From People Pleaser to Profitable: Valuing Your Work as an Entrepreneur

Episode SummaryIn this raw and vulnerable solo episode, Angel Holmes gets brutally honest about over-giving, undercharging, and the trauma responses that keep ambitious women from charging what they're worth. After multiple conversations about this topic and an emotional discussion with husband Brian, Angel knew it was time to address the pattern that cost her $100,000 and led to bankruptcy—and why she's done playing small. From the BevCon conference disaster to underpricing her recent retreat, Angel shares the hard lessons about how over-giving stems from childhood trauma and the belief that you have to give everything away to be loved. She declares 2025 the year of Angel 2.0: no more free events, no more devaluing her 30 years of expertise, and no more guilt about charging what she's worth. The episode also features Biggie Member of the Week Kimberly Sundt, whose eclectic career spans hospitality, interior design, event production, and now helping women take transformative solo personal retreats through her Permission to Pause Collection. Kimberly shares her journey from working with Atlanta Homes & Lifestyles Magazine on massive designer show houses to launching her retreat business in March 2020 (talk about timing!). Together, Angel and Kimberly discuss why getting quiet is essential for hearing your own wisdom, the importance of community even for seasoned entrepreneurs, and why charging your worth isn't selfish—it's necessary for making the impact you're called to make.CONNECT WITH US:Instagram: @neverstopdreamingbiggie @thebrightersidesociety and @angelpholmesLearn more at https://sipindipity.com/neverstopdreamingbiggiemasterThe Brighter Side Society: https://sipindipity.com/brightersideThe Holmestead Bar & Retreat: https://theholmesteadbar.com/CONNECT WITH THE GUEST:🌟 Kimberly Sundt - Permission to Pause Collection, Solo Retreat DIY Kits, and Luxury Gift Boxes: https://thepermissiontopausecollection.com/permission-to-pause-current-collection📍 Based in Beaufort, SCKey Takeaways:Over-giving is often rooted in childhood trauma and seeking validation through excessive givingAngel's BevCon conference lost $100,000 over multiple years because she gave away too muchFiling for bankruptcy was a hard lesson in valuing your own servicesCOVID rebuild made Angel fall back into old patterns of undercharging and over-givingThe recent retreat pricing mistake: charging too little led to losing money despite selling outPeople who want transformation badly enough will invest in it—if they don't, they're not your ideal clientYou need money to make the impact you're called to make; you can't serve from depletionAngel's declaration: No more free events, no more giving away expertise, prices are going up in 2025The Brighter Side Society is launching a full productivity and systems program in 2026Kimberly Sundt's background: journalism, political science, event planning, hospitality, interior design consultingSolo personal retreats help women get quiet enough to hear their own best answersPermission to Pause Collection: seasonal luxury gift boxes combining self-care with home décorGetting out of your everyday surroundings creates essential perspective shiftsCommunity is crucial even for experienced entrepreneurs—it sparks ideas and accountabilityKimberly's biggie dream: Taking the Permission to Pause lifestyle global with friends in multiple countriesBusiness offsite retreats (12 people or fewer) can have great ROI when done intentionallyThe "G" in Biggie stands for Give—but you must give to yourself first before pouring out to othersHave ideas, questions, or comments? Email us at [email protected]