33: The System for Realistic Resolutions
If your resolution needs its own spreadsheet, it's a part-time job and it's not sustainable.Whether you’re closing out 2025 in sparkles or sweatpants, this mini episode is your permission slip to ditch the shame spiral of unrealistic resolutions. Instead of dramatic overhauls that fizzle by February, I’m sharing a better way: small, sustainable systems that actually support your life.I’ll walk you through three simple strategies to make your goals stick, without white-knuckling your way into a new personality. Plus, I’ll share one resolution that guarantees lasting impact, requires zero daily effort, and protects both your business and your family.If your business couldn’t run without you, that’s a problem—a haunting your assistant from the beyond kind of problem. That’s where the Entrepreneur’s Death Folder comes in. It’s your digital contingency plan: all your logins, contacts, workflows, and need-to-knows in one tidy, shareable place.Peace of mind is the ultimate productivity tool.Buy Now >>Find It Quickly:00:50 - The Problem with Big Resolutions01:31 - Step 1: Make It Small Enough to Win02:24 - Step 2: Automate Your Future Self's Success03:12 - Step 3: Focus on Foundations, Not Fixes04:03 - A Resolution That Sticks: The Entrepreneur's Death Folder
32: The System for Surviving Family Traditions You Don’t Love
If a holiday tradition makes you want to fake food poisoning to skip it—this one's for you. In this special holiday mini-episode, I’m giving you a permission slip to retire, reshape, or completely reimagine the traditions that no longer fit. Whether you celebrate Christmas, Hanukkah, Festivus, or just Team Cozy Couch, this is your reminder that traditions should serve you, not the other way around.I’m sharing how my Jewish upbringing gave me a flexible lens on holidays, how to audit your holiday obligations, and how to build tiny micro-traditions that actually bring joy instead of stress.If your business couldn’t run without you, that’s a problem—a haunting your assistant from the beyond kind of problem. That’s where the Entrepreneur’s Death Folder comes in. It’s your digital contingency plan: all your logins, contacts, workflows, and need-to-knows in one tidy, shareable place.Peace of mind is the ultimate productivity tool.Buy Now >>Find It Quickly 01:00 - Reimagining Holiday Traditions01:06 - Personal Holiday Experiences02:48 - Evaluating and Adjusting Traditions05:08 - Creating Micro Traditions05:56 - The Entrepreneur's Death Folder07:02 - Favorite Holiday TV EpisodesMentioned in this Episode:The Entrepreneur’s Death Folder
31: The System for the First Year of Motherhood (Spoiler Alert: There Isn't One)
This one is personal. A year ago, I became a mother overnight and nothing has been the same since.This episode originally aired on Joy Michelle’s podcast, Called to Both, where I shared the raw truth of what that first month of motherhood looked like: NICU alarms, stress vomiting, work deadlines, and the tiniest, bravest baby I’ve ever known. It’s a story of chaos, love, reinvention, and survival.To celebrate Ellie’s first birthday, I wanted to give you the full picture: who I was in those early days and who I am now. I hope you enjoy this permission slip to drop the plan, embrace the mess, and find grace along the way.If your business couldn’t run without you, that’s a problem—a haunting your assistant from the beyond kind of problem. That’s where the Entrepreneur’s Death Folder comes in. It’s your digital contingency plan: all your logins, contacts, workflows, and need-to-knows in one tidy, shareable place.Peace of mind is the ultimate productivity tool.Buy Now >>Find It Quickly:00:56 - Revisiting the First Month of Motherhood03:13 - Adoption Journey and NICU Experience08:28 - Adjusting to Life at Home14:36 - Finding Support and New Routines19:33 - Reflections and Personal GrowthMentioned in this Episode:Called to BothCare.com
30: The System for Starting a GLP-1 (Without Losing Your Mind) with Cathy Olson
You know that late-night scroll: the one where you're desperate, searching for answers, and all you find are horror stories or shiny success reels? I’ve been there. Cathy Olson has too.We’re living in the age of extremes, especially when it comes to GLP-1 medications. The internet is flooded with before-and-afters, hot takes, and scary headlines. But what about the middle? What about the part where you're not sure it's working, you're navigating identity shifts, and you’re too ashamed to tell your best friend you even started? In this Episode:The unexpected emotional side effects of GLP-1s no one warns you aboutHow Cathy systemized her journey (and why that changed everything)What makes her GLP-1 Cheat Code Workshop differentThis episode is brought to you by The Entrepreneur's Death Folder:If your business couldn’t run without you, that’s a problem—a haunting your assistant from the beyond kind of problem. That’s where the Entrepreneur’s Death Folder comes in. It’s your digital contingency plan: all your logins, contacts, workflows, and need-to-knows in one tidy, shareable place.Less spooky, more smart. Because peace of mind is the ultimate productivity tool.Buy Now >>Find It Quickly:00:14 - Meet Cathy Olson01:10 - Cathy's Personal Experience with GLP-107:01 - The Emotional Journey and Challenges09:43 - Building a Support System17:41 - Turning Experience into a WorkshopConnect with Cathy:Instagram: instagram.com/glpcheatcodeWebsite: glpcheatcode.com
29: The System for Creating Without Performing with Ashlyn Carter
Do you ever feel like you’re performing your business instead of showing up in it? That’s the tension I explored in this week’s conversation with Ashlyn Carter, the conversion copywriter, messaging strategist, and quiet architect behind some of the internet’s most powerful brands. While this conversation started about copy and strategy, it quickly turned into a deeper exploration of voice, vulnerability, and the courage it takes to lead your business with clarity instead of performance.This episode is brought to you by Enji:Tired of winging your marketing? Enji takes the guesswork out of showing up. This all‑in‑one marketing system was built specifically for creative entrepreneurs who want consistency without burnout. Plan, schedule, and track your content with intention—so you can stay visible, stay top‑of‑mind, and still have a life.Try Enji >> Connect with Ashlyn:Website: ashlynwrites.comInstagram: instagram.com/ashlynscarter