Rosie Milsom - Building A Joyful Portfolio Career With Purpose And Self-Worth
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Rosie Milsom - Building A Joyful Portfolio Career With Purpose And Self-Worth
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Ready to trade a single job title for a life that actually fits? Jane sits down with former grants fundraiser Rosie Milsom to map her rewarding shift from sector employment to a flexible, purpose-led portfolio career. It starts with side projects and a LinkedIn post, winds through a deeply personal fertility journey, and lands on a simple insight with big consequences: self-worth powers everything.
Rosie shares the practical moves that made her transition stick: taking on training, launching coaching while employed, and negotiating part-time hours to create space for clients. We unpack the way she uses joy and values to filter opportunities, and the systems she leans on when forecasts wobble. Expect real talk on pricing with confidence, setting boundaries, and building resilience without pretending everything is fine.
We also dig into the engine of sustainable growth: relationships. From sector groups to conferences, follow-ups to case studies, Rosie shows how thoughtful outreach compounds into referrals and a reputation. She explains why many purpose-driven women stall despite credentials, and how to rebuild that self-worth foundation so your marketing, offers, and money mindset finally click.
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You can connect with Rosie on LinkedIn or visit her website.
You can also check out her free confidence block quiz - https://rosiemilsom.scoreapp.com
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Jane Curtis helps charity professionals transition from 9-5 employment to flexible and profitable freelance careers.
With over 20 years in the charity sector, she led teams that raised tens of millions of pounds from events before going freelance in 2018 and launching her own business in 2020.
She supported over 100 event fundraisers through her Collective membership during the pandemic. Now, she offers her signature "Charity Freelancing Course," a high-touch 1:1 programme for consultants, coaches, and freelancers seeking to make more money working fewer hours doing what they love, and in-person events like The Rich & Restored Retreat. She also provides occasional strategic events consultancy to charities.
The Charity Freelancing Course is opening for enrolment in December 2025. Make sure you're on the wait list to receive the best price!
Ready to transform your charity expertise into a profitable freelance career?
Connect here:
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