Resisting any type of structure in your business will send you down a wild path. On the final episode of Season 2, Alexa and Erin discuss the best ways to approach structure without creating a cage. Time tracking, experimentation, and analogies can help break you free of overwhelmed, unscheduled chaos. If you are a creative who needs space to build, structure is actually what will provide that freedom if implemented properly.

Alexa steps into her expertise and guides Erin as she figures out what to offer as a free opt-in for her business. This is the second of the peer coaching episodes where we focus on one person’s struggles. Be sure to listen to episode 4 if you liked this format! We dive into the ideal clients, what their current struggles are, and what makes sense for a four week free challenge where the goal is to increase email subscribers.

Don’t burn the business down just to change your offer. Alexa and Erin talk about how it’s OK to pivot as a small business owner and that we don’t hit a point where we’re supposed to have it all figured out. Letting go of the shoulds in the business to uncover what we really want. We talk about what a sustainable business is and how to create one. 

Don’t burn the business down just to change your offer. Alexa and Erin talk about how it’s OK to pivot as a small business owner and that we don’t hit a point where we’re supposed to have it all figured out. Letting go of the shoulds in the business to uncover what we really want. We talk about what a sustainable business is and how to create one. 

Don’t burn the business down just to change your offer. Alexa and Erin talk about how it’s OK to pivot as a small business owner and that we don’t hit a point where we’re supposed to have it all figured out. Letting go of the shoulds in the business to uncover what we really want. We talk about what a sustainable business is and how to create one. 

In episode 1 of season 2 we cover all the basics: books, crafts, and what vegetable you want to take into battle. Alexa and I dive deep into why saying yes to fun things is the best way to keep yourself from being consumed by your business. While it’s easy to let it become your personality, we didn’t start a business to keep us from life. Listen in to hear tips on how to enjoy life more, what crafts to start, and how to keep boundaries at work.

In a very hot topic right now, Caitie and I discuss when it's appropriate to use AI in your business and when you might want to stick with your human brain. 

As tempting as it may be, it’s better to struggle through the writing process than let AI take over. The human element is why people hire you and that isn’t what shows up when you let AI take the wheel.

“But all that being said, there's still a lot that you miss out on when you let the robot do the writing.”

The peer support episode features a live review of website copy for the podcast page! Listen in to hear where it started, what tips Caitie suggested and take a peek to see where it ended up. 

This is the perfect episode to tune in if you’re looking for copy editing tips as you write your own podcast page. 

S1:E4 Puking Will Ruin Your Schedule plus other Scheduling and Time Blocking Tips

This episode is all about Schedules and Time Blocking Calendars. Business owners often struggle to figure out the best schedule for their business each week and this week we talk through real life example.

This is a Peer Coaching episode where Caitie shares her dilemmas around her weekly schedule and Erin helps provide suggestions. 

Wanna join the conversation? DM us on Instagram and share your thoughts. We might even just talk about it in a bonus episode.

S1:E3 Life is Expensive! Balancing Contracting Work in your Business 

We're using a Thread as a jumping-off point for today's conversation. Caitie and Erin go deeper into the realities of running a business and why doing consulting work might be THE thing that keeps your business afloat, not something to be ashamed of.

Wanna join the conversation? DM us on Instagram and share your thoughts. We might even just talk about it in a bonus episode.

Wanna join the conversation? DM us on Instagram and share your thoughts. We might even just talk about it in a bonus episode. 00:00 Vacation Preferences: Beach vs. Adventure 01:43 Jobs you wish you knew about 03:07 Looking forward to in 2026 03:35 What's for Dinner? 04:59 Caitie Intro 05:27 Business Realities: Contract Work and Retainers 16:01 Weighing Your Options with a Contract Opportunity 20:21 Summer Schedules 25:23 Corporate vs. Business Owner Risks

In this episode we focus on the business side to discuss how to get shit done that isn’t the primary thing you sell. As service providers we have a specialty but we also have to do admin work, financials, inbox, show up on social, and do many other marketing things. We talk strategies for how Caitie figures it out in her business.

• (00:32) - How Caitie explains her work to her grandma

• (8:26) - Caitie’s husband's entrepreneurial ventures

• (10:51) - Balancing business and family life

• (13:44) - Time tracking habits

• (21:17) - Client sourcing and maintaining relationships

Caitie Cupples shares her journey as a website copywriter, her love for fantasy books like Dungeon Crawler Carl, and her insights on balancing business, reading, and family life. Discover practical tips on updating website copy, time management, and the importance of empathy-driven content.