In this powerful and wildly relatable episode, Jess and Rye sit down with podcast strategist and storytelling expert Chelsea Riffe to unpack what it really means to live a non-regrettable life—and the fears, failures, and uncomfortable conversations it takes to get there. From asking for what you want (in relationships, career, and business) to pitching yourself like a pro, this episode is packed with tangible mindset shifts, hilarious real-life stories, and motivational gold.
✨ Key Topics We Cover:
- What living a non-regrettable life means (and why it's less about big wins and more about intentional choices)
- Learning to ask for what you want and the concept of the “third door”
- Dealing with rejection without spiraling (and building a nervous system that can handle more)
- Chelsea’s career leap from corporate sales to digital nomad & podcast coach
- Messaging and pitch mistakes to stop making ASAP
- How to start living with more confidence before you feel “ready”
- Why your “failure tolerance” may be the key to creating the life you want
- The underrated power of booking one-way flights, knowing your Human Design, and sliding into DMs
Resources Mentioned:
Brene Brown’s teachings on vulnerability and rejection
Chelsea’s program: Pitch Perfect - next round in late 2025
Connect with Chelsea:
Chelsea’s website
Chelsea’s Instagram
Mic Drop Podcast Launch Course
Slight Turbulence Substack
Follow The Hosts:
🎧 Podcast IG → @solo2.0podcast
💜 Jess’s IG → @bodyblissbyjess
💜 Rye’s IG → @ryeburch
📩 Email Us → solo2.0podcast@gmail.com
✨ Hormone Testing & Consulting → Your Hormone Balance
🧡 If this episode resonated, be sure to rate + review—it really helps us grow!
⏳ Episode Timestamps:
05:00 - Chelsea’s intro & what a non-regrettable life means to us
20:00 - How Chelsea built her dream business from scratch during lockdown
25:00 - “Shoot your shot” mindset: from asking for rent discounts to pitching podcasts
35:00 - Building confidence without a roadmap + via negativa approach to clarity
40:00 - Rejection, failure tolerance, and not dying when someone says no
50:00 - Why women struggle to ask for more—and how to break that cycle
58:00 - Passive language to cut from your emails today
1:00:00 - Tips for building your nervous system to handle more success
1:04:00 - Underrated/Overrated: one-way flights, cold emails, working for free & more
