Design Better

Jessica Hische and Chris Shiflett: Designing business tools that support how creatives actually work

Dec 9, 2025
Jessica Hische, a renowned lettering artist and author, and Chris Shiflett, an engineer and community builder, delve into their journey of creating Studioworks. They reflect on the vibrant energy of co-working spaces and early web creativity. The duo discusses their decision to focus on essential tools for creatives, such as invoicing and project management, while emphasizing sustainability over venture capital. Their passion for community and resource-building shines through as they share insights on how to elevate the freelance experience and foster collaboration among independent studios.
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ADVICE

Make CRM Human And Relationship-First

  • Build a light, human CRM that resurfaces relationships rather than a cold sales pipeline.
  • Remind studios about follow-ups, birthdays, and client moves to keep relationships active.
INSIGHT

Designers Spot Hidden Friction

  • Designers excel at noticing small but crucial friction points that others overlook.
  • Those observations lead to product features that genuinely improve user dignity and outcomes.
ADVICE

Favor Small Sustainable Growth

  • Start as a modest, sustainable small business instead of chasing VC growth and aggressive fundraising.
  • Keep overhead low and prove traction before taking external capital so you don't pivot away from your vision.
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