90-Day Leadership Team Reset

Find the leadership patterns slowing your team down.

Fix them before they cost you the people your growth depends on. Coach-led 360 feedback for each executive, with a clear development plan for the individual & team.

Apply now: one-month waitlist, three teams max.

Trusted by leaders at
  • Microsoft
  • Walmart
  • United Nations
  • L'Oréal
  • Warner Bros.
  • Big Idea Ventures
  • Entrepreneurs' Organization
Who it’s for

Leadership teams with a problem that keeps coming back

The company has grown, and leadership habits that once worked are starting to cause problems.

Decisions keep getting reopened because people leave meetings with different understandings.

A leader gets results, but creates friction your strongest people work around, or walk away from.

Each one has a real cost:

  • The meeting that happens twice
  • The work that gets redone
  • The strong people who quietly start looking elsewhere

If any of this sounds familiar, this is built for you.

The higher you go, the harder it is to get honest feedback on your leadership.

As the stakes rise, so does the cost of telling someone the hard truth, and people start withholding to keep the peace.

Most leaders can feel that gap, but they can’t see inside it.

The solution is having a coach lead a confidential conversation.

Useful feedback, not criticism

Selected key stakeholdersUp to nine colleagues per leader, chosen together at intake.
Specific moments, not ventingI ask what specific behaviors people have actually seen, including what’s worth keeping.

Founders consistently say it’s the most positive feedback they’ve gotten in their whole careers.
Each leader hears it first, privately, with meNo one’s individual report is shared with the team.
What changes

Every executive knows what to work on, and the team knows what it’s changing together

Your best people have a reason to stay

They get a specific plan to grow, and the friction pushing them out gets fixed.

You stop doing other people’s jobs

Each leader owns what’s theirs, so you stop covering gaps and redoing work.

Fewer decisions bounce back to you

Leaders leave meetings with the same understanding, so decisions stop getting reopened and stop landing back on your desk.

Each leader knows exactly what to change

The strengths worth protecting and the one or two changes that matter most, in a one-page plan they can start the next day.

Results from leaders like you
Most of my direct colleagues have called it out. I’m growing in how I problem-solve, in how I communicate, and in how I collaborate.
Matt RedlerFounder & CEO, Panther
Through collecting 360 feedback from those who work with me in various functions he was able to paint a picture of what they valued about me as well as what they need from me most. This has served as an extremely helpful compass…
Jeremy YatesCo-Head of Art, Naughty Dog
One of the most powerful levers in how my company has advanced, evolved and grown in these 14 months since its birth. Kelby is kind, insightful, and has solid tools up his sleeve.
Shoshana Grossman-CristFounder & CEO, Social Impact Compass
It was a transformative experience. He has a deep understanding of the unique pressures that founders face and provided practical strategies to navigate them. I highly recommend him to anyone seeking a compassionate and effective coach.
Marc RouhanaFounder & CEO, OnScreen
In a short amount of time with him I reached the A’HA moment that I have been looking for a very long time. He is able to pick up on patterns of what you say in order to reach a clear conclusion of where your direction should be.
Eller EverettCo-Founder, BothOfUs
Kelby is one of the most thoughtful, insightful individuals I have had the pleasure of speaking with. He always helps me see my issues from a helpful lens and gives me effective strategies to tackle the challenges I present to him.
Blake RichardsonCo-Founder & CEO, EaseAlert
How it works

Individual 360s for everyone on your team

A 360-degree perspective. Confidential conversations with the people around each leader, turned into an actionable plan.

For each leader

  1. IntakeSixty minutes on what matters most to them right now. Together we choose who to interview.
  2. Confidential interviewsConversations with the colleagues who see their leadership up close: direct reports, peers, and the people above them.
  3. Written reportStrengths, blind spots and patterns, anonymized and aggregated into themes.
  4. DebriefNinety minutes to take it in and choose what to work on. It ends in a one-page plan.
  5. 30-day check-inThirty minutes on what they tried, what happened and what to adjust.

For the team

Team patterns session

Once every leader has been debriefed, the team sees the patterns that showed up across leaders and turns them into a few shared priorities:

  • Which recurring behavior is creating avoidable work
  • What the team will do differently
  • Who owns each change

The session works from patterns across the team. No one’s individual report is shared with the group.

What to compare

Most 360s stop at the report

If you’re weighing options, these are the questions worth asking any provider.

QuestionTypical survey 36090-Day Leadership Team Reset
What comes back?Scores against a benchmarkWhat people said, and the specific moments behind it
What about the team?Separate reports, one per leaderA team session that sets shared priorities with owners
Does anyone follow up?RarelyA 30-day check-in with every leader
Who walks them through it?A PDF, sometimes an HR partnerA Master Certified Coach, live, for 90 minutes
Who’s asked?Whoever the leader nominatesA list we build together, including someone they’ve had friction with
What if it isn’t useful?You’ve paid for the reportYou pay the second half only if it was worth it
Investment

Apply now: one-month waitlist, three teams max

You work with me directly. I conduct every interview and every debrief myself, so I take on three leadership teams at a time.

Team 360

For teams ready to carry the plan forward on their own. For a team of four, you get:

  • 4 60-minute intakes to set what matters most
  • Up to 36 confidential interviews, nine per leader
  • 4 written reports on strengths, blind spots and patterns
  • 4 90-minute debriefs with a Master Certified Coach
  • 4 one-page plans each leader can start the next day
  • 4 30-day check-ins on what they tried and what to adjust
  • 1 team session that sets shared priorities, each with an owner
  • 1 90-day progress check with each leader’s colleagues
  • No admin for your team, I schedule every interview.
$10,000per leadership team
Book a 30-minute fit call

Team 360 + CEO Coaching

For founders who want a partner through the whole change, for the team and for themselves.

  • Everything in Team 360 + Coaching
  • Six monthly 90-minute team coaching sessions, instead of three
  • Twice-monthly 1:1 coaching for the CEO for six months
$25,000per leadership team
Book a 30-minute fit call

Two guarantees

Pay half now, the rest only if it was worth it. You pay the second half after the debriefs, and only if you think it was worth it.

I keep working until it works. At 90 days, I check in with each leader’s colleagues. If they don’t see progress, I keep coaching your team for free until they do.

Pricing covers a leadership team of up to four

Larger team? Pricing scales with team size, and we’ll set it together on the fit call.

Kelby L. Kupersmid, arms crossed, smiling
Who you’ll work with

Kelby L. Kupersmid, MS, MCC

The world’s youngest Master Certified Coach (MCC)

For the past 13 years, I’ve coached leaders through their next stage of growth. From Fortune 100 boardrooms and United Nations field offices, to Superior Court judges and startup founders in more than 35 countries.

I help founders get out of their own way and build advanced leadership skills to achieve sustainable high performance. Leaders trust me to turn their “people problems” into their greatest assets.

Clients often say that individual 360s are one of the most valuable parts of my coaching. This Team 360 takes it to the next level. I can’t wait to see what you accomplish with it.

Questions leaders ask

Will my team just criticize me?

No. You choose whose opinion you value, and I ask specific questions to get honest feedback on leadership behaviors. Founders often say it’s the most positive feedback they’ve gotten in their whole careers.

Is it confidential?

Yes. The report will include anonymized and aggregated themes for each leader, never verbatim comments. Every interviewee hears that before we start. It’s why people answer honestly.

Who gets interviewed?

For each leader, up to nine colleagues who see their leadership up close: direct reports, peers, someone above them, and ideally at least one person they’ve had friction with. We choose the list together at intake.

How is this different from a survey-based 360?

A survey gives you scores against a benchmark. Interviews give you what people actually said and the moments behind it, and each leader works through it live with a Master Certified Coach instead of reading a PDF alone.

What happens after the 30-day check-in?

With Team 360 + Coaching, we keep working together through the following quarter. With Team 360 + CEO Coaching, we work together for six months, including 1:1 coaching for you. With the Team 360, the team carries the plan forward from there. 1:1 executive coaching for other leaders is available with any plan.

For investors, accelerators and peer groups

Give your companies the upgrade

Any leadership team you introduce gets Team 360 + Coaching at the Team 360 price. Your founders get the hookup, and you get a better-run company.

Talk about partnering

Find out what’s slowing your team down.

In 30 minutes you’ll know which leadership pattern is costing you most, whether or not we work together. There’s a one-month waitlist, and I take three teams at a time.

Book a 30-minute fit call