About

Built by operators.
For operators.

The founder

Jenn Dieas started Pretty Creative
because the work wasn’t being done.

Jenn spent 19 years as the operating partner at Glowout, a Chicago spray tan brand that grew from a single room to 8 locations across 4 states. Over those years, she hired and fired more freelancers, agencies, and consultants than she can remember — paying for work that was overscoped, underdelivered, and usually about to become someone else’s problem.

The common pattern: creative people who could make something beautiful but had never run a business, and business people who understood spreadsheets but couldn’t tell you what actually made a customer come back. Nobody who combined both.

Pretty Creative Company exists to be that combination. A boutique firm built by small business owners, for small business owners, staffed with operators who have lived what their clients are living. We build SmartSites, operations systems, and strategic guidance — the work that actually moves a business forward, delivered by people who know the difference.

What we believe

Five principles we built
the company on.

01

Clients own their data.

Every system we build, the client owns — the domain, the CRM, the content, the pipeline. No vendor lock-in. No hostage situations.

02

The best work is boring work.

Schema markup. Caching headers. Lead-routing automations. The parts nobody writes case studies about are the parts that compound.

03

Say no more often than yes.

If a project isn't a fit, we say so. If a service isn't what the client actually needs, we recommend what is. The fastest way to ruin a reputation is to sell the wrong thing.

04

Price for the real cost.

Our work takes time. Our builds are custom. Our pricing reflects that — not because we're expensive, but because we're honest about what hand-built takes to ship.

05

The room matters.

The businesses our clients build are shaped by the company they keep. Our community exists to put dreamers AND doers in the same room.

The Bench

Hand-picked operators. No offshore handoffs.

Studio partner

Steph

Studio partner alongside Jenn at Pretty Creative Co. The second principal on engagements that need a deeper bench — brand strategy, creative direction, and the second-set-of-eyes work that keeps an engagement honest.

AI engineering & ops

Shane Schwartz

Independent AI operator — builds the digital employees, automation, and the intelligent infrastructure that runs across beauty, real estate, telehealth, HVAC, title services, and more. Subcontractor under the Pretty Creative Co. umbrella. Author of the L5 framework documented at /claude-levels.

08 / Ready to work

Let's see if we're a fit.

Tell us about your business. We'll tell you honestly whether we're the team for it.