Subscribe: Apple Podcasts | Spotify
Freelancer Story: From Corporate to Marketing Specialist
Kayleigh Milhalko is one of my Unicorn Digital Marketing Assistant School grads who’s been crushing it. Her journey is one so many of us can relate to—transitioning from the corporate world while juggling motherhood & caregiving. Kayleigh is the owner of Cloud Media Marketing and has been in the digital marketing space full-time for 3 years after leaving a corporate job where she worked in marketing and administration. She’s a marketing nerd who loves being able to use her brain to help clients between school hours and doctor appointments.
She’s sharing her challenges and the game-changing mindset shifts that helped her thrive in her transition to freelancing. We chat about everything from building confidence to handling a variety of marketing tasks without feeling boxed in.
Kayleigh also credits her business growth to the knowledge and support she received in UDMA School, which helped her leap from $20/hr to $45/hr and charge $1500 for a website revamp project!
Listen to learn more about
- how the UDMA School transformed Kayleigh’s business and boosted her confidence
- why you need to be continually updating your skills as a service provider
- the value of community & networking, especially in the Digital Marketer’s Workgroup
- crucial strategies for staying proactive in a competitive job market
- Kaleigh’s #1 tip for freelance marketing assistants
I’m so proud of how much Kayleigh has been able to accomplish! Tune in to hear her valuable lessons on finding your sweet spot in the freelance world.
Sponsored by the UDMA School
Join the Unicorn Digital Marketing Assistant School. This course covers in-demand, highly sought-after digital marketing implementation skills for freelancers to be able to help online business owners build their businesses. Learn the mechanics and strategies of digital marketing in a 12-week online group coaching program and course. Get on the waitlist here!

Connect with Ashley:
- Instagram: @cloud.media.marketing
- Facebook: Cloud Media Marketing
- Website: https://www.cmmct.com/
Links mentioned in the show
- Episode 94: The Property Manager Who Discovered Virtual Assistant Work with Claudia Bretz
- Episode 100: The Starbucks Manager Who Quadrupled Her Income with Natasha Stresseman
- Apply for the Digital Marketer’s Workgroup: Already doing the work and have clients? Need more clients and a better referral network? This is your chance to get in with a tight-knit freelancer community with advanced trainings, networking opportunities, and job leads.
Not a course. A collective for marketers already doing the work.
Our Digital Marketer’s Workgroup is a vetted peer community where marketing specialists get real business support and talk shop with people who actually get it. Applications are open now ⬇️





