“Intelligence and capability are not enough.There must be the joy of doing something beautiful.” ~ Dr. Govindappa Venkataswamy (Dr. V) – via Daily Good
As the year is winding down, I’m winding my way through Escape from Cubicle Nation: From Corporate Prisoner to Thriving Entrepreneur by Pam Slim. It’s addressing a lot of the concerns (some valid, some not) that I’ve had about Compass Yoga and my desire to work for myself full-time. It’s also been able to help me put together a plan of how to make this transition with unflappable grace and the best possible chance of success.
Work needs to equal joy
If you’re on the journey of entrepreneurship, too, and you don’t know where to start. Take Dr. V’s advice in the quote above (and then buy Pam’s book for everything else that follows!) There has got to be a great element of joy in the actual work you want to do. And while that’s true whether you work for yourself or someone else, it’s absolutely vital if you’re on your own.
When someone else is paying you a steady salary and benefits, you begin to weigh that against whether or not you really love the work. It’s easy for a lot of people to justify not loving the work when they have a lot of other benefits. On your own, the income may be unsteady (especially in the start-up phase) and the fringe benefits could be a step down from what you’re used to. In those moments, the joy of the work has to be a large part of the comfort you receive. Without it, the whole plan fall to pieces. The joy is the linchpin.
Why I’m glad I didn’t try to be a full-time freelance writer
For the past few years, I had been thinking about transitioning into being a freelance writer full-time. This would have been a very bad idea for a lot of reasons, and the main reason is that I actually don’t find joy in just the act of writing. My joy is found in writing exactly what I want to write, when, where, and how I want to write it. That is not always the choice of a freelance writer, and certainly not of one who is just starting out.
I took a fairly lucrative freelance writing job about legal topics for a newsletter that is sent to lawyers. I wrote a total of 3 articles and hated every single minute of it. If I had been a full-time freelance writer, I might have needed to continue in the contract to support myself. As a side job, I dropped it and learned a valuable lesson in the process.
Get going with joy
There are a lot of business ideas out there and a lot of unmet consumer needs that are ripe for entrepreneurs to take up. Find the ones that generate so much joy that you can’t wait to dig into the work. And be clear about exactly the work you love to do – there’s no such thing as too much detail in their definition. Then work like heck to put a structure around that joy so that you can afford to live a lifestyle in line with your values.
Now get cracking!
Published by Christa Avampato
IN BRIEF
Author, journalist, digital product manager, and licensed New York City tour guide. Creator and host of NYC's Secrets and Lies. Alumna of the University of Pennsylvania (BA), the Darden School of Business at the University of Virginia (MBA), Arizona State University (Biomimicry), and the University of Cambridge (MSt in Sustainability Leadership).
I build digital media platforms, report on urban climate resilience and biodiversity, and produce live narrative experiences that connect communities to history, nature, and place.
THE DEEP DIVE
My work centers on a single thread: building systems and stories that foster deep connection to our shared world. Across digital streaming, environmental reporting, and live civic storytelling, I design experiences that help people understand complex ideas and the environments around them.
DIGITAL PRODUCT STRATEGY & MEDIA LEADERSHIP
At Carnegie Hall, I serve as Digital Product Manager, leading product strategy, operations, and technical delivery for the video streaming platform Carnegie Hall+. I translate artistic mission into scalable, high-performance streaming architecture that reaches audiences globally. Previously, I led agile product and delivery teams across operations and compliance at American Express, managed Broadway theatrical productions and national tours, and guided strategic initiatives across cultural institutions.
ENVIRONMENTAL JOURNALISM & AUTHORSHIP
As a freelance journalist, I investigate how living systems, urban infrastructure, and human culture intersect. My reported features on urban decarbonization, biodiversity, coastal resilience, and biomimicry appear in publications including Smithsonian Magazine, The Washington Post, Mongabay, Natural History Magazine, and Foreign Policy Magazine. In fiction, I write the Emerson Page young adult novel series, alongside upcoming historical fiction and nonfiction works on New York history, mythology, and human resilience. I also write Togetherhood, a LinkedIn newsletter focused on urban ecology and community restoration, and co-host the podcast Frameworks in the Wild.
LIVE EXPERIENCE & CIVIC STORYTELLING
As a licensed New York City tour guide and live event producer, I transform urban landscapes into shared narrative encounters. I created, produce, and host NYC's Secrets and Lies, an interactive live storytelling series staged across cultural landmarks including the New York Transit Museum, the South Street Seaport Museum, and the historic tall ship Wavertree. I also design and lead site-specific walking tours exploring coastal ecology, food history, and neighborhood evolution, often with partners at Climate Week NYC and the Natural Areas Conservancy.
DOUBLE OR NOTHING MEDIA
Through my independent production studio, Double or Nothing Media, I develop ventures across media, ecology, and public history:
Digital Products & Strategy: Architecting scalable digital platforms, streaming experiences, and operational models for mission-driven institutions.
Environmental Reporting & Publications: Delivering long-form reporting, books, and newsletters grounded in climate resilience and regenerative design.
Site-Specific Live Storytelling: Producing immersive live shows and educational walking tours that engage public audiences in community history.
CONNECT
Website & Production Hub: doubleornothingmedia.com and christaavampato.com
Newsletter: Togetherhood on LinkedIn - linkedin.com/newsletters/togetherhood-7273771832221089792/
Instagram & Threads: @christarosenyc
Emerson Page Novels: emersonpagebook.wordpress.com/
View all posts by Christa Avampato