Freelance Freedom: How Rebecca Rosenberg Balances Work and Wanderlust

Mar 24, 2025

Rebecca Rosenberg, a freelance copywriter and content strategist originally from Austin, now thrives in Bonn, Germany. She shares her journey of becoming a digital nomad, balancing work while exploring Europe. Discover how she transitioned from sightseeing to serious client work, leveraging her network for initial clients. Rebecca emphasizes the importance of community support, strategic 'CEO retreats', and adapting to the freelance landscape. Her insights on maintaining work-life balance and wellness activities make for an engaging and inspiring listen.

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ANECDOTE

Starting as a Digital Nomad

Rebecca started working as a digital nomad in Europe in 2017 with a modest work schedule to extend her travel duration.
She initially worked about 10 to 12 hours weekly, balancing travel and various client projects to find her ideal workflow.

ADVICE

Balance Work and Travel

Plan to stay longer in each location to balance work and sightseeing effectively.
Splitting days into work and exploration blocks helps maintain productivity without sacrificing adventure.

ANECDOTE

Transitioning from Nomad to Stable Life

Rebecca maintained a home base in Bonn while traveling extensively and later taught ESL part-time in Spain for visa and income stability.
This transition marked her shift from rapid nomadic life to a more settled, sustainable work-lifestyle balance.

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ABOUT THIS EPISODE

This time, we explore both a metaphorical freelance journey and physical one.

In 2015 Rebecca decided she wanted to travel whilst freelancing.
After building up savings and clients for a couple of years, she headed off to Europe as a digital nomad. Travelling whilst working as a content writer and strategist.

At first she did more sight seeing that client work, but as time went on she was ready to switch that balance. To settle for longer - both in terms of location and contracts.

Rebecca shares insights on how she made the most of her network for initial clients, and adapted to changing freelance landscapes over the years through platforms like LinkedIn, Facebook groups, and Slack communities.

She discusses the challenges and benefits of running a location independent business. (She’s currently settled in Bonn, Germany - but before that spent two years in Turkey!).

Plus we hear about the importance of community, developing her freelance business with external help in mastermind groups and with coaches. Plus getting strategic by herself with regular quarterly 'CEO retreats' - taking time out of client work, to focus on what she's building herself. Because even if she's staying put for longer geographically these days, she's definitely still going places.

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