
539: Discover How Express Shipping Shapes Modern Commerce, with ShipStation and DHL Express
This episode features Jessica Webb, Senior Director of Product at ShipStation, and Rachel McGarry, who leads digital platforms for DHL Express. Jessica has been with ShipStation for eight years, managing a team focused on global carrier integrations. Rachel's role at DHL Express involves making cross-border shipping easier for businesses across the Americas. Together, they discuss the necessity of collaboration between technology platforms and carriers to meet evolving consumer demands. They provide insights from ShipStation's benchmark report, emphasizing how data and automation empower SMBs to optimize shipping and create new revenue streams through global expansion.

Today I’m joined by ShipStation, the fastest, easiest way to get products to your customers.
ShipStation is a web-based shipping solution that streamlines the order fulfillment process for your online business. Packed with features – from Automation Rules to Order Tagging – that allow you to automate your business and eliminate manual data entry, ShipStation consolidates orders from over 70 ecommerce channels, creates shipping labels, packing slips, and pick lists in batch, communicates tracking information to your customers, provides endless automation, filters, and views, wireless printing, a mobile app, and a lot more.
Today, Jessica Webb, Senior Director of Product Management at Auctane, and Rachel McGarry, Director of Digital Platforms Americas at DHL Express, are talking all about how express shipping shapes modern commerce. We’ll be exploring the psychology of speed in checkout decisions and when shipping matters most. We’ll be sharing how you can turn shipping data into actionable consumer insight and why AI is already part of your customer journey, even if you haven’t designed for it. And we’ll be shining a light on how you can use shipping speed strategically, without sacrificing profitability.
An introduction to Jessica and her role at ShipStation, and Rachel and her role at DHL Express.
The evolution of the e-commerce market and the factors influencing it, from cost to consumer experience.
What ShipStation’s recent report reveals about customer expectations for delivery, and how much they’re willing to pay for premium and express shipping.
How delivery speed translates to brand trust, credibility and reliability, and the online research consumers are willing to carry out to find the right shopping experience.
Willingness to pay: when and where consumers typically expect free shipping, when they’re happy to pay, and how much.
How technology with ShipStation helps SMBs get visibility into buyer behavior around shipping choices.
How SMBs can turn this data into customer insights to make smarter, more confident decisions.
What ShipStation’s report reveals about AI-mediated shopping, and how companies need to invest in AI if they want to get ahead of the game.
Why AI and a lack of accurate data can undermine trust if done wrong.
How SBMs can compete, in a climate where margins are being squeezed from all angles, and what they can leverage as a differentiator instead of a focus on price.
The top three priorities for e-commerce businesses, the importance of testing solutions and measuring outcomes, and how you can focus on speed and convenience without sacrificing profitability.
A case study exploring how one ShipStation customer leveraged the rate shopping feature to multiply operations x3 in peak season without adding headcount, whilst another was able to expand into new regions and create new revenue streams.
What 2026 is going to bring for the industry and ShipStation. “There’s a lot of uncertainty, but with that shift there’s such incredible areas of opportunity for carriers and technologies to unite in a way that’s really meaningful.”
Resources & Links Mentioned
- Head over to ShipStation’s website now to find out more and discover how they could help you too. You can also connect with ShipStation and keep up to date with the latest over on Facebook, LinkedIn or Instagram, or you can connect with Jessica or Rachel on LinkedIn.
- Check out our other podcasts HERE.
