Coaching · Speaking · Training

Learn from someone who has held the seat. Then go win yours.

One-to-one coaching for revenue leaders, keynotes and sales kick-off sessions, and training for teams. Built on a career from seller to CRO to CEO, and on coaching national debate champions.

$300M+ in revenue closedSeller to CRO to CEOCoached 6 national champions

Kaleb Jessee
Kaleb JesseeCoach · Speaker · Operator
Coaching

A coach who has carried the number.

Most coaches teach from frameworks. Kaleb coaches from the seat: the board meetings, the missed quarters, the hard hires, the hard conversations.

Flagship One to one · 3 months minimum

Revenue Leader Coaching

For CROs, VPs of Sales, and founders running revenue. A thinking partner who has been in your chair.

  • Two 60-minute sessions a month
  • Support between sessions on live deals, board prep, hiring and comp decisions
  • A 90-day goal you set together, with a check-in on progress
Apply for coaching
One to one · Single session

Hot Seat Session

90 minutes on one problem that can't wait.

  • A board meeting or investor update
  • A comp plan or territory redesign
  • A big deal, a reorg, or a hard conversation
Book a hot seat
Small group · Live cohort

Group Programs

Live, multi-week programs with a small group of peers. First up:

  • The First 90 Days. For new and first-time sales leaders.
  • Win the Room. Debate-trained persuasion and objection handling for sellers.
Join the waitlist

Pricing is shared after a short fit call. Company-paid and team packages available.

Speaking

A national debate champion on your stage.

Keynotes and sessions for sales kick-offs, leadership offsites, conferences and portfolio summits. Practical, direct, and built to change what people do on Monday.

Signature talk

Argue. Listen. Adapt.

What national championship debate teaches sellers and leaders about winning the room: listening before responding, finding the real objection, and making a case people can say yes to.

Sales kick-offsSales teamsConferences
Leadership

Unicorn Dreams, Donkey Systems.

Why ambition without infrastructure isn't a growth plan, it's a bet. Lessons from scaling revenue organizations, including the mistakes, and what to build before you scale.

Leadership offsitesFoundersPE and VC portfolio events
Modern GTM

AI Won't Fix a Bad Revenue Engine.

Where AI creates real leverage in sales and where people still create the advantage. A grounded view from an operator building in AI, not a vendor selling it.

ConferencesExecutive teamsRevenue operations
Diagnosis

The Problem You See Isn't the Problem You Have.

How to trace revenue symptoms back to the real constraint across strategy, pipeline, process, people, leadership and technology.

CEO and board audiencesRevenue leaders
Keynote30 to 60 minutes, with optional Q&A
SKO sessionKeynote plus a breakout or workshop
Fireside chat or panelModerated conversation on leadership and growth
In person or virtualBased in Kansas City, available to travel
Speaker bio

Kaleb Jessee has held every seat in a revenue organization, from seller to CRO to CEO, and has closed more than $300 million in revenue for companies from seed stage to PE-backed. He is a national champion collegiate debater and has coached six national champions. Today he leads Krafted Revenue, where he helps companies build revenue engines that actually work.

Team training

Training that sticks after the room empties.

Workshops and multi-session programs for sales teams and managers, built around your deals, your data and your sales motion.

Half day or full day

Win the Room workshop

Discovery, objection handling and making the case, taught with debate drills and practiced on your team's real deals.

4 to 6 sessions

Manager coaching program

Turns top performers who became managers into coaches: one-on-ones, deal reviews, pipeline inspection, and hard conversations.

Custom

Sales process and forecasting

Aligns the team on stage definitions, exit criteria and a forecast cadence that leadership can trust.

Get in touch

Tell me what you're working toward.

Coaching, an event, or a team training. A few details help me come back with something useful. I reply personally, usually within two business days.

Prefer email? kaleb@kraftedrevenue.com

No sales sequence. Just a reply from Kaleb.

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