In this episode of the Buyerside Chat, we’re honored to chat with the incredibly inspiring Rebecca Woolbright - licensed surface designer, illustrator, product educator, and the creative force behind Rebecca Jane Woolbright.

For over a decade, Rebecca has turned her artwork into vibrant, giftable products stocked in stores nationwide. She's not only grown her own product-based business, but now also teaches artists how to confidently source products, work with factories, and scale without burnout.

This conversation is filled with gold. From starting scrappy with just three SKUs of washi tape, to now launching new product categories and a game-changing app. Kristin and Rebecca talk candidly about navigating the not-so-linear journey of product-based entrepreneurship, manufacturing both domestically and overseas, building resilience, and staying creative while growing a business.

In this episode, we cover:

• How Rebecca built her brand from a nap-time side hustle to a thriving business
• Lessons from 10 years of manufacturing and product development
• What most people miss when sourcing overseas (and how to avoid it)
• How tariffs and global changes are impacting small product-based businesses
• The mindset of launching a new product (and even an app) from scratch
• The importance of letting yourself be a scrappy beginner again and again

Whether you're brand new or 10+ years into your product business, this conversation is a reminder that your journey doesn’t have to be linear - and magic can happen when you just start.

Enjoy the chat! 

CONNECT WITH REBECCA:

Shop Rebecca Jane Woolbright: www.rebeccajanewoolbright.com  

Manufacture Awesome: https://www.manufactureawesome.com/

Connect on Instagram:

@rebecca_jane_woolbright

@manufacturer_awesome

CHECK OUT REBECCA’S COURSES & RESOURCES:

Manufacture Awesome

Mini Course to Use Streak for your Wholesale CRM: Automate & Scale

Map out your product launches: Launch Line App

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

An absolute must-listen if you’re serious about scaling your product business profitably.

While I’m on maternity leave, I’m re-airing some of the most impactful Buyerside Chat episodes, and this one dives into one of the most important (and hardest) skills you’ll ever learn as a product-based business owner: the ability to edit your product line without emotion.

When your business is small, creativity leads the way, and that’s a beautiful thing. But when you’re growing, scaling, and reinvesting back into inventory, emotion can quietly become one of your biggest profit killers.

In this episode, I’m breaking down how buyers actually think when they evaluate assortments, and how you can start making decisions like a CEO instead of an artist, creator, maker or new boutique owner who’s emotionally attached to every product.

We talk about why having too many SKUs hurts conversion, how to identify what’s driving the majority of your revenue, and how editing your collection can instantly improve cash flow, margins, and clarity - for both you and your customers.

If you’ve ever:

• Felt overwhelmed by how many products you carry
• Struggled to let go of a once-beloved bestseller
• Wondered why sales feel stagnant despite adding more SKUs
• Or felt stuck between creativity and profitability

This episode will give you the framework and the confidence that you need to edit with intention.

• Why editing is one of the most important buyer skills you can learn
• How emotion sneaks into product decisions (and how to remove it)
• Why fewer choices often lead to higher conversion
• The 80/20 rule and how it applies to your product line
• How to identify “dead weight” SKUs in your assortment
• Why bestsellers sometimes need to replace—not sit next to—older products
• How edited collections improve profit, clarity, and buyer confidence
• When more SKUs make sense (and when they absolutely don’t)

Enjoy the chat! 

FREE RESOURCE FOR YOU!

Grab the Retail Terms & Formulas Cheat Sheet HERE to help you speak the buyer language (with your wholesale buyers AND within your own retail business). 

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

I'm currently soaking up newborn snuggles during my maternity leave, so over the next few weeks I’m re-airing a few of my most downloaded and requested episodes of all time.

This episode originally aired on February 17, 2025 - but it’s still full of relevant strategy! 

If your brain is buzzing with product ideas (and your calendar is packed with launch dates)… but you're not sure how much newness your brand really needs or how often you should be dropping collections—this episode is for you.

We’re chatting about what buyers actually want to see from your product assortment, how to stop overwhelming your customers and yourself, and how to bring in just the right amount of newness to stay relevant without staying stuck on the launch hamster wheel.

Here’s the deal: more products ≠ more profit. And in this episode, I’m giving you the exact questions to ask yourself to sharpen your strategy, clean up your assortment, and fine-tune your collection calendar in a way that makes sense for your brand.

Whether you're planning your next product drop or rethinking your whole line, this episode will help you zoom out and make strategic decisions like a buyer—not just a creator.

What you’ll learn in this episode:

• Exactly how many collections you need per year
• The ideal timing for your major and mini product drops
• How to balance launch energy to avoid burnout
• What wholesale buyers and retailers actually want from your newness
• How to evaluate whether your product ideas are adding real value
• 5 questions to ask before adding a new product to your line
• Why bestsellers deserve a second (and third) spotlight
• What needs to go away before you bring something new in

Enjoy the chat! 

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

Trade show season is here. And whether you’re there showing your brand, walking the show floor to buy for your store, or watching from your phone dreaming of getting there, this episode will help you make the most of it.

Originally aired in February 2024, this conversation got such great feedback that I had to bring it back. The strategies are still just as relevant because they go beyond trends and into what actually drives retail growth this time of year.

In this episode, I’m diving into:

• How to follow up with buyers after a trade show (and the #1 mistake most brands make)
• Creative ways to stay on buyers’ radars - even if you’re not at the show
• A simple way for buyers to maximize their open-to-buy budget and avoid overbuying
• How to use trade show season as an opportunity for connection—not just transactions

Whether you're a product-based brand or a buyer, you're going to leave this one with fresh ideas and smart strategies to make this season work for you.

Mentioned in this episode:

→ Want more pitch strategy? Grab the Buyerside Pitch Kit HERE

Let’s turn trade show season into growth season!

Enjoy the chat. 

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

This Might Be Why Your Wholesale Pitches Aren’t Converting…

Wholesale pitching: you either feel on fire or totally frazzled. In this episode, I’m pulling back the curtain on the most common wholesale pitching mistakes I’ve seen from both sides of the buyer table—and exactly how to fix them.

With nearly 20 years as a corporate retail buyer and running my own product-based business, I’ve seen thousands (yes, thousands!) of pitches—and I can tell you, most of them are missing the mark. From copy-paste templates to long-winded origin stories, there’s a lot that’s holding your emails back from actually converting.

In today’s chat, I’m sharing:

• The biggest mistakes I see brands making in their pitches
• What to do instead to actually get a buyer's attention
• How to tailor your pitch (without rewriting it from scratch every time)
• Why NOT following up is killing your wholesale strategy
• And a sneak peek at my brand-new Buyerside Pitch Kit - your complete guide to writing pitches that get replies.

Let’s make your pitching process faster, better, and way more effective.

Here’s what you’ll learn in this episode:

• Why buyers can spot a copy/paste template a mile away
• How to stop making your pitch all about you
• The structure that makes your pitch skimmable and clear
• How many follow-ups you actually need to be sending
• The biggest mindset shift you need to pitch like a pro
• How to know when to let a dream retailer go (yep, really)

Mentioned Resources:

• Grab the Buyerside Pitch Kit HERE

Enjoy the chat! 

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

You’re probably somewhere between deep rest mode and itching to crack open your laptop. You want to plan your 2026, but also? You’re fried.

Let’s fix that.

In this short and sweet solo episode, I’m pulling back the curtain on how I approach sustainable, aligned strategic planning—especially during this weird in-between week when the year is technically over but your brain is still buzzing.

You’ll learn why most goal-setting strategies don’t work for product-based founders (especially right after Q4), and how to shift into planning in a way that honors your energy, your life, and your leadership capacity.

This one’s for you if you’re ready to let go of pressure-filled plans that make you feel like a failure by February and actually build a business plan that supports the life you want.

Let’s dive in.

• Why January energy can trick you into overcommitting
• The 3 questions I always ask myself before setting business goals
• How to factor your real life (yes, the messy parts) into your strategic plan
• What to do before you set revenue targets
• Why less is more when it comes to your 2026 strategy
• How to make your plan feel good—not like a pressure cooker

• The self-paced Goal Setting Workshop: kristinfishercoaching.com/goalsettingworkshop
• Optional Add-On the LIVE Strategic Planning Session (Jan 9, 2026): Available at checkout!
• Already purchased the Goal Setting Workshop? Check your email for the invite link!

Inside the Faire Bootcamp Back Pocket Quarterly Coaching Membership? You get the Jan 9th session free!

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

If you’re a product-based brand or a retailer wondering how to make the most of the Faire platform right now - this is the episode you’ve been waiting for.

Jennifer joined Faire back in 2019 and has played a massive role in scaling their revenue and shaping the buyer and brand experience. She’s leading the charge on the programs, tools, and updates that directly impact YOU - whether you’re an independent brand, a retailer, or both.

We’re talking:

• What’s actually working on Faire right now
• How AI is changing the platform (and what it means for visibility)
• How to prepare for Winter Market
• How to build trust through fulfillment, reviews, and performance
• Why Faire is betting big on tools that help both sides of the marketplace win

This is the most up-to-date insight you’re going to get into how the platform is evolving and what you can do to grow your sales and visibility - today.

Resources mentioned:

• Download the 6-Week Faire Market Planner: www.kristinfishercoaching.com/fairemarketplanner
• Watch the Free Faire Success Blueprint Workshop: www.kristinfishercoaching.com/faireblueprint
• Join the Faire Bootcamp: www.kristinfishercoaching.com/bootcamp

Enjoy the chat!

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

You got in. Now what?

Landing a big box retail conversation is a huge win — but the real game starts now. In today’s episode, I walk you through the exact mindset shift, prep work, and follow-up strategy you need when you're stepping into conversations with major retailers (and not just indie shops).

We’ll cover:

• The mindset you have to adopt with big buyers
• How to think like a buyer (so you speak their language)
• What happens behind the scenes after your first pitch
• The metrics, terms & lingo that'll make you look legit
• How to lead the conversation to the data, not just your brand story
• Why follow-up is non-negotiable (and how to do it well)

Whether this is your first major retail conversation or your tenth, you’ll walk away feeling confident, clear, and ready to show up differently.

Resources mentioned:

Download the FREE Retail Industry Terms & Formulas Cheat Sheet HERE 

COMING SOON for PRE-SALE during the Cyber Week Promo: Wholesale Pitch Playbook

Enjoy the chat!

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

We made it to 100 episodes (!!) and I’ve got two huge things to celebrate with you in today’s episode:

1) We’ve officially hit the 100th episode of The Buyerside Chat

2) And… The Buyerside Chat is now officially Trademarked! 

This podcast started as a scrappy idea (literally recorded in my closet) and has turned into such a powerful way to serve you with no-fluff strategy, behind-the-scenes honesty, and now… deeper leadership and mindset work to help you grow.

Inside today’s episode, we’re talking about what it means to lead your business differently as you grow and scale. 

I’m sharing how real leadership comes from YOU - not more to-do lists, content, or courses, but from how you’re showing up, regulating your nervous system, and holding space for the version of your business you actually want. And what’s really blocking you from stepping into that next level of leadership.

Whether you're in a season of quicksand or craving that early-days energy again, this episode will help you reconnect with the CEO version of you that your business needs.

• Why the biggest breakthroughs don’t come from new strategies, but from how you lead yourself
• How to realign your vision, especially when growth starts to feel heavy instead of exciting
• The common turning point most founders hit around year 5 (and how to navigate it with less chaos)
• How to recognize when your business is asking you to evolve and how to respond
• What the “calm in the storm” version of leadership actually looks like

And at the end I drop some BIG NEWS: A sneak peek at what’s launching on Dec 1 (psst: it’s not a course…)

Enjoy the chat!

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]

Let’s talk about how NOT to burn yourself to a crisp this Q4.

If you're listening to this in real time, the retail holiday season has officially kicked off. Whether you’re a product brand or an independent retailer, it’s game time. Here’s the thing: Q4 doesn’t just reward great strategy, it exposes the cracks. It amplifies what’s working and what’s definitely not.

In this episode, we talk about how to protect your peace and your profit through the most chaotic (and lucrative!) time of year.

I'm giving you the full rundown on in-season strategy: how to be nimble with your promos, what metrics to track now (not later), and how to simplify to amplify your results without totally draining your energy.

Whether you’re riding high on early sales or feeling like you're drowning in to-dos, this episode is going to help you finish the year strong—without sacrificing your sanity in the process.

Here’s what we’re diving into:

• Why Q4 magnifies what’s working (and what’s not)
• The biggest mindset shift I want you to make this season
• How to audit your promos and marketing to align with what’s actually selling
• What metrics you need to track post-Cyber Monday (and why!)
• Tactical tips to protect your energy AND boost your revenue
• What wholesale buyers are doing right now—and how you can support them
• Why doing less but better is the vibe for the rest of the year

Whether you’re selling DTC, wholesale, or both, you’ll walk away with actionable steps you can implement TODAY to make this your most profitable and peaceful Q4 yet.

Enjoy the chat!

LOOKING TO GROW YOUR WHOLESALE BUSINESS?

Retail Pitching👇

1) Get the NEW Buyerside Pitch Kit to help you pitch wholesale buyers with confidence. Get yours HERE

Faire Growth👇

1) Learn what buyers are looking for on Faire. Listen to the FREE private podcast series Unlocking Faire - Get instant access HERE

2) Get my exact growth strategy inside the FREE workshop, The Faire Success Blueprint Watch now HERE

3) Ready to take action and scale on Faire? Check out The Faire Bootcamp

READY FOR NEXT-LEVEL, HIGH-TOUCH SUPPORT IN YOUR BUSINESS?

Join the Rewired Retail Collective Waitlist HERE - a 6-month high-level mastermind for product based businesses looking to scale profitably and intentionally.

(Doors open to limited seats in May 2026)

LET'S CONNECT!

Want to leave a Question to air on the podcast (OR leave a little podcast love note)?

CALL IN TO THE ‘BUYER HOTLINE’ HERE

Website: kristinfishercoaching.com

Instagram @kristinfishercoaching

Contact: [email protected]