Episode 7: Happy Hour Confessions: What We’re Overthinking, Avoiding & Excited About

What happens when we stop talking strategy for a minute and admit what’s actually going on behind the scenes?

In this episode of Happy Hour with Society 22, Jazzy, Steph, Kaelyn, and Tara are basically turning the podcast into our group chat and sharing what’s currently taking up space in our brains, both in business and in life.

We’re talking about the things we know we’re probably overthinking, the tasks and decisions we’ve been conveniently avoiding, what we’re genuinely excited about right now, and the things we might need the girls to either hype us up about or lovingly call us out on.

Because no matter how long you’ve been in business, there’s always something you’re making more complicated than it needs to be, something sitting on the to-do list way too long, and hopefully, something that makes you really fucking excited about what you’re building next.

In this episode, we discuss:

🥂 What we’re currently overthinking in business and life

🥂 The things we’ve been avoiding or procrastinating on

🥂 What’s taking up way more mental space than it probably deserves

🥂 The projects, opportunities, and life updates we’re genuinely excited about

🥂 What we need our friends to hype us up about, or call us out on

🥂 Why sometimes you just need to say the thing out loud to people who get it

We all have shit we’re excited about, avoiding, figuring out, and unnecessarily making complicated, even when we’ve been doing this for years.

Sometimes you don’t need another strategy or a perfect answer. You just need people you trust enough to say it out loud, help you get out of your own head, and remind you what actually matters.

Grab your favorite drink and join us for another Happy Hour with Society 22. 🥂

Connect with Society 22

Instagram: @society_22_
TikTok: @society.22
Join the Community:
https://www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

Episode 6: Client Red Flags, Boundaries & Knowing When It’s Time to Walk Away

Getting clients is one thing. Learning which clients you actually want to keep is an entirely different lesson.

In this episode of Happy Hour with Society 22, Jazzy, Steph, Kaelyn, and Tara are talking about one of the harder lessons that comes with entrepreneurship: not every paying client is a good client.

Especially in the beginning, it can be tempting to overlook red flags, tolerate scope creep, stay available at all hours, or hold onto a client simply because you’re afraid to lose the income. But as we’ve grown our businesses, we’ve learned that the wrong client can cost you a lot more than the money they’re paying you.

Sometimes a relationship just needs a clearer boundary. Other times, the most professional thing you can do for yourself and the client is recognize that it’s no longer the right fit and walk away.

In this episode, we discuss:

🥂 The client red flags we’ve learned not to ignore

🥂 Boundaries around communication, availability, scope, and expectations

🥂 Why we’ve held onto misaligned clients longer than we should have

🥂 How to tell the difference between a boundary issue and a relationship that simply isn’t working

🥂 Why money isn’t the only factor to consider when deciding whether a client is “worth it”

🥂 How to professionally and peacefully end a client relationship

As your business grows, your standards are allowed to grow with it.

A client can be a great person and still not be the right client for your business anymore. And sometimes walking away from misaligned work is exactly what creates the space for better opportunities, better clients, and a business that actually feels good to run.

Grab your favorite drink and join us for another Happy Hour with Society 22. 🥂

Connect with Society 22

Instagram: @society_22_

TikTok: @society.22

Join the Community:
www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

Episode 5: Things We Used to Judge Other Entrepreneurs For... Until We Became Them

It's funny how entrepreneurship has a way of completely changing your perspective.

The things we once said we'd never do... we eventually found ourselves doing. The business decisions we questioned suddenly made sense. And the opinions we had from the outside shifted once we experienced what it's actually like behind the scenes.

In this episode of Happy Hour with Society 22, we're sharing the business beliefs we've changed our minds about, the lessons that humbled us, and the moments that made us realize there's no one "right" way to build a successful business.

Because the longer you're an entrepreneur, the more you realize that every business owner is making decisions based on circumstances you can't always see.

In this episode, we discuss:

🥂 The business decisions we once judged but now completely understand

🥂 Why our perspectives on pricing, outsourcing, hiring, and investing have evolved

🥂 The entrepreneurship "rules" we no longer follow

🥂 The moments that made us realize we didn't know the full story

🥂 Why giving yourself—and other entrepreneurs—a little more grace goes a long way

Entrepreneurship has a funny way of humbling all of us.

The things you once questioned often become the exact lessons that help you grow, and sometimes the entrepreneur you thought you'd never become is exactly who you needed to be.

Grab your favorite drink and join us for another Happy Hour with Society 22. 🥂

Connect with Society 22

Instagram: @society_22_

TikTok: @society.22

Join the Community:
https://www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

What happens when life gets hard... but your business doesn’t stop?

Clients still need things. Deadlines still exist. Bills still need to be paid. People still expect you to show up. But behind the scenes, you might be navigating heartbreak, family struggles, health challenges, burnout, grief, anxiety, or simply a season where life feels really freaking heavy.

In this episode of Happy Hour with Society 22, Jazzy, Steph, Kaelyn, and Tara get real about the personal struggles we’ve navigated while simultaneously trying to run businesses, and the pressure entrepreneurs often put on themselves to keep showing up like everything is fine.

Because entrepreneurship doesn’t exist in a vacuum. Life happens right alongside it.

We’re talking about the seasons when we weren’t at 100%, what actually helped us keep going, and why sometimes the thing you need most isn’t another business strategy - it’s people in your corner who understand what you’re carrying.

In this episode, we discuss:

🥂 Navigating personal struggles while still running a business

🥂 The pressure to stay productive and “keep it together” when life feels anything but

🥂 How we’ve learned to balance showing up with giving ourselves permission to slow down

🥂 The mindset shifts, habits, and support systems that have helped us through difficult seasons

🥂 Why entrepreneurship can feel so isolating when you’re struggling behind the scenes

🥂 How friendship, community, and having other women entrepreneurs in our corner has changed the way we navigate the hard stuff

One of the biggest misconceptions about successful entrepreneurs is that they somehow stop having hard seasons.

We don’t.

Life gets messy. Business gets messy. Sometimes they get messy at the exact same time.

You don’t have to have everything perfectly together to keep moving forward, and you definitely don’t have to carry all of it alone.

Grab your favorite drink and join us for an honest Happy Hour with Society 22. 🥂

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

Episode 3: What We'd Tell the Version of Ourselves From 2 Years Ago

If you could sit down with the version of yourself from two years ago over a happy hour... what would you tell her?

In this episode of Happy Hour with Society 22, we're reflecting on how much can change in just a couple of years, not only in business, but in our confidence, mindset, relationships, and the way we approach entrepreneurship.

Looking back, there are so many things we wish we could tell ourselves. Some lessons came through big wins, while others came from mistakes, setbacks, and seasons that challenged us in ways we never expected.

This conversation is a reminder that growth isn't always linear, and sometimes the things you're stressing about today won't even matter a year from now.

In this episode, we discuss:

🥂 Where we were in our businesses and lives just two years ago

🥂 The things we worried about that turned out not to matter

🥂 The advice we'd give our younger entrepreneur selves

🥂 The lessons we had to learn the hard way

🥂 The moments that completely changed our perspective

🥂 How community, friendship, and collaboration have shaped our growth

Whether you're just getting started or you're in the middle of building something big, we hope this episode reminds you to trust yourself, keep going, and give yourself permission to grow.

Sometimes the version of you that's two years ahead already has all the answers—you just have to keep moving long enough to meet her.

Grab your favorite drink and join us for another Happy Hour with Society 22. 🥂

Connect with Society 22

Instagram: @society_22_

TikTok: @society.22

Join the Community:
https://www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

Episode 2: Boundaries, Friendship & Business: How Personal Should Business Partners Get?

Can you be close friends and successful business partners?

It's a question we've been navigating since the beginning of Society 22.

In this episode of Happy Hour with Society 22, we're talking about the realities of building a business with people you genuinely care about. From friendship and support to accountability and difficult conversations, we're sharing what we've learned about balancing personal relationships while growing something together.

Because while collaboration can be incredibly powerful, it also requires communication, trust, boundaries, and a willingness to have honest conversations when things aren't working.

We're diving into what it looks like to support each other through life, celebrate wins together, navigate challenges, and still maintain a strong business foundation behind the scenes.

In this episode, we discuss:

🥂 How personal we believe business partnerships should be

🥂 The difference between friendship and business responsibilities

🥂 Why boundaries actually strengthen relationships

🥂 The importance of open communication and accountability

🥂 Navigating difficult conversations as founders

🥂 Contracts, expectations, money conversations, and protecting the business

🥂 How we've built trust while still challenging each other to show up

If you've ever wondered whether friendship and business can successfully coexist, this conversation is for you.

Because great partnerships aren't built by avoiding hard conversations - they're built by having them.

Grab your favorite drink and join us for another Happy Hour with Society 22. 🥂

Connect with Society 22

Instagram: @society_22_

TikTok: @society.22

Join the Community:
https://www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey

Episode 1: The Society 22 Origin Story: How We Met and Why We Started This Community

What happens when four women entrepreneurs stop trying to do business alone?

In the very first episode of Happy Hour with Society 22, founders Jazzy, Steph, Kaelyn, and Tara share the story behind how we met, how their friendships evolved, and why we decided to create Society 22.

Like many entrepreneurs, we spent years believing we had to figure everything out ourselves. We were taught that success meant working harder, competing harder, and keeping our cards close to our chest.

But something unexpected happened when we started supporting each other instead.

What began as conversations, collaborations, referrals, and late-night voice notes turned into genuine friendships, business growth, and eventually the idea for Society 22.

In this episode, we discuss:

🥂 How we all met

🥂 The moments that brought us closer together

🥂 Why we created Society 22 and the vision behind the community

🥂 What you can expect from Happy Hour with Society 22

If you've ever felt like entrepreneurship can be lonely, overwhelming, or isolating, this conversation is for you.

Because we believe there's room for all of us to win.

Grab your favorite drink and join us for the very first Happy Hour with Society 22.

Connect with Society22

Instagram: @society_22_

TikTok: @society.22

Join the Community:
https://www.skool.com/society-22-5173/about

Connect with the Founders

Jazzy Luchini
Instagram: @thejazzyva

Stephanie Thompson
Instagram: @ms.moneymoves

Kaelyn Fuglaar
Instagram: @kmvaagency

Tara McKelvey
Instagram: @tara.mckelvey