Things I Don’t Feel Guilty About Anymore (And Maybe You Shouldn’t Either) - empowerHER Recap

Podcast: empowerHER

Published: 2026-03-23

What Happened

Keisha confronts the pervasive sense of guilt that many women, particularly mothers, experience. She differentiates between constructive guilt, which can lead to positive change, and the constant, low-level guilt that often accompanies daily decisions and life changes.

Outgrowing people is a natural part of life, Keisha asserts, and it shouldn't be a source of guilt. She highlights how changing life priorities, such as becoming a parent or taking on new professional challenges, can mean some friendships no longer align.

Currently 25 weeks pregnant, Keisha balances her life with a toddler while building a new real estate business alongside her husband. They started investing in real estate in 2022 and are now under contract on their eighth property, focusing on short-term rentals like Airbnbs.

Keisha proudly challenges the narrative that strength means doing everything alone. She openly shares her lack of guilt about seeking help, whether through hiring a nanny or leaning on family for support, to pursue personal and professional growth.

Financial success is another area where Keisha refuses to feel guilty. She believes that making money enables her to support her family and contribute back to her community. Together with her husband, they are building an $8 million real estate portfolio.

Resting without guilt is crucial for Keisha, as she models a balanced life for her children. She notes the importance of not feeling guilty about changing priorities, such as adjusting her workout schedule to spend more time with her son.

Listeners are encouraged to like themselves and release any unnecessary guilt. Keisha emphasizes the importance of being one's own best friend and the freedom to grow, seek help, make money, rest, and change priorities without feeling selfish.

Keisha expresses gratitude to her listeners for engaging with the episode and encourages them to share it with friends who might resonate with its message. The episode does not feature any books or guest speakers.

Key Insights

• Keisha differentiates between constructive guilt and constant low-level guilt, noting that while the former can instigate positive change, the latter often lingers without purpose.
• Outgrowing relationships is natural and shouldn't be a source of guilt. Life changes like parenthood and career shifts can lead to friendships no longer aligning.
• Keisha and her husband began investing in real estate in 2022 and are under contract on their eighth property, focusing on short-term rentals. They aim to build an $8 million portfolio.
• Keisha challenges the narrative that being strong means doing everything alone. She embraces seeking help, such as hiring a nanny, to allow personal and professional growth.