ✨ Our Debrief of the week — road trip wrap-up + fall weekend fun ⚡️ Rapid fire: What’s Worse — Travel Edition 🏆 Our Elite-ish 8: Top Halloween Movies 📱 And your In the Group Chat answers: “What’s the one thing that got you through traveling with your kids?” _______________________________________________________________________ 🔗 Follow along: ✨ Follow @backtwohomebase for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes ✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub _______________________________________________________________________ ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!

    54 min
  6. 19 - Aunts Gone Wild: The Family Episode (With Fiona & Sophia Marziello)

    10/08/2025

    19 - Aunts Gone Wild: The Family Episode (With Fiona & Sophia Marziello)

    This week on Planned-ish, we’re going full family edition — because we’ve got Joe’s sisters, Fiona and Sophia, on the pod! From growing up with Joe to becoming fun aunts to our twins, this episode has sibling roast energy, parenting chaos, and more laughter than family therapy ever could. We talk: – What Joe was really like growing up (spoiler: not a rule follower) – The dumbest sibling arguments that somehow lasted years – What happens if the girls were left alone with our twins for a weekend – Bribe strategies that would actually work on toddlers – The reality TV show that best describes our entire family Plus: ✨ Our Debrief of the week: our October road trip with the boys, best restaurant stops, and life in New Jersey with Joe’s family ⚡️ Rapid-fire with Fiona & Sophia — sister edition 🏆 Our Elite-ish 8: Top Chain Restaurants (no drive-thrus allowed) 📱 And your In the Group Chat answers: “What’s the weirdest thing your family argues about?” Grab your sibling, pour a drink, and prepare to laugh through the chaos — Planned-ish style. 💙 _________________________________________________________________________ ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!! ✨ Follow @backtwohomebase for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes

    50 min
  7. 18 - Motherhood, Mic Drops & Med Spas (With Alexis Schmoker)

    10/01/2025

    18 - Motherhood, Mic Drops & Med Spas (With Alexis Schmoker)

    This week on Planned-ish, we’re sitting down with Alexis — former trauma ER nurse turned aesthetics pro, podcast host, and mom of two. From high-stress hospital shifts to helping women feel confident in their own skin, Alexis has lived a wild pivot — and she’s here to share what she’s learned along the way. We talk: – The moment she realized she needed something different than the ER – The biggest misconceptions about injectables – How aesthetics changed her own view of beauty and aging – Balancing motherhood, podcasting, Instagram, and still having time to breathe – How she and her husband stay connected in survival-mode seasons Plus: ✨ Our Debrief of the week: travel rabbit holes, Joe’s work trips, never sitting down with kids, and our upcoming October road trip ⚡️ A rapid-fire round with Alexis — skincare & podcast edition 🏆 Our Elite-ish 8: Top Hotel Must-Haves 📱 And your In the Group Chat answers: “Who’s the best supervillain?” Whether you’re curious about injectables, craving some mom-life real talk, or just here for the chaos — this one’s got it all, Planned-ish style. 💙 ____________________________________________________________________ ✨ Go Follow Alexis on instagram! https://www.instagram.com/alexisschmoker?igsh=MXNvbDRvb3NxOTg2&utm_source=qr ✨ Follow Mama Of The Wild Crew on insta: https://www.instagram.com/mamaofthewildcrew_podcast?igsh=dGd1Z2dkZnBneHhj&utm_source=qr ✨Listen to her podcast on Apple or Spotify https://linktr.ee/MamaoftheWildCrew_podcast?utm_source=linktree_profile_share ____________________________________________________________________ ✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!! ____________________________________________________________________ ✨ Follow @backtwohomebase for lifestyle, hosting, and podcast updates ✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes

    1h 14m
5
out of 5
9 Ratings

About

Planned-ish is the parenting podcast for people who love a good plan… but also know life rarely follows one. Hosted by Alexandra (planner, mom of twins, hosting enthusiast) and her husband Joe (reluctant co-host, golf & football guy, hilarious dad), this show brings real talk, big laughs, and zero judgment to the beautiful chaos of modern parenting. Each week, we unpack the mess and magic of raising kids, managing relationships, navigating careers, and keeping your sanity somewhere in between. With recurring segments like The Debrief, Elite-ish 8, and In the Group Chat, we bring the kind of conversations you’re already having at home or late-night texts with your best friend. Expect guests who do cool things, actually helpful insights, and a podcast that’s fun, real, and never takes itself too seriously — because parenting isn’t perfect, and we’re not pretending it is. Let’s figure it out as we go — Planned-ish style.