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Chess Move
The what: A TLDR explanation of the strategy
Throughout the entirety of the dotcom bubble, there was a single peer-to-peer retail marketplace with national brand recognition:Β
eBay.Β
Even with Amazon eating into eBayβs sales for new products, eBay had cornered the market for used goods.Β
In 2011, Italian entrepreneur Simon Beckerman was looking for a way to build a community around his lifestyle publication PIG (People In Groove) Magazine.Β
He observed Instagramβs rising popularity, and imagined a product that afforded readers the same UX as the beloved camera-app, but instead allowed them to buy clothes worn by the creators in the magazine.
Somewhere community members could βdiscoverβ products organically, rather than searching for them on eBay.Β
Depop was born, with a defining philosophy:

π‘
Strategy Playbook: Find something thatβs boring, but working. Make it cool. Make it fun. Bring it to life.


Breakdown
The how: The strategic playbook boiled down to 3x key takeaways
1. Β Old game, new look
Despite their decade-plus first-mover advantage, eBay could never shapeshift into a brand that is coveted by Millenials and Gen Z:
Β β eBay: always saddled with consumer trust issues, which was amplified by their minority acquisition of Craigslist in 2008
Β β Depop: created a space that felt like home for under-40 consumers by allowing them to create profiles as brands, and enabling them to be both buyers and sellersΒ
The user experiences are also highly representative of their respective ages:Β
Β β eBay: primarily relies on search-based selling, requiring users to come with intent to purchase a specific item
Β β Depop: leverages feed-based UX, which is more familiar to younger consumers, and facilitates the social and community aspects of the platform
And though one is very cash-rich, the other significantly more adaptable:
Β β eBay: highly complex source code that is still built atop their legacy architecture, making large-scale UX changes challenging
Β β Depop: simple modern design allowed them to quickly double-down on vintage clothing resale as streetwear took off in the mid 2010βsΒ
2. Build a marketplace for humans, not transactions
Depop has always been obsessed with developing a mobile-first experience that:
Is optimised for both buyers and sellers
Specifically caters for apparel sales (since 95% of their Gross Marketplace Volume is apparel)
Has a vibrant underlying community
Their feed works similarly to other social apps, designed to algorithmically rank and surface various products for users to consider, which:
Gives it the effect of social entertainment, rather than traditional e-commerceΒ
Makes the marketplace highly tailored, differentiating them from competitors like eBay and Mercari
Drives sales via intuitive, emotional, community-powered social tactics (ie. βimpulse buyingβ) that gained traction in the mid 2010βs
Part of the appeal of Depop for Gen Z is the focus theyβve put on sustainability; these consumers are highly conscious of overconsumption habits.Β Β
According to Depopβs 2023 10-K:Β
βDepopβs circular ecosystem extends the life of millions of garments every year, providing a more sustainable way to enjoy fashion.β
Introducing humanity to selling is ultimately what created their market wedge.
Depop reportedly achieved around $650 million of Gross Merchandise Sales (GMS) in 2020, leading to their acquisition by Etsy in the same year for $1.6 billion.Β
3. Exercise strategic restraint
Vinted, founded in 2008, was the first major βnext-genβ competitor to eBay. Over a 4 year period between 2011 - 2015, a slew of resale companies that specialised in vintage, exclusive, or resale apparel were born, including:Β
StockX
Poshmark
Grailed
Mercari
GOAT
Global competition for apparel resale exploded.

The clothing resale market is set to exceed $350 billion globally by 2027:
$70 billion will happen in the US. $38 billion will happen online.
Resale growth outpaced standard retail by 5x in 2023.
But the apparel figures are only a small fraction of the overall resale market β which is still dominated by eBay and TikTok Shop.Β Β

βSocialβ retail platforms like Whatnot, NTWRK, and TikTok Live, which came to prominence between 2015 - 2019, further accelerated resale growth.Β Β
These platforms focus on selling through livestream, a rapidly growing format in other markets:Β
Nearly 20% of online shopping in China takes place via livestream (worth $600B)
TikTok Shop (Douyin) aims for $12B in annual sales across Southeast Asia
By comparison:
Only 14% of American consumers have reported making a livestream purchase
The US and UK make up nearly 75% of Depopβs sales
While Whatnot, NTWRK, and TikTok Live compete in an arms race to win a prize that might not ever come to fruition (bringing livestream shopping to the US), Depop has doubled-down on building a social product that is specifically tailored to Western Gen Z.
And the livestream space could become even more competitive, as Meta and Amazon have both largely held out of this space so far.Β
Depopβs bet: Ignore the exciting but unproven - stay with whatβs working.


Rabbit Hole
The where: 3x high-signal resources to learn more
[5 minute read]
With over 3 million active Depop sellers, there are 3 million stories that inspired them to sell.
The WSJ explores the motivations of this community, 90% of which is under the age of 26, in an interactive lookbook.
(Hint, itβs not just about money)
[9 minute read]
Pre-owned clothing is having a major comeback, especially vintage.
This anti-trend is seen by young people as not just a way to express themselves β but also a tool to eschew the digital shopping experience altogether.
Explore New York Cityβs vibrant vintage clothing scene, one neighbourhood at a time.
[4 minute watch]
After taking over as Depop CEO in 2016 once founder Simon Beckerman stepped down, Maria Raga knew it was important to double-down on their strengths.
Check out the 2019 interview she did with Bloombergβs Technology desk, nearly 2 years before the Etsy acquisition.
She covers:
β’ Why individuality and creativity is at the center of everything at Depop
β’ The importance of empowering its users to βbuild businessesβ
β’ Depopβs plan for competing with Instagram
Donβt forget: weβd love some help / inspiration with the new Strategy Breakdowns logo. If youβre keen to collab, send us a reply!
β Written byΒ Alex McClelland. Edited by Tom Alder.


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