How I Think
I care deeply about people and believe that many of the barriers to doing our best work stem from unexamined issues in the “operating system” of how we work—issues that are fixable.
How I Work
1/3
LISTEN TO UNDERSTAND
Every project begins with uncovering the root causes behind visible challenges. Most often, these challenges stem from a complex mix of factors. By taking the time to truly understand these nuances, I ensure that solutions are need-based and lead to meaningful, lasting outcomes. Listening isn’t a one-time step—it’s a continuous process that guides and informs every stage of a project, from start to finish.
“Jen excels at getting to the heart of what is really needed, then creating something that will effectively address that need. She listens well and asks the right questions.”
Head of Development
Large Art Museum
2/3
CLARIFY AND ALIGN
Once challenges are understood, the next step is creating clarity and building alignment. I design and facilitate custom meetings, strategy sessions, and planning workshops that bring teams together to uncover ideas, address tensions, and define shared goals. Whether a session is 90 minutes or spans several days, the focus is on achieving clarity, alignment, and an energized team ready to take action.
“Jen has an incredible gift for facilitating groups through the journey from vision to action. During our Board strategic planning session, she helped us distill our priorities and establish concrete initiatives. She has a special ability to create a space where everyone feels heard while keeping focused on outcomes. If you're looking for someone to help your team turn goals into reality while strengthening connections along the way, Jen Holmes is exactly who you need.”
Executive Committee Member
Tech Nonprofit
3/3
EXECUTE TOGETHER
With clear goals and alignment in place, I work alongside teams to implement tailored solutions that drive meaningful change. Whether it’s refining how information is shared, decisions are made, or meetings are run, every approach is customized to fit the unique needs of the organization. The focus is on creating adaptable practices that lead to lasting improvements in how work gets done—ensuring success long after the project ends.
“Thank you so much for proverbially ‘teaching me how to fish!’ I left our session so excited to continue, and practice what I learned.”
Technical Lead
Arts Nonprofit