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Entrepreneurship Gave Me Options, Not the Ease I Imagined

CentsableCEO Roundtable Series
Event Date, Time & Location: August 5, 2026 | 11:00 am – 12:00 pm EST | Online
A Conversation with: Anisha Bailey, EA, MSEL
Roundtable Description:
When I left my corporate career nearly two decades ago, I believed entrepreneurship would create opportunities that traditional employment could not.
I was right.
Entrepreneurship allowed me to be present for my family, build meaningful work, and create my own path. What I didn’t fully understand was the level of responsibility that would come with those opportunities.
Over the years, I’ve learned that entrepreneurship can create options many people deeply value – but it also requires difficult decisions, ongoing responsibility, and a willingness to grow in ways few people expect.
Together we’ll explore what entrepreneurship actually gives us, what it asks of us, and why success often looks different than we imagined.
The discussion will explore:
Attendees will leave with a clearer perspective on entrepreneurship and practical questions to help them make more intentional decisions about the business, life, and future they are building.
This is not a business workshop. It’s an honest conversation about entrepreneurship.
Best For: Entrepreneurs, aspiring business owners, and professionals who support entrepreneurs and want to better understand the realities, responsibilities, and pressures that often accompany business ownership.
Complimentary to attend.
Want this conversation for your organization?
Taxley’s Founder & CEO, Anisha Bailey, EA, speaks on this topic for entrepreneur groups, professional associations, and business communities. Request a Speaking Engagement →

