messy desk with sharpie highlighters, personal development books, and JBL headphones on top of a journal

OUR SERVICES

Building Brave Brands with Creativity and Strategic Thinking

Every service supports our internship program for creative teens itching to dive into digital storytelling and tech.

Squarespace Gold Partner.

Google-certified.

Squarespace Gold Partner.

Squarespace Gold Partner. Google-certified. Squarespace Gold Partner.


Emotional Intelligence Coaching

Get your head and heart aligned before they burn out trying to "fake it till they make it." These 60-minute 1:1 sessions are equal parts strategy and sanity.

➔ Clarify your mindset so your business decisions don’t feel like a dumpster fire

➔ Learn to lead with empathy and purpose (even when sh*t hits the fan)

➔ Identify burnout triggers before they sabotage your growth

➔ Walk away with a custom action plan that doesn’t require becoming a whole new person

board of post-its defining strategy


Digital Strategy

A 60-minute 1:1 session to help you untangle your digital presence and turn scattered efforts into a streamlined plan. We'll audit your website, workflows, and customer journey—then map out exactly what to tweak, drop, or double down on.

➔ Get a mini audit of your site, workflows, and customer journey

➔ Pinpoint where your leads are falling through the cracks

➔ Leave with a step-by-step strategy doc that’s doable

➔ Perfect for solopreneurs who need clarity with action

apple magic keyboard - chatgpt training


ChatGPT Training

Hands-on 60-minute 1:1 sessions to help you train ChatGPT to talk like you and handle the busywork so you can stay in your creative zone.

➔ A full tutorial on how to ethically build with ChatGPT and easy editing tricks

➔ Build content prompts and workflows that save hours every week

➔ Learn how to use AI for blogs, bios, emails, and more

➔ Walk away with a toolkit you can reuse and tweak as you grow

MacBook on a table with plants next to


Website Development

We build bold, conversion-focused Squarespace sites that look good and get sh*t done. Each project includes custom pages, SEO basics, and optional launch support—no dev degree required.

➔ Clean, bold design built to convert, not just look pretty

➔ Includes 4–5 core pages, privacy policy, and terms setup

➔ Mobile-optimized and SEO-ready from day one

➔ Easy to update on your own—no tech stress or coding rabbit holes

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collage art of woman's mouth

COMING SOON

THE GROWTH LAB

Designed for new founders and small biz owners, this course blends smart strategy with principles from organizational psychology to help you work with your brain, not against it. You’ll learn how to create systems, content, and a digital presence that aligns with how you think, communicate, and thrive—so growth feels natural, not forced.

Lifetime Access: $37

Meet the Founder.

Meet the Founder.

BEHIND THE SCREEN

Ashley Kesner, MSM

ashley kesner, founder, cherry street

Cherry Street is where creative fire meets operational genius. With over a decade of CRM experience and contributing to some of the top marketing agencies in the country, Ashley brings big-league strategy to small business brands that crave authority and purpose.

Armed with a Master’s in Marketing and currently aiming for a PhD in Organizational Psychology, she blends art, science, and systems to help creative entrepreneurs own their story online.

Ashley reached out with advice to fix the mobile issues on my site (that I failed to even notice). Her knowledge was spot-on and the issue was remedied within minutes. Thank you.

—KYLE CREEK, fka “The Captain”

Ashley is an honest, hard-working mother who has become a pioneer of something amazing! She’s an amazing human and makes everyone feel seen and heard. Kickass work!

—KYLE LOOMIS, Metalcore Artist

She knows how to make computers more efficient and how to build a brand. I’m glad she took the time to write back. She wants to see others reach their full potential in life.

—DEAN HEAVEN, Biz Author

Did someone say…FREE?