ZenPilot's Brand Update and Service Model Evolution with Andrew Dymski
Key Takeaways
- A brand refresh should reflect your company's current positioning - ZenPilot moved from a panda mascot to a modern, tech-forward identity
- Offering multiple implementation paths (managed, coached, and DIY) lets agencies choose the level of support that fits their budget and timeline
- Post-implementation support retainers are critical for sustaining adoption and preventing teams from reverting to old habits
Gray MacKenzie sits down with ZenPilot co-founder Andrew Dymski to discuss the company’s recent rebrand, evolving service model, and what it takes to build a high-performing team around a single platform focus.
The Rebrand: From Panda to Modern Tech
ZenPilot transitioned from its original panda mascot to a cleaner, more tech-forward brand identity. The change was intentional - as the company matured from a scrappy startup into an established ClickUp implementation partner, the visual identity needed to match the level of work being delivered. The new branding signals innovation and professionalism to agency owners evaluating operational partners.
Three Paths to ClickUp Implementation
The conversation dives into ZenPilot’s three distinct service offerings designed to meet agencies wherever they are:
- Full Managed Implementation - ZenPilot’s team handles the heavy lifting of building out ClickUp for the agency, configuring workspaces, templates, and workflows based on the agency’s specific needs.
- Guided Coaching Model - A 10-12 week program where ZenPilot coaches walk the agency’s team through implementation step by step, building internal capability along the way.
- Self-Directed DIY Pathway - For agencies with tighter budgets or strong internal operations talent, ZenPilot provides resources and frameworks to implement independently.
All three paths begin with a Blueprint - a two-week strategic planning phase that maps the agency’s organizational structure, goals, and processes before any configuration work begins.
The Role of Post-Implementation Support
Andrew emphasizes that implementation is only half the battle. The real challenge is sustaining adoption over time. ZenPilot offers Elite Support retainers that include weekly check-ins, ongoing optimization, and system maintenance. Without this layer, agencies often drift back to old habits within months of going live.
Building a Team of Intrapreneurs
The episode also covers ZenPilot’s approach to hiring and culture. Andrew describes the “intrapreneur” mindset they look for - people who are humble, curious, and action-oriented. At the time of recording, the company was actively hiring across client coaching, solution engineering, marketing, sales, and automation roles.
Division of Labor Between Co-Founders
Gray and Andrew also touch on how they divide responsibilities. Gray handles the pre-sale and growth side of the business while Andrew oversees post-sale delivery and client success. This clear division has allowed each co-founder to go deep in their area rather than splitting attention across everything.