a divers creative team brainstorms concepts. As they come up with new ideas they appear in a cloud above them
let's dream bigger together
Guidance and execution for companies breaking through barriers. We bring proven methodology and hands-on capabilities to help you uncover opportunities, envision the path forward, and make it real.

Every company hits walls.

It's when forward motion stops.

Whether you're an early-stage startup with an early prototype or an established organization launching something new, you've felt it.

When processes seem to falter.

Strategy feels unclear. Execution stalls. Your team spins in circles. You know where you want to go.

When you're working harder but not moving forward.

The future seems risky because you can't see the next right move.

That’s where we come in

We specialize in breaking through these stuck points. Not with reports that sit on shelves, but with intensive, time-bounded engagements that create real momentum.

How we work

At Lollygig, we're creators who ship. We combine 15+ years of company-building experience with our proven MomentumPunch methodology to help companies break through barriers and build momentum through focused, time-bounded engagements.
Understand what's really holding you back

We bring expert analysis to identify root causes, not just symptoms. Through strategic research, stakeholder interviews, and market analysis, we uncover the real barriers to your growth and the hidden opportunities you're missing.

Design clear pathways forward

We don't just diagnose problems—we design solutions. We facilitate strategic planning sessions, prototype concepts, and craft actionable strategies that align with your vision and capabilities.

Build momentum through execution

We guide your team through execution. Whether it's launching an MVP, entering a new market, or restructuring operations, we provide the strategic direction and tactical guidance to build momentum in focused sprints, not endless engagements.

What we do

From breakthrough strategy to execution - we bring both thinking and building to the table.

MomentumPunch

Through focused, high-impact sessions, MomentumPunch equips your team with the strategies, tools, and expert facilitation needed to tackle your biggest challenges. Whether you're seeking to clarify direction, refine existing goals, or dive deep into hefty topics, our sessions lead to actionable insights that enable you to drive projects forward.

learn more
product design icon

Strategic Ventures

High-touch strategic partnership for founders and teams building ambitious futures. We help you navigate decisions, shape strategy, and co-create long-term growth.

learn more

We are creators who ship

We're not career consultants. We're company builders who know how to get things done because we've done it ourselves.
Lollygig was founded by a leader who spent four years building companies within Steelcase—including Workspring, a coworking network concept ahead of its time. Leading teams, ideas went from concept to physical locations in Chicago and Grand Rapids.
We're visionaries who build. Strategists who ship. Experts who guide companies through breakthroughs with clear methodology and proven results.

Since launching in 2010, we have:

Here's who we work with.

We partner with three types of organizations at critical inflection points.
Early-Stage Companies

Finding product-market fit, building go-to-market strategy, getting unstuck on critical challenges

Innovation Teams

Inside larger organizations pursuing new ventures, transformation initiatives, or strategic pivots

Growth-Stage Companies

Breaking through plateaus, repositioning in market, launching new products or services

Clients

We work with incredible clients. Here’s just a few of the folks with whom we’ve collaborated.
Smithsonian
Amway
Innerstill
Le Bon Magot
Wells Enterprises
NextFab
NextFab Foundation
ABH Komics
Total Home Manager
Federal City Council
Princeton Public Library
Unruly Studios
Princeton Merchants Associations
DFHV - Department of For-Hire Vehicles

Ready to Break Through?

Every company hits barriers. The question is: do you have the right expert guidance to break through them?
If you're facing a critical challenge (whether it's strategy, execution, product definition, or something else entirely), let's have a scoping conversation.