Founders don’t have time for mediocre offsites.

Work with me to…

Plan Every Session

Offsites shape culture and performance. Yet most teams don’t plan until days or hours before the gathering. From pre-work to agenda design, I ensure your team leaves aligned, energized, and working toward the same goals.

Facilitate the Experience.

No meandering conversations. No wasted time. I help leaders move through conflict and ambiguity with productive dialogue. And your offsite won’t evaporate into “that was nice.” I provide follow-through, documentation, and next-step clarity so change sticks.

Manage Logistics

Stay fully present with your team. If desired, I can handle vendor coordination, prep materials, timelines, and every invisible details that make an offsite or executive session run smoothly. You get a seamless experience without decision fatigue.

Ready to make your offsite exceptional?

Get in touch

Experience Design

No two offsites look identical. I work with all flavors of groups, from small exec teams in rented Airbnbs to all-company forums in hotel conference rooms.

I'll design a custom experience that maximizes your ROI and leaves your team energized and aligned. Depending on your goal, you might mix and match a few different sessions from the options below.

  • 3- 6- or 12- Month Planning

    Set company-wide goals for your next milestone using OKRs or your favorite goal-setting framework

    Leadership Operating Principles

    Define leadership team behaviors and have a shared understanding of "what leadership looks like here" and "what we want to model"

    Initiative-Specific Sessions

    Drive discussions on very specific initiatives such as AI strategy, NTM marketing plan, crushing the competition, risk assessment, etc

    Culture Mapping

    Use employee engagement surveys or Lencioni frameworks to identify gaps and co-design team norms around culture

    Values Deep Dive

    Align on company values, mission, and vision—refine existing or create new

  • Mini-360 Feedback

    Workshop feedback themes individually, and as a team to increase trust and alignment. Clear the air and say the unspoken

    "Hot Seat" Sessions

    Problem-solving sprints where each leader brings a challenge and the team actively focuses on solutions

    Great/Bad Decisions

    Reflect on past decisions to co-create a Decision Checklist or Principles for future calls

    Personality Frameworks

    Enneagram, Myers-Briggs, StrengthsFinder, DISC, or Big Five profiling to understand work styles and blind spots

    Conflict Personas

    Map team conflict styles to identify patterns and build healthier tension resolution

  • Trust Battery Ratings

    Inspired by Shopify's Tobi Lutke—privately rate trust levels and identify what builds or breaks trust

    What I Wish You Knew

    Anonymous feedback exercise revealing impact and admiration, creating space for vulnerable conversations

    "Backchannel Stories"

    3-5 minute personal stories about defining leadership moments to humanize the team and reveal shared values

  • Team Challenges

    Custom trivia, Amazing Race, scavenger hunts, cooking competitions, or outsourced activities like escape rooms

    Werewolf

    The ultimate team bonding game of deception and deduction (yes, people have hired me just for this!)

    Experiences

    Morning yoga, hip hop dance class, meditation, poker tournaments, & hikes all can be led by yours truly

What Leaders Are Saying

  • "In my 10+ years working with executive coaches and leadership facilitators, Whitnie stands out as the most impactful by far. Her presence during our executive offsite was genuinely healing, bringing a framework that felt uniquely tailored to our team's specific dynamics and growth areas. Unlike other coaches who apply generic methodologies, Whitnie's authentic approach created the exact space we needed for breakthrough conversations and meaningful transformation. I cannot recommend her highly enough for leadership teams ready to do the real work."

    Charlie Nelson - COO, Pave (a16z, Bessemer, Craft, Index-backed)

  • "Whit’s been an incredible partner to me and our exec team at Metronome. She’s run a few of our leadership offsites and helped us get way sharper on how we operate, where we’re headed, and who owns what. She’s got this rare combo of warmth and precision — she can make space for real, candid conversations *and* keep us moving toward clear decisions. Every time we work with her, we walk away more aligned, focused, and energized."

    Scott Woody - CEO, Metronome (General Catalyst, NEA, a16z-backed), acquired by Stripe

  • "In just a few weeks, Whit helped us take what started as a loosely defined offsite and turned it into a thoughtfully structured, high-impact week that genuinely moved Veda forward. She immediately dove into the details with me, co-designing sessions, stress-testing our org structure, building frameworks, and helping bring clarity to areas we had been struggling to articulate. The team loved the experience, but more importantly, it gave us the alignment and momentum we needed. Whit does not just facilitate; she builds systems. Because of her push, we now have clear Operating Principles, consistent operating rhythms, real one-on-ones, a published org chart, and the foundational people-ops pieces finally in place."

    Stephanie Vaughan - COO, Veda (CoinFund backed)

  • "I want to call out how incredible Whit has been and how much appreciation all of the founders have for her. From the pre-retreat logistics to every moment during the program, she made something this complex look effortless. Everything ran smoothly and felt intentional -the way keys were handed out on the first day, the books appearing at the exact moment they were mentioned in a session, the blankets and shuttle after dinner on the second night - I could go on and on. Every detail was thought through. This was a masterclass in user experience and what operational excellence looks like. "

    Ben Biran - CTO, Formable

  • "Whit helped us organize and execute perhaps our best quarterly leadership offsite ever. As a growth stage company, we often have to scramble in the few weeks leading up to the event to plan an event that is quite expensive given the attendees. She ensured we got a very high ROI from the offsite because of the clarity she drove on what we as a leadership team needed to do coming out of it. We left the event bonded as a team and ready to take on the coming quarter. I highly recommend working with her."

    Besik Mikhelashvili - Head of People, Overjet (Insight Partners, General Catalyst backed)

  • "We not only had a great time, but we and really appreciated Whit’s expert facilitation. It made it so much more impactful than any previous offsite we've had. "

    Justine Palefsky - CEO, Kindred (a16z, NEA, Bessemer backed)

  • "Whit did a tremendous job facilitating our leadership team's offsite which also included a 360 process in the preceding weeks. I was admittedly a bit nervous coming into the offsite, as I didn't know how some of the relationship dynamics would manifest themselves during the time away from the offsite. Now that the dust has settled, I can safely say that the offsite vastly exceeded my expectations. Our team feels more cohesive and energized than I can ever recall, and I attribute a lot of this to Whit. She has an excellent ability to read people and team dynamics. I am looking forward to working with her many times again. "

    Matt Schulman - CEO, Pave ( (a16z, Bessemer, Craft, Index-backed)

  • "Whitnie was such a wonderful partner for our first kickoff as a newly formed executive leadership team. She brought an amazing balance of warmth, energy, and thoughtful guidance, creating a safe space where everyone felt heard. Clearly an expert facilitator, Whitnie has a natural finesse in knowing when to step in with guidance to steer us toward alignment and when to let the conversation unfold. She brought professionalism and fun to building out operating principles, working together, and getting us to gel."

    Su In Park - Head of People, Metronome (General Catalyst, NEA, a16z-backed), acquired by Stripe

Let's create an experience that maximizes every minute together.

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