The Digital Shift™
Get to know the powerhouse duo behind The Digital Shift™! With decades of experience scaling businesses and a no-nonsense approach to strategy, Jessica and Natasha live to see entrepreneurs take control of their growth. From tech tips to confidence-building, these two bring the inspiration and insights you need to make things happen.
The Digital Shift™
Episode 54: Behind the Curtain: Our 2025 Lessons, Wins, and What’s Next for 2026
Before you sprint into another year of systems, funnels, and scaling—it’s time to pause, reflect, and pull back the curtain.
In this transparent, tell-it-like-it-is episode of The Digital Shift™, Jessica Green and Natasha Roberson get real about what 2025 actually looked like behind the scenes at Self Made.
From joining a paid-ads mastermind and sharpening their sales game inside Sales Girl Bootcamp, to hosting three virtual summits, building their marketplace, and prepping for their first live event—nothing is off limits.
Jess and Nat break down the good, the bad, and the ugly: what worked, what didn’t, and how they’re turning the ship back toward the original Self Made vision—empowering female entrepreneurs to master automation, mentorship, and simplicity.
It’s an honest Plan → Do → Review conversation packed with real stories, business pivots, and lessons learned the hard way (plus a few bloopers you’ll definitely relate to).
🧠 Key Topics Covered
✅ The Big Shifts of 2025 — From build mode to refine mode
✅ What Self Made was built for (and how they found their way back)
✅ 3 Virtual Summits, The Podcast, Workshops, and Wins
✅ Paid Ads Mastery + Sales Girl Bootcamp lessons
✅ The biggest losses, agency burnout, and bloopers they can now laugh about
✅ The Plan → Do → Review: What they’ll Keep, Start, and Stop in 2026
✅ Why “boring makes billions”—and simplicity always scales faster
Try the Self Made Hub for free! Start aligning your business with your vision using our all-in-one platform. Get access today at www.self-made.biz/thehub
Looking to accelerate your tech journey and start learning how to infuse tech into your business to scale in this next year? You can join our next 90 Day accelerator here: www.self-made.biz/accelerator
Not ready to go all in yet, but would like to join our Digital Shift Studio- get in depth training from The Tech Savvy Mentors on creating your brand, offers, products, services, coaching programs, digital assets and more? Join here: www.self-made.biz/digital-shift-studio
Follow us for more!
Jessica Green @iamjessgreen
Natasha Roberson @yourautomationmentor