Who Let Me Do This? — Funny, Unfiltered Stories of Working Mom Life, Career & Chaos

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Can you really "have it all"... or do you just need a bigger village?

In this solo episode of Who Let Me Do This?, I'm pulling back the curtain on one of the best investments our family has ever made: hiring a house manager.

If you've been wondering:

•  What is a house manager? 
•  How is it different from a nanny or personal assistant? 
•  What does a house manager actually do? 
•  How much help is "too much"? 
•  Is it worth the money? 

...I'm answering all of it.

I share exactly how we found our house manager, what tasks she handles each week, how much she's changed our daily lives, and why this decision wasn't about "doing less"—it was about creating more time for what actually matters.

But this episode goes much deeper than household help.

I also open up about the overwhelming guilt so many ambitious working moms carry, the impossible expectation that we're supposed to do it all ourselves, and the emotional moment that reminded me why none of us were ever meant to raise families without a village.

Whether your village is family, friends, childcare, cleaning services, grocery delivery, or a house manager, this conversation is about giving yourself permission to build the support system your family actually needs—not the one society tells you you should have.

If you've ever felt like you're failing because you can't do everything yourself, this episode is for you.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

If you've ever felt like your energy, mood, and motivation change week to week — they do, and there's a reason. 

This week I'm joined by Tiffany Ruder, perimenopause pharmacist and hormone health coach (@optimizeherpharmacist), and she is changing the way I think about my body, my cycle, and my marriage.

We get into everything: what perimenopause actually is (and why it starts earlier than you think), how to use your cycle to schedule your biggest career moves, why your libido has everything to do with your to-do list, and the term "chore play" that I will be using for the rest of my life.

If you're a working mom in your 30s or 40s who has ever wondered why some weeks you feel unstoppable and other weeks you can barely function — this episode is for you.

And if you are catching this before June 29th, 2026 - 

Click below to join Tiffanys FREE Masterclass:
Normal Labs. No Energy. Now What?

In this episode:

• What perimenopause actually is and when it starts
• Cycle syncing: how to schedule your biggest asks, meetings, and creative work around your hormones
• Chore play — why taking something off her list gets you on her list
• The invisible labor connection to libido (yes, really)
• The saguaro cactus and the most beautiful metaphor for a woman's growth I've ever heard

Connect with Tiffany: @optimizeherpharmacist

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

If you've ever felt like your energy, mood, and motivation change week to week — they do, and there's a reason. 

This week I'm joined by Tiffany Ruder, perimenopause pharmacist and hormone health coach (@optimizeherpharmacist), and she is changing the way I think about my body, my cycle, and my marriage.

We get into everything: what perimenopause actually is (and why it starts earlier than you think), how to use your cycle to schedule your biggest career moves, why your libido has everything to do with your to-do list, and the term "chore play" that I will be using for the rest of my life.

If you're a working mom in your 30s or 40s who has ever wondered why some weeks you feel unstoppable and other weeks you can barely function — this episode is for you.

And if you are catching this before June 29th, 2026 - 

Click below to join Tiffanys FREE Masterclass:
Normal Labs. No Energy. Now What?

In this episode:

• What perimenopause actually is and when it starts
• Cycle syncing: how to schedule your biggest asks, meetings, and creative work around your hormones
• Chore play — why taking something off her list gets you on her list
• The invisible labor connection to libido (yes, really)
• The saguaro cactus and the most beautiful metaphor for a woman's growth I've ever heard

Connect with Tiffany: @optimizeherpharmacist

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

This week on Who Let Me Do This, Saidee sits down with Kristen Knutson—better known as Boomer Mom (@callmekristenmarie)—to discuss her journey from corporate professional to full-time content creator, comedian and entrepreneur.

Known for her viral Boomer Mom sketches that hilariously capture the relationship between millennials and their parents (boomers), Kristen shares the story behind the brand, her unexpected talent discovered during the depth of premie babies, and why she believes she found her voice during one of the most challenging seasons of her life.

Together, Saidee and Kristen explore motherhood, parenting in the age of social media, career transitions, entrepreneurship, identity shifts, building a support system, and what it really takes to be a modern mother in todays world.

In this episode, you'll learn:
• How Kristen built the Boomer Mom brand
• The realities of becoming a full-time content creator
• Lessons from motherhood and raising young children
• How preemie parenthood shaped her journey
• Why finding your voice often comes through difficult experiences
• The importance of community, friendship, and building a village
• Navigating career changes and entrepreneurship in your 30s

Whether you're a parent, entrepreneur, creator, or someone figuring out your next chapter, this conversation is filled with humor, honesty, and practical insights about building a life that's true to who you are.

Connect with Kristen:
Instagram/Tiktok: @callmekristenmarie

Follow Who Let Me Do This for more conversations about careers, identity, motherhood, and the unexpected paths that shape our lives.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

Can you build a successful career, raise four kids, navigate IVF, and still feel like yourself?

In this episode of Who Let Me Do This?, I sit down with Allison Larson, one of Minnesota's top loan officers, a business leader, speaker, entrepreneur, and mom of four, to talk about the realities of working motherhood, infertility, ambition, and building a life you're proud of.

Allison shares how she started her mortgage career while still in college, grew into a nationally recognized leader in the mortgage industry, and now coaches other professionals while raising a blended family. We also dive into her fertility journey, including IVF, miscarriage, pregnancy after infertility, and the unexpected surprise of having two babies just over a year apart.

But this conversation goes far beyond careers and motherhood. We talk honestly about mom guilt, the isolation many mothers experience, finding your village, maintaining your marriage, asking for help, and why success looks different in every season of life.

If you're a working mom, entrepreneur, business leader, or woman trying to balance career growth with family life, this episode is for you.

Topics We Cover:

• Working motherhood and career growth
 • IVF, infertility, miscarriage, and fertility treatments
 • Building a successful mortgage business
 • Leadership, coaching, and entrepreneurship
 • Blended families and step-parenting
 • Mom guilt and maternal identity
 • Marriage, parenting, and family life
 • Building your village and support system
 • Ambition, success, and personal fulfillment
 • Raising young children while growing a career

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

Moving with three young kids, two full-time careers, packed schedules, and a whole lot of ambition? Saidee is breaking down exactly how her family moved into their dream home while trying to keep life, work, and motherhood from completely unraveling.

In this episode of Who Let Me Do This, Saidee shares the real behind-the-scenes of moving as a working mom: hiring packers and movers, building a “moving village,” decluttering before the move, what went wrong, what was worth every penny, and the things she wishes she had planned for sooner.

From patting dry with an old college tshirt and wire transfer panic to learning how to accept help and make space for rest, this episode is part moving checklist, part motherhood pep talk, and part reminder that building your dream life does not mean doing it all alone.

Perfect for working moms, ambitious women, families moving with kids, or anyone trying to create a more functional life with less chaos.

If you're moving soon or just moved - or just have a ton of shit cause...kids. Make sure you check out Kristyn [@sorted_mpls] who literally saved my sanity heading into this move. 

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

If you’ve ever wondered how new moms are supposed to survive sleep deprivation, postpartum recovery, breastfeeding, newborn anxiety, and a career… this episode is for you.

This week on Who Let Me Do This, Saidee sits down with newborn care specialist (also known as a night nurse) Jess Geroux to talk about what postpartum support actually looks like behind closed doors — and why so many women are trying to do motherhood without the village they truly need.

Tldr: Everyone needs a Jess in their life.

Jess shares what it’s like working overnight with newborns and exhausted parents, how sleep conditioning works for babies, what ambitious working moms often get wrong about postpartum recovery, and why “pushing through” isn’t the badge of honor we think it is.

They also discuss:

• What a newborn care specialist/night nurse actually does
• How overnight postpartum support works
• Breastfeeding struggles and newborn sleep deprivation
• Postpartum anxiety, rage, and mental health
• The invisible mental load of motherhood
• Why millennial moms are more isolated than ever
• How to build a realistic postpartum support system
• The difference between a postpartum doula and a night nurse
• Why one good night of sleep can change everything

Whether you’re pregnant, in the newborn stage, planning another baby, or supporting a new mom in your life, this episode is an honest conversation about motherhood, support, sleep, and why women were never meant to do this alone.

Connect with Jess:
Instagram: @not_that_boy_mom
Email: [email protected] 

If this episode resonated with you, share it with another ambitious mom who needs the reminder that asking for help is not failure — it’s strategy.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

In this special Mother’s Day episode of Who Let Me Do This, Saidee sits down with her mom, Carolyn, to talk about motherhood across generations. From becoming a stay-at-home mom unexpectedly, raising five kids, building a village, returning to work, and navigating parenting in the 90s versus parenting today, Carolyn shares honest, funny, and heartfelt wisdom from every stage of motherhood.

They talk about daycare costs, mom guilt, self-care, marriage as the “trunk of the tree,” raising independent kids, grandparenting, and what really matters when you’re deep in the chaos of family life.

Perfect for moms, grandmas, parents of young kids, and anyone reflecting on the women who raised them.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

If you’ve ever said “I don’t have time,” “I don’t have money,” or “I’ll just do it myself”—this episode is your wake-up call.

In this solo episode, Saidee is breaking down one of the biggest lies modern women—especially working moms—have been sold: that we’re supposed to do it all alone.

From building your “village” to outsourcing without guilt, this episode dives into the real reason you feel overwhelmed—and how to actually fix it.

Because here’s the truth:
 👉 Time, money, and energy are all resources—and you’re already choosing how to spend them.

Saidee shares her personal experience going from overwhelmed, resentful, and doing everything herself… to building a life where she can show up fully as a mom, spouse, and professional—without burning out.

If you’re a high-achieving woman trying to balance career, motherhood, and everything in between, this episode will challenge the way you think about:

•  Asking for help 
•  Outsourcing household tasks 
•  Prioritizing your time and energy 
•  Letting go of control and guilt 
•  Creating a support system (your “village”) that actually works 

You’ll also learn how to identify what’s draining you, what’s worth outsourcing, and how small shifts can completely change how you show up in your life.

Because you weren’t meant to do this alone—and you don’t have to.

Ready to figure out what you should stop doing?
Grab the Village Workbook linked in the show notes and start building a life that actually feels good to live.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom

Send us Fan Mail

Megan Koehler shares her incredible journey as a heart transplant survivor, cancer survivor, and working mom. Born with a congenital heart defect, Megan received a heart transplant at 14 and went on to navigate pregnancy after heart transplant, becoming a mom despite major medical risks.

Years later, while raising her toddler, Megan was diagnosed with Hodgkin’s lymphoma, leading to chemotherapy, a long hospital stay, and an entirely new fight for her health.

In this episode, we talk about:

• Motherhood after organ transplant
• High-risk pregnancy and C-section recovery
• Cancer diagnosis and treatment as a mom
• Balancing work, parenting, and chronic illness
• Building a strong village (family, childcare, and support systems)
• Advocating for your health and navigating insurance

This is a powerful, honest conversation about resilience, survival, and what it really takes to keep going when life doesn’t go as planned.

 If you vibed with this episode, here’s how you can keep the chaos going: 

• Hit Follow so new episodes show up without you having to remember (because who has the brain space?)
• Share it with your favorite boss bestie so they know they’re not alone 🍷
• Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕
• Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom