The Reboot Era
Layoffs. Burnout. Reinvention. Welcome to the messy middle of career change — and the community that's not afraid to talk about it.
Hosted by Dray Jankowski, a former tech program manager laid off in 2025, The Reboot Era is part unfiltered storytelling, part emotional support group, and part career comeback plan. Through weekly solo episodes and candid guest interviews, we explore what it really means to rebuild your life — professionally, emotionally, and financially.
We’re not here to sell you hope. We’re here to tell the truth — with humor, heart, and a little chaos.
Each episode dives into one of our seven pillars:
• Layoffs & Unemployment
• Motivation & Momentum
• Strategy & Income
• Redirection & Reinvention
• Mental Health & Renewal
• Closure & Reflection
• Identity & Calling
If you’ve ever screamed into a throw pillow after reading a rejection email — this is your place.
🎧 New episodes every week.
💬 Got a story of your own? Come tell it. This isn’t just my era — it’s ours!
The Reboot Era
Reboot 17 | RR4 - Entrepreneurship, Healing & Resilience with Shelia "Flower" Benson
After being laid off twice in just a few months, Shelia Benson—better known as Flower—turned her pain into purpose. In this episode, Flower shares how her intuition helped her prepare for job loss, how she leveraged her insurance and CRM skills to launch her own freelance consulting business, and how spiritual practices like Reiki and sound healing helped her rebuild confidence and clarity.
We talk about:
- Preparing for layoffs before she happen
- Turning corporate skills into entrepreneurial income streams
- Navigating Upwork as a freelancer—the highs and the scams
- The mental and spiritual toll of layoffs (and how to heal)
- Building purpose-driven work and multiple streams of income
- Why your 9-to-5 is actually the blueprint for your business
📚 Mentioned in the episode:
- Anatomy of the Spirit by Caroline Myss – on Amazon, click here
- Connect with Shelia (Flower) on LinkedIn: https://www.linkedin.com/in/sheliabenson/
This conversation is a reminder that even in the hardest transitions, you can reinvent yourself and find a new path that’s aligned with your passion and purpose.
💼 Partner: Jobhire.ai — Apply to jobs while you sleep. 30% off in Sept. 2025 with code DRAY30 → jobhire.ai/job-matcher/?imutm=dray (you must use that link)
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Thanks for supporting The Reboot Era — every follow, share, and tip helps me keep making content for anyone navigating layoffs, pivots, and everything in between.
Everything shared on this podcast is based on personal experience and opinion. Unless explicitly stated otherwise, no content should be considered professional, legal, or career advice. Any mention of companies, products, or individuals is done in a personal capacity and does not represent the views or endorsements of those organizations or people. If a sponsorship or paid partnership is ever included, it will be clearly disclosed during the episode.
