In this episode, Alyssa and Becca sit down to unpack what this holiday really feels like as stepmoms, especially when you’re doing all the “mom things” but don’t always get the recognition that comes with it.

They reflect on where they started, navigating Mother’s Day as childless stepmoms, and how their experiences have evolved over time. From awkward first holidays to now balancing life as both stepmoms and biological moms, Alyssa and Becca share the honest, unfiltered reality of what this day brings up.

They get into the tough questions, what hurts more, no acknowledgment or forced acknowledgment? What role should partners actually play? And how do kids experience this day when they’re caught between two homes?

Along the way, Alyssa and Becca talk about expectations, resentment, growth, and why creating your own version of Mother’s Day might be the key to getting through it.

If you’ve ever felt invisible, conflicted, or unsure where you fit on Mother’s Day, this conversation will make you feel seen.

✨ Big Ass Candles | www.bigassluxuries.com and use the code STEPMOM for a discount

✨ Episode sponsor | ⁠www.cozyearth.com⁠ and use code STEPMOM

✨ Pateron private stepmom membership: ⁠⁠https://patreon.com/Stepmomsidechats⁠⁠

✨ Follow us on Instagram for more stepmom content and to stay connected for future episodes ⁠⁠@stepmomsidechats⁠⁠

✨ Leave us a review if this episode resonated with you, this helps us reach more stepmoms.

In this episode of Alyssa & Becca, we sit down with Ashton Whitmoyer-Ober, an Enneagram coach and speaker, to talk about how understanding your Enneagram type can help you navigate stepmom life with more self-awareness, clarity, and compassion.

We get into how different Enneagram types respond to conflict, triggers, boundaries, people-pleasing, resentment, and relationship dynamics, especially inside blended families. We also talk about why stepmom life can feel so emotionally layered, how your core motivations shape the way you react, and what it can look like to better understand both yourself and the people around you.

Whether you are the stepmom who overthinks everything, takes things to heart, avoids conflict, or feels like you always have to prove yourself, this conversation offers insight into why you may respond the way you do and how that awareness can help you move through blended family dynamics with more intention.

We also answer a listener question and share practical takeaways for stepmoms who want to better understand their triggers, communication patterns, and emotional responses.

Connect with Ashton:

Instagram: @enneagramashton Website:https://www.enneagramashton.com/

✨ Big Ass Candles | www.bigassluxuries.com and use the code STEPMOM for a discount

✨ Episode sponsor | www.cozyearth.com and use code STEPMOM

✨ Pateron private stepmom membership: ⁠https://patreon.com/Stepmomsidechats⁠

✨ Follow us on Instagram for more stepmom content and to stay connected for future episodes ⁠@stepmomsidechats⁠

✨ Leave us a review if this episode resonated with you, this helps us reach more stepmoms.

Season 2 is here and we’re starting with a conversation so many stepmoms know by heart. In this first episode, Alyssa & Becca talk about the exact moment they realized stepmom life was not what they thought they signed up for. From overfunctioning, unrealistic expectations, and feeling invisible in your own home, to the emotional labor, criticism, and identity shifts no one prepares you for, we’re getting honest about the parts of stepmom life that hit the hardest.

We’re also sharing what we wish we would’ve known earlier, the boundaries we wish we’d set sooner, and the biggest lessons we’ve learned along the way. If you’ve ever thought, “Wait… this is not what I expected,” this episode is for you.

✨ Big Ass Candles | www.bigassluxuries.com and use the code STEPMOM for a discount

✨ Episode sponsor | ⁠www.cozyearth.com⁠ and use code STEPMOMBOGO

✨ Pateron private stepmom membership: ⁠⁠https://patreon.com/Stepmomsidechats⁠⁠

✨ Follow us on Instagram for more stepmom content and to stay connected for future episodes ⁠⁠@stepmomsidechats⁠⁠

✨ Leave us a review if this episode resonated with you, this helps us reach more stepmoms.