Seth Lepore 

Pulling Rabbits Out of Hats Since 1974

You’re wired differently. Me too.

I am an outside eye for businesses and organizations who have reached a significant turning point. The folks I work with are indispensable agents of change. Those on the fringes doing critically important work in the arts, social good, and conscious entrepreneurial sectors. 

I’m an autodidact. I geek out on researching and learning as much as humanly possible. I believe curiosity is the key to limitless cognitive shifts.

I’m all about the a-ha. The light-bulb moments, not the one-hit wonder band.

I’m currently redesigning/ updating/ overhauling this site. In the meantime contact me about all things -

Operations/ Strategy/ Facilitation/ Events/ Talking Through all the Things using the contact form below.

Be well and rest.

Seth Lepore
  Open to new engagements

Nobody notices Brilliant Unknowns. I make them visible.

For small and mid-size organizations doing work that matters, that means someone who "gets it" right away.

Aligned Events · Operational Systems · Facilitated Retreats

700+ rooms taught me how to embrace uncertainty with no second take. I bring that instinct to work I can point to: money raised, decisions made, communities understood.


$325K+
raised as half of a two-person team, fundraising and daily operations at once
700+
shows, workshops, and events performed, emceed, or facilitated. Reading rooms of complexity, uncertainty and nuance until novelty and ambiguity became friends
25+ yrs
inside cooperative, mission-driven, and self-built organizations. Never a conventional one

Some brilliant unknowns I've worked with
Faces of Medicine · Mass Collaborative / Easthampton Co.Lab · Lighthouse Holyoke · School One · Assets for Artists · Cofab Design · Out CT · El Camino / Boys and Girls Club of Greater Holyoke
You won't recognize most of these names. That's not an accident.

But here are universities and arts service organizations that saw the gold in my offerings and hired me to work with students who would go on to create significant change in the world…
New England Foundation for the Arts · Southern Illinois University · Naropa University · Evergreen College · Hampshire College · Springboard for the Arts · Arts & Business Council of Greater Boston

"The answer is always in the room." Peter Block, Community: The Structure of Belonging
The through-line

Twenty-five years, never a normal org chart

I spent my first career self-producing national tours: booking the rooms, negotiating the contracts, running the marketing, hiring the local techs, closing out the books. Nobody called that operations. It was just what it took to keep the show running.

Later I co-founded a cooperative coworking space from nothing, and started facilitating retreats and strategic planning for organizations that didn't fit a conventional business model either. Then I ran the operations for a documentary, raising over $325,000 as one half of a two-person team, while coordinating screenings with universities and hospitals across the country at the same time.

Every environment I've worked in has been cooperative, mission-driven, or self-built. That's not a gap in my background. It's the qualification. I don't translate my experience into corporate language for organizations like yours, because I already think the way you do.

A former client told me once, "The slower you go, the faster you get there." It's not a contradiction. It's how I actually work. I ask people to slow down and sit with what's actually true before we sprint.

Side note: my last name literally means "hare." I've had to really embrace my inner tortoise.


Selected work

A few of these, in detail

School One: Fund-a-Scholar Auction

Redesigned the strategy for their most important annual fundraiser with two weeks' notice. Raised over $28,000, a 7% increase and the second-highest result in the event's history. Net profit across the full event rose 3%, the third-highest ever.

Lighthouse: The Art of Story

Planned and emceed their third annual fundraising event. It more than doubled the previous year's total.

Faces of Medicine: Documentary Production and Operations

Ran fundraising and day-to-day operations as one half of a two-person team. Raised $325,000+ and coordinated educational screenings with universities, medical schools, and community organizations nationwide.

The Nuts and Bolts of Being a Performing Artist

Built and delivered a business and self-advocacy curriculum for performing artists, since hosted by universities and service organizations across the country. Over 300 artists and arts advocates served.


What that's looked like

The same capability, three ways

Hold the room

The hard conversation, the transition, the retreat that needs a steady, neutral hand.

Make it run

The quiet systems that let a small or cooperative organization function without everyone holding it in their head.

Raise it

The fundraiser or gala that needs someone who can see the long game and move people and money in the same night.


What I'm looking for

A role, first and foremost

An event coordination, facilitator, or operations role where I'm the person a hard stretch gets handed to

On staff, day to day, not just brought in for the big moment and gone again

Open to project-based work too, when the shape of the need calls for that instead


Said on the record

"I learned more about creating a sustainable artistic business during Seth's seven-hour workshop than I did during six years of graduate study."

Nico Wood, PhD, Communications Studies

"If [Nuts and Bolts] were mandatory for every BFA and MFA student, it would change the arts landscape in America."

Blair Benjamin, Director, Assets for Artists, MASS MoCA

"Multiple people told me [The Art of Story] was the best fundraising event they had ever been to. That's why we raised more than twice as much as we did the previous year."

Catherine Gobron, Co-Founder & Executive Director, Lighthouse

"We had two weeks to find the perfect host. Seth urged us to adopt a new strategy for the Fund-a-Scholar auction. We raised over $28k, a 7% increase from last year and the second highest performance ever."

Robin Lansinger, Director of Development, School One

"We covered and captured more ground in one retreat with Seth than we had in six years of previous attempts."

Mike Stone, Co-Owner, Cofab Design

Let's talk about what you're holding right now.

Coordination roles, facilitation work, or a season embedded with your team. I'm looking at all three.

Get in touch
Seth Lepore · Western MA
  • “Seth has the unexpected ability to be in outer space and fully grounded in reality at the same time. Multiple people told me Lighthouse's Raise Your Glass was the best fundraising event they had ever been to. That’s why we raised more than twice as much as we did the previous year!"

    ~ Cathrine Gorbron
    Executive Director
    Lighthouse Holyoke

  • “We covered and captured more ground in one Retreat with Seth than we had in six years of previous attempts.”

    ~ Mike Stone
    Principle
    Cofab Design

  • "Circumstances made it so we had two weeks to find the perfect host. Seth urged us to adopt a new strategy for The Fund-a-Scholar auction, the most important part of the event. It worked! We raised over $28k, a 7% increase from last year and the second highest performance ever. "

    ~ Robyn Lansinger
    Director of Development
    School One

  • "If the [Nuts and Bolts] workshop process were mandatory for every BFA and MFA student, it would change the arts landscape in America. "

    ~ Blair Benjamin
    Executive Director
    Assets for Artists

CONTACT