Pretty Okay Podcast

Pretty Okay Podcast

Business EN ↓ 90 episodes

Welcome to the Pretty Okay Podcast, a chill (but sometimes spicy) small business podcast for people who are crazy enough to have one. Hosted by the Founder of Enji, Tayler Cusick Hollman, we cover everything from basic business practices to small business marketing. We sit down with some of our favorite small business owners and experts who share their stories, real-life experiences, and advice, all while keeping it (very) real and honest.

Be sure to visit the podcast's website and support the creator: prettyokaypodcast.com

Author

Pretty Okay Podcast

Category

Business

Podcast website

prettyokaypodcast.com

Latest episode

Jan 27, 2025

Where to listen?

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Episodes

So you want to be an educator? 27.01.2025

What happens when two former classroom teachers step into the wild world of business education? A lot of laughs, some unexpected shade, and serious insight into what it means to truly teach. In this episode, host Tayler sits down with Laylee Emadi, founder of The Creative Educator Conference and Educator's Lounge, to tackle the big question: Are you really an educator or just a motivational speake...

Simplify It the F#%! Down: Tackling Marketing Overload 16.12.2024

Are you feeling crushed under the weight of all the things in your marketing to-do list? Join Tayler and her ultimate podcast BFF Samantha Welker as they break down the marketing madness and teach you how to focus on what actually matters. Discover why you’re doing too damn much, how to audit yourself like a pro, and why simplifying it the f#%! down is the mantra we all need. Don't miss this one—i...

You Gotta Stay Close to the Money 25.11.2024

Do you feel like marketing your business is an endless to-do list of Instagram posts, email campaigns, and reels—with little to show for it? Join Tayler and revenue strategist Frenchie Ferenczi as they tackle the real goal of marketing: staying close to the money. Frenchie shares her no-nonsense money-first philosophy, reminds us what the five core functions of marketing are (it's easy to forget),...

Just Do the Damn Thing 28.10.2024

Most entrepreneurs sit on their ideas for way too long. You know, waiting for the "right time" to start their business. The thing is, there is never a "right" or "perfect" time to start a business—you just gotta do the damn thing! In this episode, Tayler teams up with her longtime friend and powerhouse entrepreneur Marina Pannell—owner of Harper & Ivory bridal boutique. Together, they dive int...

You Too Can YouTube 30.09.2024

YouTube isn't just for influencers and cat videos any more—but you knew that. The thing you might not know though, is the fact that being on YouTube is a smart move for pretty much any small business! And in this episode of the Pretty Okay Podcast, Tayler chats with YouTube expert LaShonda Brown, who shares how service providers can harness the power of YouTube to grow their biz and (gasp) maybe e...

No Time? No Strategy? No More Excuses! 26.08.2024

We're trading the soft kid gloves for brass knuckles in this episode! Tayler teams up with the ever-fierce Candice Coppola to dish out some tough love on the excuses they hear about why you can't get to your marketing. From "I don’t have time!" to "I need a strategy first!", your marketing aunties expose the lies you tell yourself and offer a hearty cuddle of wisdom to get you back on track. Tune...

Irresistible Offers and Unfiltered Truths with Braden Drake 29.07.2024

It's not often you get to sit down with a lawyer let alone someone like with Braden Drake—a lawyer for creatives, business owners, and drag artists. But this episode isn't what you'd expect because most lawyers aren't entrepreneurs. And we dug into one of the most important things any entrepreneur can do—create irresistible offers. From what to think about when you're coming up with the best offer...

How to Unlearn Your Way to the Top 24.06.2024

Ever felt like you're juggling between getting things done and trying to lead effectively? You’re not alone! Your host Tayler Hollman is back, and she’s got Audrey Kwan in the hot seat to talk transitioning from being a doer to a leader (there's a lot to unlearn here, folks). So get ready to embrace the gray areas of leadership and discover how to motivate, delegate, and support your team like a p...

You Can Totally Run Your Own Social Media Ads 10.06.2024

Regardless of where you currently sit on the I-hate-Meta spectrum, it's hard to deny the fact that social media ads are a fast and pretty cheap way to get in front of your ideal customers. But wanting to run social media ads is one thing. Actually knowing it's the right thing for your small business is another—let alone whether you should do it yourself or hire someone. So, in this episode, season...

Build it and they will shop 27.05.2024

It takes guts to start a small business, but it takes real guts to start one that's brick and mortar. And in this episode of the Pretty Okay Podcast, Tayler sits down with shop owner, Katherine Oyer of Francis Henri, to talk about her experience going from an online baby store to a brick-and-mortar haven for little ones. If you've ever wondered what it's like to run a retail store with overhead or...

Is your copy badass or just...bad? 29.04.2024

Get ready to break all the writing rules and unleash your inner copywriting genius with Gillian Griffith! Join Tayler and Gillian, longtime professional partners and masters of the written word, as they spill the tea on how to transform your writing from drab to fab. From overcoming the fear of judgment to embracing the power of the ugly first draft, they're demystifying the art of copywriting. Pl...

Live, laugh, lead generation! 25.03.2024

In this episode, Tayler and Davey Jones of Sumo are spilling the tea on what it takes to have a good lead generation strategy for your small business—we promise it sounds more corporate than it really is! From helping you understand what lead gen is and why small businesses can find themselves in a lull without enough leads to quick and long-play lead gen tactics you can try, there are plenty of "...

Influencers, man 26.02.2024

The Pretty Okay Podcast is back b*tches! And in this episode, Tayler and Sam dive straight into the deep end of the influencer pool—because while some of them are great partners, others make us think "Whyyyy?" From the frustrations faced by many small business owners to how influencers can do a better job of approaching them, get ready for a candid conversation filled with rants, revelations, and...

How To Make More Money in 2023 10.01.2023

*spoiler alert* it's time to raise your prices. Whether you've been in business for yourself for a while now or the COGS for your production are on the rise, consider this your roadmap for when to raise your prices and how. 

How Small Business Owners Can Make It Through The Recession 08.12.2022

Even though recessions are "normal", that doesn't make them suck any less. If your business made it through the pandemic, a lot of the things you thought about and did for that are applicable here. In this episode, we talk about how not to freak out later and what you can do when people around inevitably do start freaking out. 

Ho-Ho-Holiday Promos That Will Convert 07.11.2022

The time to start planning your holiday promos and offers was this summer. But if you're a little late in the game there's still time to make the most of your marketing strategy this holiday season.

Guess who's back in the house? 19.10.2022

We're back from summer break! Come see if we remember how to do a podcast!

Why Your Best Answers Will Always Come From Customers 22.06.2022

In our last episode before summer break, Tayler sits down to interview friend, entrepreneur, and all-around inspirational babe Martha Bitar, founder + CEO of Flodesk. Tayler and Martha dig into how you can (and should!) use customer feedback to help your business thrive while still staying true to your vision. 

4 Ways To Become a Thought Leader In Your Industry 08.06.2022

*spoiler alert* it isn't about being the "smartest" person in the room. In today's episode, we're breaking down the characteristics of a "thought leader" and sharing 4 efficient ways you can become one in your industry.  

This Meeting Could Have Been An Email 25.05.2022

Don't schedule meetings for meetings' sake. On today's episode, we're talking about how to know when meetings are beneficial ( for everyone ), how to gracefully move them along, and the steps you should be taking to lead them effectively. 

Why Vanity Numbers Are Bullsh*t 11.05.2022

We’re just going to say it…vanity numbers are bullshit. Your follower count and number of likes don’t matter if your social media content isn’t converting. You can’t take little hearts to the bank, you guys. In today’s episode, we’re digging into the social media metrics that do matter and which ones are just vanity numbers that aren’t indicative of how your brand is doing.  

Navigating The First Year In Business with Jasmine Smith 27.04.2022

In today’s episode, Tayler is joined by entrepreneur and strategist Jasmine Smith to discuss the ups and downs of navigating that first year in business. From founding her own marketing agency to her newly launched event space, Jasmine shares her experience with learning as you go, the importance of community and navigating those “oh, shit” moments as a business owner. 

Girl, Do Your Taxes! 13.04.2022

Like B. Franklin once said, "Nothing in life is certain except death and taxes". At least it was something to that effect. We promise to only talk about taxes once, but this episode is it. Put on your big girl pants and saddle up. It's not fun, but it's required, so let's go. 

How To Write Copy That Converts 30.03.2022

Ready to become your brand's very own wordsmith? You don't have to be a professional copy editor to make your voice heard when it comes to your website. Reach your ideal customers and share the heart of your brand with Tayler's foolproof strategy. 

The Anatomy of a Bitchin' Website 16.03.2022

What does it take to have a website that converts? Tayler is breaking it down step-by-step so you have all your boxes checked. 

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