
What we’re about
When someone in the Milwaukee Strong Willpower Collective hits a big win whether it's their first remote client, a six figure month, or finally booking that one way ticket to Bali we celebrate like family. We shout them out in the group, host casual virtual toasts, and sometimes even surprise them with small gifts or swag from past co living trips. These moments aren’t just personal victories they inspire everyone else to keep pushing, knowing their success is supported and seen.
What makes us different is that we’re not just talking about remote work we’re living it together. While other groups stop at tips and advice, we go all in by organizing real trips, co living stays in places like Medellín and Lisbon, and industry events hosted by actual remote first companies. You’re not just networking online you’re building relationships on the ground, face to face, with entrepreneurs and digital nomads who get it.
We don’t expect everyone to be online every day, but we do encourage members to show up in ways that matter. Share a win, ask a question, join a trip, or help someone troubleshoot a work problem. The more you engage, the more you’ll get out of the community. It’s not about constant activity it’s about meaningful connection.
If you’re ready to stop dreaming about working from the beach or building your business on the road and actually start doing it with a crew that’s got your back, this is your sign. The Milwaukee Strong Willpower Collective is more than a group it’s your launchpad for a freer, bolder life. Come meet your people, make real progress, and turn your remote work vision into reality.
Upcoming events
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Find Freedom In 14 Days With Remote Work Bootcamp
7308 W Capitol Dr, Milwaukee, WI, USLess than 1% of professionals truly master the art of earning while exploring the world — but what if you could be one of them?
The 'Remote Ready Bootcamp' is an exclusive 14-day journey for driven adventurers ready to design a life of freedom, income, and global mobility. Learn directly from those who’ve built thriving careers from Spain to Thailand, Japan to Brazil — all while gaining 'step-by-step guidance to create multiple income sources,' proven systems for remote productivity, and frameworks to choose where you live, work, and thrive.
You’re not just enrolling — you’re joining a global community of independent professionals. With personalized onboarding via a short readiness survey and limited spots available, this is your moment.
'The world is your office.' Claim your place now: REGISTER HERE
1 attendee