Why do creatives assume stakeholders don't care about good work, while stakeholders assume creatives are precious artists who can't handle feedback? That fundamental misunderstanding damages relationships, undermines creative quality, and keeps teams stuck in reactive, order-taking mode.

In this episode, Jen Perry, Executive Creative Director at Vagrants, shares what she learned by doing something most creatives never do: going in-house, then returning to the agency world. That dual perspective gave her rare insight into the pressures both sides face. She explains how to build genuine empathy with stakeholders, why information sharing is a core leadership responsibility, and what it takes to position creative teams as business partners instead of service providers.

About the Guest

Jen Perry is the Executive Creative Director at Vagrants, a creative studio in Boston. She spent 15 years at traditional network agencies including BBDO, Deutsch, and Hill Holiday before moving in-house to build and lead a creative team at a tech company. Unlike most creatives who go in-house and never return, Jen went back to agency life with a fundamentally different understanding of stakeholder pressures, business constraints, and what it takes to connect creative work to business outcomes.

Key Topics Discussed

• Why traditional agencies separate creatives from clients and how that stunts professional growth, especially when creatives go in-house
• The empathy gap: what creatives misunderstand about stakeholders and what stakeholders misunderstand about creatives
• Practical ways to build empathy
• Why information-sharing is a core part of creative leaders’ jobs

Connect with Jesse

• Take the free Creative Ops Assessment at www.infocusconsulting.net/creative-ops-assessment
• Connect with Jesse on LinkedIn: https://www.linkedin.com/in/jessekrinsky
• Have a creative ops challenge you're facing? Want to be a guest on the show? Reach out at jesse@infocusconsulting.net

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If you found value in this episode, please subscribe to Creative Ops Compass and leave a review. Your feedback helps other creative leaders find the show and shapes future episode topics.

Why do some in-house creative teams thrive while others get caught in an endless cycle of being brought in-house, then outsourced, then rebuilt, then eliminated again?

In this episode, Lisa M. Watts, CEO and Founder of CREE8, explains why infrastructure designed for velocity looks completely different than infrastructure designed for cost control. She shares practical frameworks for reframing conversations with IT departments, scaling distributed teams securely, and proving strategic value through metrics that actually matter to the C-suite.

About the Guest

Lisa M. Watts is the CEO and founder of CREE8, a cloud-native production platform built around a “Studio-in-a-Box” infrastructure designed to give creative teams visibility into their work, control over their assets, and the velocity brands now demand. Before founding CREE8, Lisa spent nearly 25 years at Intel, where she pioneered initiatives including the first VR esports league and Intel's first virtual CES booth. She's a member of the Television Academy (Emmys), Forbes Business Council, and Hollywood Professionals Association. Under her leadership, CREE8 won the 2025 NAB Show Product of the Year Award and has executed three strategic acquisitions to build an end-to-end platform for creative production teams.

Key Topics Discussed

• The IT department disconnect: why creative infrastructure needs look like "apples and oranges" to IT
• How to reframe infrastructure conversations from cost control to velocity and business outcomes
• Where technical infrastructure steals time from strategic creative work
• Why "velocity minus control plus AI equals chaos"

Connect with Jesse

• Take the free Creative Ops Assessment at www.infocusconsulting.net/creative-ops-assessment
• Connect with Jesse on LinkedIn: https://www.linkedin.com/in/jessekrinsky
• Have a creative ops challenge you're facing? Want to be a guest on the show? Reach out at jesse@infocusconsulting.net

Subscribe & Review

If you found value in this episode, please subscribe to Creative Ops Compass and leave a review. Your feedback helps other creative leaders find the show and shapes future episode topics.

Why do some DAM implementations transform how teams work while others become expensive digital filing cabinets that nobody trusts?

In this episode, Phil Seibel of Aldis Systems explains why the platform is never the problem. The real difference between owning a DAM and having an effective DAM system comes down to governance, resourcing, and understanding your team's actual workflows. Phil shares practical frameworks for planning DAM implementation, avoiding the side project trap, and building systems around how people actually work rather than theoretical best practices.

About the Guest

Phil Seibel is a digital librarian with Aldis Systems, a media asset management company that helps organizations implement, optimize, and manage DAM programs. Phil brings a library science background to the technical challenges of digital asset management, focusing on user journey mapping, metadata governance, and building sustainable systems. At Aldis, Phil works with enterprise clients across industries to design DAM programs that align with actual workflows and deliver measurable ROI.

Key Topics Discussed

• The critical differences between owning a DAM platform and having an effective DAM system
• Why governance matters more than platform features
• The questions teams don't ask that they should about user journeys and workflows
• Resourcing options: hiring internally, fractional support, or full outsourcing
• The risks of treating DAM management as a side project

Connect with Jesse

• Take the free Creative Ops Assessment at www.infocusconsulting.net/creative-ops-assessment
• Connect with Jesse on LinkedIn: https://www.linkedin.com/in/jessekrinsky
• Have a creative ops challenge you're facing? Want to be a guest on the show? Reach out at jesse@infocusconsulting.net

Subscribe & Review

If you found value in this episode, please subscribe to Creative Ops Compass and leave a review. Your feedback helps other creative leaders find the show and shapes future episode topics.