What work that actually fits you looks like

​Most career advice helps you get better at playing a game that was never built for you. This isn’t that.

​Roberta Dombrowski and Viivanne Castillo get honest about what it actually took to build work that fits: the real decisions, trade-offs, and what nobody tells you before taking the leap.

​This is a conversation about what it looks like on the other side: not perfect, but real.

​What we’ll cover:

• ​What “fitting work” actually means and why its different for everyone

• ​The honest version of what it takes to build something on your own

• ​How to know when you're designing for yourself vs. performing for others expectations

​About your Hosts

​Roberta Dombrowski is a career counselor and coach for tech professionals who refuse to shrink and want to design work that honors who they are, not just what they can do. She has over a decade of experience working at the intersection of learning, research, and organizational design. In 2023, she stepped down from her executive role to support clients who are done following the corporate script and ready to design something of their own, whether that means building a business on the side, going fully independent, or creating a portfolio of work that reflects the full range of who they are.

​You can connect with Roberta on LinkedIn

​Vivianne Castillo is a multidisciplinary creative, org culture strategist, and the founder of Choose Courage Inc, a platform where leaders and entrepreneurs come to grow through coaching, storytelling, and bold conversations. She is on a mission to help people and organizations choose courage over comfort through betting on themselves and their business idea or through bold conversations about trauma informed leadership. You can connect with Vivianne on LinkedIn.