Cut the chaos,
keep the creativity

I'm Ryan, a digital business manager for early-stage startups and agencies who are starting to scale.

I help growing teams build repeatable, AI-enhanced systems so you can delegate faster, hire smarter, and step out of the weeds without losing your creative edge.

Headshot of Ryan Fann

📍Based in Chicago, available anywhere.

what i help with

I help creative teams stop reinventing the wheel and start moving with clarity.
services in detail →

Hi, I'm Ryan

a digital business manager who builds the behind-the-scenes systems that help creative teams breathe.

I design intuitive, AI-enhanced workflows, clear documentation, and async tools that reduce friction and free up your team’s creative energy. For the past 3 years, I’ve supported early-stage startups like Aloa and Subject and agencies like DBC in creative ops and digital business management.

Some of my proudest work accomplishments include:

📈  3× monthly site traffic

* From 17k to 50k by scaling content systems and SEO. *

🛠 Built support attribution system,  0 → 1

* Improved visibility between support and success teams. *

🧠 Reduced content rewrite rate by 33%

* Dropped from 45% to 30% by improving briefs and feedback loops. *

Outside of work, I’m usually on stage doing improv or unwinding on my yoga mat.

Book a free intro call →
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Testimonials

Ryan is a fantastic operator who can step into execution or strategy.


Faith, CEO
Faith, CEO
@ Digital By Creatives
Ryan has a great instinct for building systems that scale, improving processes, and takes full ownership of his domain.
Dylan, VP of Operations
Dylan, VP of Operations
@ Subject
Ryan's systematic approach to marketing helped us scale our team and 3x our monthly web traffic. Highly recommended!
David, Co-Founder
David, Co-Founder
@ Aloa

🤝 Let’s Work Together

I'm looking for retainer-based freelance roles where I

🎨 Own and maintain creative or content ops systems

🧭 Build AI-enhanced documentation, training, and operational structure

📚 Embed with creative studios or startup teams (even part-time)

🧩 Act as a strategic operator, not just a task-taker

Schedule a free CALL ☎️

Case Studies

Projects I'm proud of

Optimizing Customer Support System for Analytics @Subject

Built a lightweight Intercom tagging system and reporting dashboard that gave Subject’s success team clarity on what users needed—without adding overhead to the support team.

See This Project →

Content Planning & Asset Hand-Off System @DBC Brand

Scaled up DBC’s content system by introducing briefs, templates, and clearer handoffs, which reduced confusion across teams and improved the quality + consistency.

See This Project →

Scaling Content Operations & Team Onboarding Flow @Aloa

Built a repeatable SEO content system and trained a 10-person freelance team, growing traffic 3x while freeing the in-house team from day-to-day production.

See This Project →

Lead Magnet Launch: Bootcamp Capstone

Developed project proposal, Asana board, cost estimation and communication guideline for a mock lead magnet launch for a bootcamp capstone project.

See This Project →

⚡Ready to Work with me?

Not sure where to start, but know something has to shift?

These one-time starter packages are designed for creative leads who need clarity, traction, or a better system — fast. Whether you're tired of winging it, struggling to get found online, or ready to hand something off (finally), each offer is scoped to give you momentum without a long-term commitment.

Think of it as your first ops win — without handing over the whole backend.

Book a free clarity call →

🌱 What Happens After?

Most of my clients use these as a springboard into longer-term retainer partnerships where we can:

Keep momentum going with monthly optimizations
Dig deeper into strategic growth areas
Build systems that evolve with your business

If you like how I work, we’ll map out what sustained support looks like based on your goals and team bandwidth.

Starter Packages

Not seeing what you need? Add-ons and Customizations are Available

Operations Tune-Up

One week, one workflow, one thoughtful upgrade that makes everything smoother.

Starting at: $500
One Time Project

Base Package Includes...

  • 1x 60–75 min deep-dive session to unpack what’s slowing you down
  • Custom-built solution in a tool you already use
  • Loom walkthrough to hand off the system and light documentation of process (1–2 SOPs or pages)
  • 7 days of async support (Slack/email) for Q&A

Hiring Package

For creative leads ready to delegate but not sure where to start.

Starting at: $750
One Time Project

Base Package Includes...

  • Discovery Call: 1hr intake call to discuss hiring needs
  • Job Description: Clear, customizable job briefs + descriptions aligned to your actual business needs
  • Job Board Posting: 2 job board recommendations + account set up
  • Application Collection: Set up Airtable form to collect responses

Search Engine Optimization

For brands that feel invisible online and want to build real traction.

Starting at: $600
One Time Project

Base Package Includes...

  • Full-site audit with scorecard and Loom walkthrough
  • Fixes for 3–5 priority issues (e.g., broken links, metadata, indexing)
  • Page optimizations for 2 high-impact pages (e.g. Home, Services, Blog)
  • 3 Quick content next steps tailored to your website

⚡Ready to Work with me?

If you’re juggling too much and not sure where to start, you’re not alone.

These starter packages are designed for creative leads like you: folks who want clarity, quick wins, and systems they don’t have to babysit.

It’s a low-lift way to get support, without handing over the keys to your whole business.

🌱 What Happens After?

Most of my clients use these as a springboard into longer-term retainer partnerships where we can:

Keep momentum going with monthly optimizations
Dig deeper into strategic growth areas
Build systems that evolve with your business

If you like how I work, we’ll map out what sustained support looks like based on your goals and team bandwidth.

Book a free clarity call →

signature Starter Packages

Not seeing what you need?
Add-ons and Customizations are Available

Operations Tune-Up

One week, one workflow, one thoughtful upgrade that makes everything smoother.

Starting at: $500
One Time Project

Base Package Includes...

  • 1x 60–75 min deep-dive session to unpack what’s slowing you down
  • Custom-built solution in a tool you already use
  • Loom walkthrough to hand off the system and light documentation of process (1–2 SOPs or pages)
  • 7 days of async support (Slack/email) for Q&A

Hiring Package

For creative leads ready to delegate but not sure where to start.

Starting at: $750
One Time Project

Base Package Includes...

  • Discovery Call: 1hr intake call to discuss hiring needs
  • Job Description: Clear, customizable job briefs + descriptions aligned to your actual business needs
  • Job Board Posting: 2 job board recommendations + account set up
  • Application Collection: Set up Airtable form to collect responses

Search Engine Optimization

For brands that feel invisible online and want to build real traction.

Starting at: $600
One Time Project

Base Package Includes...

  • Full-site audit with scorecard and Loom walkthrough
  • Fixes for 3–5 priority issues (e.g., broken links, metadata, indexing)
  • Page optimizations for 2 high-impact pages (e.g. Home, Services, Blog)
  • 3 Quick content next steps tailored to your website