Second chances start here
I give furniture makeovers, take on custom projects, sell my rescues, and coach you through your own DIY flips.
Why I Flip
Hi, I’m Jenny Dempsey! After a tech career layoff turned my world upside down, I started picking up “junk” furniture off the curb. Giving each piece a makeover gave me a second chance too.
Now I rescue furniture all over San Diego, bringing old pieces back to life with fresh finishes, a lot of heart, and even a little music — yes, I sing and play guitar while I work! It’s fun, it’s healing, and it makes every flip feel alive. I do this part-time alongside my new full-time job (for now).
Beyond furniture, I also host The Career Flipper Podcast, where I share stories of people reimagining their own second chances, proof that transformation isn’t just for furniture.
For me, it’s all about creativity, sustainability, and believing that everything, and everyone, deserves a second chance.
Have a question or just want to say hi?


Services
Custom Furniture Makeovers


Transforming unwanted furniture into stunning pieces.




Shop the Second Chance Store
Browse unique pieces ready for their new home.
One-on-one coaching to guide you through your project step by step.
DIY Coaching
Join the flippin' fam!
Get updates on rescued pieces, makeovers, events, and behind-the-scenes furniture flipping fun.