Bring me into a room.
Talks, workshops, founder cohorts, sales kickoffs, leadership offsites, and practice cohorts. Not keynote dopamine. Practice.
See speaking topicsWork with me
Find the right door.
One mission, several ways to enter. Speaking, parachute consulting, Green Pants execution, Next Up Leader workshops, project support, or a direct conversation. Pick the entry point that fits where you actually are.
Bring me into the mess.
For complex, urgent, human situations where the room needs clarity, courage, and the next true move. Premium and selective.
Request a conversationHire Green Pants.
Product, growth, software, and internal tools. The execution arm for builders who already know what they want made.
Visit Green Pants (opens in new tab)Visit Next Up Leader.
Sales conversation training, executive communication, and practice cohorts for teams that need pressure-tested skills.
Visit Next Up Leader (opens in new tab)Back what is forming.
Generalist Guild, Caliburn, and other projects in the portfolio. Investment, partnership, or quiet patronage.
See the projectsContact Isaiah.
Not sure which door yet? Tell me what you are trying to build, learn, decide, or untangle. I will tell you which room this belongs in.
Open the conversationFees and rooms
Time-bound. Goal-oriented. No infinite coaching.
Every engagement has a clear target and a defined end. I am not building dependency. I am building capability. Parachute consulting is priced per engagement, not per hour. Travel billed at cost.
Coaching
$300
per hour
For executives, founders, and sales leaders.
Workshop
$2,200
per day
Plus travel. Half-days available.
Student rate
$125
per hour
Reduced rate for students and early-career operators.
Open the conversation
What kind of room are you bringing me into?
Tell me what you are trying to build, learn, decide, or untangle, and why now. The clearer your answers, the faster I can tell you whether I am the right person and which door fits.