Leah Hess
Ready to Resell
Welcome to Ready to Resell, the ultimate destination for anyone looking to unlock the secrets of successful reselling! If you’ve ever wondered how savvy entrepreneurs turn a profit by buying and selling, you’re in the right place. In each episode, we dive deep into the dynamic world of reselling, providing you with valuable insights, expert interviews, and practical tips to kickstart or enhance your reselling journey. Whether you’re a seasoned pro or just starting out, our goal is to empower you with the knowledge and strategies needed to thrive in the reselling game. Join your hosts Leah and...
Author
Leah Hess
Category
Podcast website
Latest episode
Jan 29, 2026
Where to listen?
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Episodes
New Year, New Systems: Money, Taxes & Reseller Reality Checks 29.01.2026 17:07
Welcome back to Ready to Resell! In this unofficial Part 2 of our New Year’s resolutions, Leah and Kayla are tackling a topic that’s not exactly sexy—but absolutely necessary: money, finances, and taxes. Let’s be real—if you’re reselling without the intention of making money, you might just be a hoarder with an internet connection 👀. Whether reselling is your side hustle or your full-time gig, th...
New Year, New Reselling Goals: Setting Your Business Up for Success in 2026 21.01.2026 15:36
Happy New Year, resellers! 🎉 Leah and Kayla are kicking off 2026 with a fun and practical episode all about New Year's resolutions for your reselling business (no gym memberships required!). If you've been staring at that death pile since last January or telling yourself "I'll list it tomorrow" for the hundredth time, this episode is your wake-up call! The hosts dive into actionable strategies to...
Your New 24/7 Reseller Sales Assistant: Poshmark Smart Sell 08.01.2026 18:42
Hey reseller friends! Leah and Kayla are here to talk about a Poshmark feature that's actually working and making our lives easier: Smart Sell! Remember those days of lying in bed for 45 minutes scrolling through likes and manually sending offers at all hours? Yeah, we don't miss those either. In this episode, we're breaking down Poshmark's AI-powered Smart Sell feature that's basically like havi...
2025 Was Rough—Here's How We Survived (And Actually Thrived) 29.12.2025 18:43
Leah and Kayla are getting real about 2025—the good, the bad, and the seriously ugly parts of running a reselling business this year. Spoiler alert: it was a wild ride. From watching their sales tank in spring to scrambling to figure out what the heck was going on, the hosts don't hold back about the challenges they faced. Inflation hit hard, shipping costs sky-rocketed, and everyone was feeling t...
Is Whatnot Worth It? When to Choose (or Skip) This Platform 23.12.2025 21:56
Ever wondered if Whatnot is the right platform for your reselling business? In this brutally honest episode, Leah and Kayla pull back the curtain on their three-attempt journey with Whatnot live auctions, spanning several years in the kids' clothing niche. From being early pioneers in Whatnot's fashion category (when it was just collectibles and Funko Pops) to being actively recruited back to the...
Tax Talk: Unexpected Changes Hitting Online Resellers 11.12.2025 20:32
In this episode of Ready to Resell, Leah and Kayla tackle the "unsexy" but essential topic of taxes for online resellers. They break down two major tax changes that could significantly impact your reselling business: Part 1: The new Texas law (effective October 1, 2025) that charges sales tax on marketplace commissions. Learn how this affects sellers on platforms like Poshmark, eBay, Etsy, and Ama...
💰 Save Smarter, Not Harder: Money Hacks for Resellers & Entrepreneurs 20.10.2025 21:39
In this week’s episode, Leah and Kayla are coming to you live(ish) from their hotel room at PoshFest—yes, surrounded by couch cushions and DIY mic stands—talking all about one of their favorite topics: saving money! From snagging 90%-off clearance finds to stacking grocery fuel points and airline miles, they’re sharing all their tried-and-true hacks for stretching every business and personal dolla...
PoshFest 2025 Day 2 Recap: New Features & Platform Updates 11.10.2025 31:23
Join hosts Leah and Kayla as they recap day two of Poshmark's PoshFest 2025 conference. The duo shares insights from the event's major announcements, including the highly anticipated hackathon session where Poshmark revealed upcoming platform features like Apple Visual Intelligence integration, improved search algorithms, automatic bundling capabilities, and the elimination of square photo require...
Posh Fest 2025 Day One Recap: What We Learned 24.09.2025 18:30
Join hosts Leah and Kayla as they share their unfiltered Day One experience from Posh Fest 2025, recorded straight from their hotel room just minutes after the event ended! Get an insider's look at Poshmark's premier conference, from founder Manish's inspiring farewell speech about embracing change to the breakout sessions dominated by AI tools and trending strategies. The hosts dive into what fir...
4th Quarter Game Face: Your Holiday Reselling Prep Guide 12.09.2025 14:00
It's fourth quarter - time to put your holiday money-making game face on! Leah and Kayla break down the essential steps to crush the most profitable reselling season of the year (September-December). Learn how to clear summer inventory, get your winter/holiday items listed ASAP, prep your shipping supplies, and avoid inventory disasters during peak selling season. Key strategy: Put summer stuff on...
Want a Flexible Side Hustle? Here's Why Reselling Works 18.08.2025 18:34
In this episode, hosts Leah and Kayla explain why reselling is perfect for anyone needing flexible income - whether you're staying home with kids, dealing with job changes, or want a fun side hustle. The secret to getting started? Begin with what you already have at home and ask friends for items they were planning to donate. Don't get overwhelmed by established resellers with warehouses and exp...
BIG News: From Side Hustle to Conference Speaker! 🎉 11.08.2025 15:19
Join hosts Leah and Kayla for an exciting announcement episode where Leah reveals she'll be speaking at PoshFest 2025 in San Jose, California! After 25+ years of reselling that started with college textbook flipping and evolved into a 15,000 square foot warehouse operation, Leah shares how she overcame self-doubt to land a spot on the live auctions panel. In this candid conversation, she takes l...
Reality Check: Why Reselling is Harder Than You Think 30.07.2025 22:37
Think reselling is easy money? Think again! In this eye-opening episode, hosts Leah and Kayla pull back the curtain on the reselling industry to give you the reality check you need before diving in. After years of building their business from a dining room table operation to a 12,000 square foot warehouse, they're sharing the honest truth about why reselling is much harder than those viral "I ma...
eBay Live Training Deep Dive and Behind the Scenes Secrets 17.07.2025 18:19
Leah and Kayla continue their eBay Live beta testing series by sharing their comprehensive training experience and hilariously disastrous first show attempt. They discuss eBay's hands-on training process, including group webinars and one-on-one coaching with dedicated staff - a stark contrast to other platforms where you're left to "figure it out yourself." The hosts recount their memorable first...
NEW! eBay Live Deep Dive: Series Launch & What's Coming 07.07.2025 18:03
Join Leah and Kayla as they kick off their multi-part series about becoming beta testers for eBay's new live auction platform! After years of focusing primarily on Poshmark, these seasoned resellers share the surprising story of how they were selected for eBay's exclusive beta program and what it really takes to get accepted. In this episode, you'll discover: The rigorous application process for e...
Live Show Auction Disasters & How to Bounce Back Like a Reseller Pro 21.06.2025 28:40
Ready to dive into the chaotic, hilarious, and sometimes panic-inducing world of live auctions? Join Leah and Kayla as they spill ALL the things that can (and will) go wrong during your live selling shows! From their hundreds of live selling sessions, the hosts have collected quite the arsenal of "oops" moments and recovery strategies. They'll walk you through everything from connectivity night...
The Good, The Bad, The Ugly: Buyer Complaints About Live Auction Sellers 15.06.2025 28:42
In this episode of Ready to Resell, hosts Leah and Kayla flip the script to examine live auctions from the buyer's perspective. After diving deep into reseller forums and communities, they share the most common complaints buyers have about live auction experiences across platforms like Poshmark, Whatnot, eBay, TikTok, and Instagram. The hosts discuss key buyer pet peeves including overly loud mu...
Why Your Listings Aren't Selling: A Buyer's Honest Take 06.06.2025 23:25
Ever wonder why some of your listings just sit there collecting digital dust while others fly off the virtual shelves? In this episode of Ready to Resell, Leah and Kayla dive deep into the buyer's perspective and share exactly what makes potential customers scroll past your items or click that "buy now" button. They are spilling all the tea on what works and what doesn't when it comes to photos...
Navigating the Reselling Business When Sales Are Slow 02.06.2025 16:14
Join hosts Leah and Kayla for part two of their essential series on thriving as a reseller during challenging economic times. As shipping costs soar and consumer spending tightens, this episode dives deep into practical strategies for maintaining and growing your reselling business. In this episode, Leah and Kayla explore why the current economic downturn actually presents unique opportunities for...
Pivot, Pause, or Persist: Reselling in an Uncertain Market Economy 16.05.2025 22:45
In this timely episode of Ready to Resell, hosts Leah and Kayla tackle the pressing economic challenges facing resellers in today's uncertain market. With inflation driving up costs and sales slowing across platforms, the hosts share their personal experiences and practical strategies for adaptation. What you'll learn: How the current economic climate is affecting the reselling industry Why divers...
The Estate Sale Survivor's Guide: Sale Day Tips & After-Action Plans 09.05.2025 19:40
In this final installment of our estate sale series, hosts Leah and Kayla guide you through the critical day-of-sale operations and post-sale strategies. Learn essential tips for running a successful estate sale, including: How to conduct final walk-throughs and properly set up your checkout area Managing security for valuable items and preventing theft Handling early bird shoppers and appointment...
Estate Sale Planning: Dates, Promotion, and Final Preparations 26.04.2025 25:01
In this informative continuation of their estate sale series, hosts Leah and Kayla of Ready to Resell dive deep into the crucial aspects of scheduling, marketing, and setting up for a successful estate sale. The episode offers practical guidance on selecting the optimal dates for your sale, including considerations for holidays, local events, and personal schedule constraints. The hosts share thei...
Estate Sale Secrets: Execution, Setup & Pricing Strategies for Resellers 19.04.2025 24:50
In this second installment of their estate sale series, hosts Leah and Kayla dive into the practical aspects of conducting a successful estate sale as a reseller. They share crucial insights on timing, organization, pricing, and research techniques. From determining how long to allocate for setup to navigating the challenges of valuing unfamiliar items, they offer concrete advice based on their re...
Beyond Thrifting: How to Break Into the Estate Sale Business 09.04.2025 20:33
In this episode of Ready to Resell, hosts Leah and Kayla kick off a new series all about estate sales! They dive into the world of estate selling from a reseller's perspective, sharing their experiences and insights on how to navigate this unique branch of the reselling business. The hosts discuss the key differences between estate sales, garage sales, and moving sales, while exploring the emotion...
The AI Communication Hack Every Reseller Needs to Know 25.03.2025 18:23
Attention online resellers! In the latest episode of Ready to Resell, Leah and Kayla dive deep into the transformative world of AI for small business customer service. Join them as they unpack how artificial intelligence can be your secret weapon in handling everything from tricky customer inquiries to crafting professional, empathetic responses across multiple selling platforms. Drawing from th...
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