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Pretty Okay Podcast

Pretty Okay Podcastprettyokaypodcast.com
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.
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Episodes

So you want to be an educator?

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 speaker in disguise? Together, they explore the rise of self-proclaimed "educators," the blurred lines bet...

Jan 27, 202541 minSeason 5Ep. 13

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

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—it’s equal parts therapy and strategy.

Dec 16, 202442 minSeason 5Ep. 12

You Gotta Stay Close to the Money

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), and why overthinking your to-do list might be the biggest thing holding you back. From busting myth...

Nov 25, 202433 minSeason 5Ep. 11

Just Do the Damn Thing

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 into Marina's wild journey from almost starting a coffee shop to finally opening her dream business, ev...

Oct 28, 202433 minSeason 5Ep. 10

You Too Can YouTube

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 even work less! From 20-hour work weeks to leveraging long-form content and YouTube Shorts, LaShonda ...

Sep 30, 202434 minSeason 5Ep. 9

No Time? No Strategy? No More Excuses!

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 in, laugh, cringe, and (most importantly) start doing the damn thing!

Aug 26, 202443 minSeason 5Ep. 8

Irresistible Offers and Unfiltered Truths with Braden Drake

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 you can to how to handle it when the haters show up because your offer is just that good, we talk s...

Jul 29, 202434 minSeason 5Ep. 7

How to Unlearn Your Way to the Top

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 pro.

Jun 24, 202451 minSeason 5Ep. 6

You Can Totally Run Your Own Social Media Ads

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, seasoned social media advertiser, Jaymie Tarshis, joined me on the pod to chat about the age-old dilemma: ...

Jun 10, 202438 minSeason 5Ep. 5

Build it and they will shop

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 what it takes to make your online store work IRL, grab your favorite stuffie and listen in!

May 27, 202441 minSeason 5Ep. 4

Is your copy badass or just...bad?

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. Plus, unlock the secret to finding inspiration in unexpected places, from Pottery Barn catalogs to Ref...

Apr 29, 202435 minSeason 5Ep. 3

Live, laugh, lead generation!

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 "aha" moments in this episode. So grab your favorite beverage, settle in, and get ready to become way...

Mar 25, 202442 minSeason 5Ep. 2

Influencers, man

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 more than a few spicy takes. Buckle up for an unfiltered journey into the business of being Pretty O...

Feb 26, 202447 minSeason 5Ep. 1

How To Make More Money in 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.

Jan 10, 202340 minSeason 1Ep. 43

How Small Business Owners Can Make It Through The Recession

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.

Dec 08, 202239 minSeason 1Ep. 43

Ho-Ho-Holiday Promos That Will Convert

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.

Nov 07, 202240 minSeason 1Ep. 43

Why Your Best Answers Will Always Come From Customers

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.

Jun 22, 202250 minSeason 1Ep. 43

4 Ways To Become a Thought Leader In Your Industry

*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.

Jun 08, 202239 minSeason 1Ep. 43

This Meeting Could Have Been An Email

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.

May 25, 202238 minSeason 1Ep. 43

Why Vanity Numbers Are Bullsh*t

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.

May 11, 202236 minSeason 1Ep. 43

Navigating The First Year In Business with Jasmine Smith

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.

Apr 27, 202254 minSeason 1Ep. 43

Girl, Do Your Taxes!

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.

Apr 13, 202254 minSeason 1Ep. 43

How To Write Copy That Converts

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.

Mar 30, 202229 minSeason 1Ep. 43

The Anatomy of a Bitchin' Website

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.

Mar 16, 202255 minSeason 1Ep. 43

Planning For Business Growth

In today's minisode, Tayler is taking you through the necessary steps of planning for business growth. Because no one wants to be caught with their pants down right when things start taking off.

Mar 02, 202231 minSeason 1Ep. 43

How To Hire The Right Person The First Time

Whether you are hiring an employee, a contractor, or even a consultant, it's crucial to have your ducks in a row before pulling the trigger. We're breaking down what to look for, red flags to avoid, and common mistakes many small business owners make.

Feb 16, 202246 minSeason 1Ep. 43

So You've Decided To Make A Career Change...Now What?

If any of our signs from last week’s episode resonated with you, then you may be wondering, “now what?” In this episode, we’re walking you through what you should and shouldn’t do before making a career change, including what numbers to crunch, goals to set, and more.

Feb 02, 202251 minSeason 1Ep. 43

Signs It's Time To Make A Career Change

There are a lot of different reasons to make a change in your career, but which ones should prompt an immediate departure and which ones should be a gentle nudge? Whether you are self-employed or working a corporate 9-5, we're breaking down all the red flags that you should consider before making any life-altering decisions.

Jan 19, 202245 minSeason 1Ep. 43

All About That New New

We’re back after an extra-extended summer vacation. Not only that, we’ve got a new look, new jobs, new babies—it’s nuts!

Jan 05, 202245 minSeason 1Ep. 43
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