Holding It Both Ways
Holding It Both Ways
Podcast Description
For leaders navigating the in-between—where inclusion, identity, and impact meet.
Through real human stories and lived experience, each episode offers reflections and insights to help you lead with greater depth, courage, and care.
fortlage.substack.com
Podcast Insights
Content Themes
The show focuses on themes like internalized misogyny, allyship, and the dynamics of fitting in versus belonging, featuring discussions that reflect on personal stories like the struggles of women in male-dominated industries and emotional processing in leadership roles.

For leaders navigating the in-between—where inclusion, identity, and impact meet.
Through real human stories and lived experience, each episode offers reflections and insights to help you lead with greater depth, courage, and care.
Jeanne Omlor joins Cynthia for a straight‑talk conversation about moving from hesitation to action. We explore how to build a values‑aligned business (or team) by choosing clarity over complexity, getting crystal‑clear on the offer, who it serves, and the result it creates—and then using simple, repeatable systems you will actually stick to. Jeanne shares candid lessons from building online after previous offline success, the mindset shift behind her mantra “if not now, when?”, and why service‑led selling beats performative hustle. You will leave with practical prompts to make decisions faster, reduce friction in your workflow, and lead with courage instead of delay.
Key Takeaways
-Clarity before complexity: define your offer, audience, and promised result.
– Decision beats delay: small, consistent actions outpace waiting for perfect conditions.
– Keep systems simple: use tools and rhythms you will actually maintain.
– Lead with service: ethical, value‑driven selling builds trust and results.
– Stories > slogans: real client outcomes anchor credibility.
– Courage is a practice: notice fear, act anyway, and iterate.
“If not now, when?” — Jeanne Omlor
Guest Bio:
Jeanne Omlor is a Business Strategist, multi 7-Figure Online Business Coach, and Certified Servant Leadership Executive Coach. At 54 years old, she was a solo parent in deep debt and got herself online and to $1M in 17 months, without ads, and has since scaled to multi-millions in 5 years. Her company has helped almost 600 businesses to thrive online. She is emotionally connected to helping others prosper, as she lived in lack for years and overcame that mindset. She is now helping as many people as she can to maximise profits and reach their full potential while being the visionary they’re destined to be
https://jeanneomlor.com/reviews/https://www.linkedin.com/in/jeanneomlorhttps://www.facebook.com/jeanneomlor/
Cynthia:
Cynthia Fortlage (she/her) is a C-suite executive turned global inclusion and leadership advisor, speaker, and writer. She has delivered 500+ engagements across 30+ countries and partners with organisations to embed inclusive leadership, psychological safety, and practical culture change. Her work blends data, strategy, and lived experience as a trans woman to equip leaders with usable tools, not slogans. Cynthia hosts the podcast Holding It Both Ways and leads The FORTLAGE Collective, offering keynotes, mentoring, and advisory support on culture, inclusion, and change.
LinkedIn: https://linkedin.com/in/cfortlage
Substack (Holding It Both Ways). https://fortlage.substack.com
Podcast feed:Apple – https://podcasts.apple.com/us/podcast/holding-it-both-ways/id1827477002
Spotify – https://open.spotify.com/show/1ux7IIJ5b3TwAJfNRNEnlv
YouTube – https://www.youtube.com/playlist?list=PLsRnX1k-_AfPsVN9ZZO2m_5y589ogeF5u
Share this with a founder or leader who is stuck in “waiting for perfect.”
Want help turning values into practice? Book time with Cynthia: https://calendly.com/cynthiafortlage/30min.
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