Diagram of the sections of: How does Pirate Ship make money?

How does Pirate Ship make money?

Updated November 2026 · reviewed for today
In short

Pirate Ship makes money from the shipping carriers, not from its users: its own site says “we’re paid by the carriers, not by you”, and the software has no monthly fees, label fees or markup. Founded in Wyoming in 2014, it gives small shippers free web software to buy discounted USPS and UPS labels, and it is a licensed USPS Connect eCommerce platform. The company is private and does not publish how much each carrier pays it.

How does Pirate Ship make money?: hand-drawn explainer by The Business Engineer
Drawing by The Business Engineer.

How Pirate Ship makes money

01
Paid by the carriers
Pirate Ship's site says it is paid by the carriers and that it is one of the largest partners of USPS and UPS, authorised to offer their deepest discounts. It does not disclose the terms.
02
Free to the user
Shippers pay no monthly fees, label fees, markup or minimum volumes, and no credit card is needed to sign up. For UPS, it says it passes through the full discounts.
03
Volume is the product
Carriers want parcels. A platform that gathers many small shippers into one channel brings them volume they would otherwise have to win shipper by shipper.
04
Cheap to acquire, cheap to serve
Pirate Ship plugs into the stores where sellers already work (Shopify, Etsy, eBay, WooCommerce, Square and others) and offers support by email and chat 14 hours a day, 7 days a week.

Where you see it today

USPS pricing tiers

USPS has three price levels: Retail at the Post Office, Commercial Pricing, and Connect eCommerce, which Pirate Ship says USPS launched in 2022 and which is cheaper than Commercial Pricing. Pirate Ship says Connect eCommerce pricing is available automatically on its platform.

The headline saving

Pirate Ship says its pre-negotiated discounts save up to 89% compared with standard USPS and UPS rates. The maximum varies by service: its rates page shows up to 88% for USPS Priority Mail and 81% for UPS Ground.

Exclusive services

It promotes what it calls “secret” shipping services, such as Simple Export Rate for international parcels, which it describes as exclusive to Pirate Ship, and Priority Mail Cubic, priced by box size rather than weight up to 20 pounds.

Integrations as distribution

Sellers import orders from marketplaces and shop builders, buy labels and, in integrations such as Shopify’s, mark the orders as shipped automatically. Each integration is a channel that costs Pirate Ship little and sends more parcels to its carriers.

Pirate Ship's model in practice

Shipping software
What it isWeb app to compare rates, print labels, track parcels
Who paysFree to the user
USPS labels
What it isCommercial and Connect eCommerce pricing, including Priority Mail Cubic
Who paysShipper pays postage only
UPS labels
What it isDiscounts off UPS Daily Rates for US-origin shipments
Who paysShipper pays postage only
Shipping insurance
What it isDiscounted insurance offered in the app
Who paysOptional purchase by the shipper
Platform compensation
What it isPayment for bringing parcel volume
Who paysThe carriers

What it means for you

  • If you ship small volumes, compare the platform price with what you pay at the counter; the gap is the discount tier you are missing.
  • Ask any shipping tool who pays it. If the answer is the user, look for monthly fees or a markup on postage.
  • For builders: when a supplier pays for distribution, you can give the product away and still have a business.
  • Watch the dependency: a model paid by two carriers rests on their terms, which can change.
  • Check the service mix; flat-rate boxes and weight-based pricing often cost more than dimension-based options for small parcels.
The Business Engineer lens

Pirate Ship is a demand aggregator: it bundles thousands of small shippers into volume that carriers will pay for, and makes the software free to win the shipper. The Business Engineer view is that AI shopping and selling tools will create more such middle layers, and the ones that last are paid by the side that needs the volume most.

Read: Marketplace Business Models →Explore everything we publish →

Related: Freemium business model · Affiliate business model · Etsy business model · Shopify business model · eBay business model

Frequently asked questions

How does Pirate Ship make money if it is free?

It says it is paid by the carriers, USPS and UPS, not by its users; users pay only for postage, with no monthly fees, label fees or markup.

Does Pirate Ship add a markup to postage?

No. Pirate Ship says it adds no markup, label fees or monthly costs on top of the carrier price.

Which carriers does Pirate Ship support?

USPS and UPS. It is a licensed USPS Connect eCommerce platform, and its UPS discounts apply to shipments that start in the United States.

When was Pirate Ship founded?

Pirate Ship says it was founded in Wyoming in 2014.

Sources

The full guide

The complete explainer, cleaned up and reformatted for mobile.

  • Pirate Ship is a cloud-based shipping software provider for small and medium-sized businesses. The company was founded by Bjorn Borstelmann and Jameson Morris to simplify the order fulfillment process and give businesses access to cheaper shipping rates.
  • Pirate Ship offers its shipping software for free, with no hidden costs, monthly subscription fees, or markups.
Free Tier and Premium Plans
DescriptionPirate Ship’s software is free to use, with no monthly fees, label fees or markup. Users can create accounts and use essential shipping tools without incurring charges.
Discounted Shipping Rates
DescriptionPirate Ship partners with the shipping carriers USPS (United States Postal Service) and UPS to provide users with access to discounted shipping rates.
Shipping Insurance
DescriptionPirate Ship offers shipping insurance as an additional service to users. Businesses can choose to purchase insurance coverage for their packages to protect against loss or damage during transit.
Integration Partnerships
DescriptionPirate Ship may enter into integration partnerships with e-commerce platforms, online marketplaces, and other software providers. These integrations enable seamless connectivity between Pirate Ship’s shipping solutions and the platforms used by e-commerce sellers.
Challenges and Competition
DescriptionPirate Ship faces challenges related to competition in the shipping software space, as there are other platforms offering similar solutions. To stand out, Pirate Ship needs to continually improve its features, negotiate competitive shipping rates, and provide excellent customer support. Meeting the evolving needs of e-commerce sellers and staying cost-competitive are ongoing challenges.
Future Growth Strategies
DescriptionPirate Ship’s future growth strategies may involve: – Expanding Carrier Partnerships: Collaborating with more shipping carriers to offer a wider range of shipping options. – Enhanced Features: Continuously enhancing the platform’s features and user experience. – E-commerce Integration: Forging more integration partnerships to increase its reach and customer base.

Origin story

Pirate Ship is a cloud-based shipping software provider for small and medium-sized businesses. The company was founded by Bjorn Borstelmann and Jameson Morris in 2014.

Diagram of the sections of: How does Pirate Ship make money?
FourWeekMBABusiness EngineerAt a glance

Pirate Ship partners with the shipping carriers USPS (United States Postal Service) and UPS to provide users with access to discounted shipping rates.

Today, thousands of small businesses buy USPS and UPS labels with Pirate Ship daily.

The platform also reduces costs for the small business owner who simply does not have the volume to negotiate better rates with postal services.

Layout refreshed 6 October 2026. The article text below is unchanged.

Borstelmann and Morris founded and advised some of the first subscription box businesses. In the process, they discovered how costly and time-consuming it was to generate shipping labels for thousands of different packages. 

To address this problem, they set out to create a platform that would simplify the complicated and frustrating parts of learning how to ship. This would allow small entrepreneurs to handle logistics themselves and avoid a reliance on expensive third-party fulfillment services. 

The platform also reduces costs for the small business owner who simply does not have the volume to negotiate better rates with postal services. To that end, Pirate Ship partnered with the United States Postal Service (USPS) to provide access to multiple package-shipping options.

Using Pirate Ship software, the user can import eCommerce orders from their store or marketplace, print the shipping label, and automatically post parcel-tracking information back to the store. Today, thousands of small businesses buy USPS and UPS labels with Pirate Ship daily. 

Pirate Ship revenue generation

Pirate Ship offers its shipping software for free. There are no hidden costs, monthly subscription fees, or markups, and the small business owner is not even required to provide a credit card.

So how does the company make money?

Most shipping software companies charge a monthly access fee and also make money by adding markup on top of the actual postage cost. However, Pirate Ship makes money through a partnership with the USPS and UPS. The nature of this partnership is somewhat opaque, but there is a reasonable chance the company is negotiating a cheaper shipping rate with postal carriers because of the parcel volume it can send their way. 

The company also claims it has built a lean business based on modern ideas to maximize its viability. Among other things, this means advertising costs are reduced with the company relying largely on word-of-mouth to acquire new customers.

Key Takeaways

  • Origin story:
    • Founded in 2014 by Bjorn Borstelmann and Jameson Morris.
    • Created to simplify order fulfillment for small and medium-sized businesses.
    • Aimed to provide access to cheaper shipping rates.
  • Free Shipping Software:
    • Pirate Ship offers its shipping software for free.
    • No hidden costs, monthly subscription fees, or markups.
    • Small business owners don’t need to provide a credit card.
  • Revenue Generation:
    • Pirate Ship likely makes money through partnerships with USPS and UPS.
  • Parcel Volume Impact:
    • The company relies on substantial order volume to drive revenue.
    • Higher order volume allows for greater revenue from negotiated shipping rates.
  • Lean Business Model:
    • Pirate Ship adopts a lean business model to maximize viability.
    • Advertising costs reduced, relying mainly on word-of-mouth for customer acquisition.
  • Partnerships:
    • Pirate Ship partners with USPS for domestic shipping.
  • Simplifying Shipping:
    • Users can import eCommerce orders, print shipping labels, and post parcel-tracking information easily.
    • Thousands of small businesses use Pirate Ship daily for USPS and UPS labels.
  • Cost Reduction for Small Businesses:
    • Reduces shipping costs for small business owners with limited negotiating power.
    • Allows entrepreneurs to handle logistics and avoid reliance on expensive third-party fulfillment services.
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