This time last week I was melting away a crazy-awesome week by vegging out in the sun on the beach, the day after the end of #BeingBossMIAMI – a Being Boss vacation with 50 podcast listeners to Miami, in case you hadn’t heard. We’d just wrapped it up, and it was a success, but mama was taking a breath before heading home. I can’t believe that was only a week ago.

Six months after #BeingBossNOLA, we did it again – we took a vacation with a bunch of bosses. Guys, we’re not a traveling company, but facilitating this travel with our pack is proving to be the most awesome idea anyone ever had. And we’re loving what’s coming from it.

Kathleen and I are cultivating a really awesome pack of creative entrepreneurs who are doing the work and being boss. They’re starting and growing their own businesses, some in the idea phase – just trying to get it started, and others who are in it – and are trying to take it to the next level. And then others altogether are just there to mingle, pick up some tips, and experience new places with like-minded creatives alongside. All of them are total badasses.

Almost a quarter of those in attendance were back for more boss travel after hanging with us at #BeingBossNOLA. The rest were new faces, and oh boy were they cool people. Creative and online entrepreneurs—nay, rad human beings—who are down with how we jam.

Six months had really grown some bosses we’d hung out with at #BeingBossNOLA. Baby bosses (those who were new in their business – they’ve named themselves) from NOLA had blossomed into confident go-getters getting paid to do what they love. They are collaborating on projects, fostering business-bestie relationships, and starting masterminds amongst themselves—it’s a REAL community that rocks my socks, and has me itching to see what they all create. Kathleen and I love being able to check in with them to see how they’ve grown, and it didn’t disappoint.

And vacation-newbies dove right in, intermingling with the returning bosses and proclaiming they had “found my people!” Outside of the scheduled Being Boss activities, we found ourselves having a blast together. We had an impromptu jewelry party on the beach, accidental meet-ups in the spa, and went on little adventures together. And so much yummy food.

There were over 50 bosses who were rocking it in their own, awesome ways, there to experience a little piece of Miami, and connect with folks who get what they do. We talked email marketing, romance novels, client on-boarding, tarot cards, student loan debt, and digital products.

We all expanded.

A mantra that Kathleen and I went in with to do these vacations is that a rising tide lifts all boats. Building up one creative trying to make a living working for themselves raises us all up. In coffee shops, boss vacations, and weekly Skype dates all over our community, you bosses are doing it and it makes me so excited.

A rising tide lifts all boats. Share on X

Though we went into #BeingBossMIAMI thinking it may be our last vacation—because vacation planning isn’t necessarily our mission here—you better bet we’re going to do it again.

I mean, how could we not?! These inspiring bosses need to be brought together to make it do, to take care of themselves, and to inspire what they’re doing to bring about their own change in the world. It is our mission—nay, it’s our blessed responsibility (raise dramatic hallelugah hands)—to cultivate what’s happening. There will be more boss vacations to come—mission accepted.

Let’s rise.

Emily is the co-host of Being Boss Podcast, helping creative entrepreneurs learn how to run their own creative business with the tough love they need to hear to do the work. She also owns Almanac Supply Co., a maker and retail business focused on creating and curating items to help you live closely with nature, based in Chattanooga, Tennessee.