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Chronicles

The story behind the story

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Former Apple retail chief Ron Johnson launching Enjoy in 2015, has raised $30M to help consumers find products

The Genius Behind The Apple Store Wants To Help You Choose Your Next Gadget  —  Former J.C. Penny CEO and Apple retail chief Ron Johnson has a new startup that hopes to help …

Business Insider Sam Colt

Context & Ripple Effects

When this was reported, Ron Johnson was attempting a retail comeback: after running Apple Stores through their formative years and a turbulent J.C. Penney CEO stint, he had told reporters a month earlier about plans for an on-demand gadget delivery service, and the $30M round confirmed the project had a name — Enjoy — ahead of its planned 2015 debut.

The arc since then has been dramatic: Enjoy launched in mid-2015 with white-glove delivery and free in-home setup, scaled through a $150M Series C that brought total funding to $350M, and ultimately collapsed into a bankruptcy filing and sale to Asurion less than a year after a SPAC merger.

First-order effects

  • The $30M gave Johnson runway to build out Enjoy's core bet — pairing online gadget sales with personal delivery and expert setup — which materialized as the 2015 e-commerce launch with no-cost in-home service.

Second-order effects

  • Enjoy's model put it in direct competition with carrier and retailer installation services, pushing device makers and insurers toward partnerships rather than building their own doorstep-setup operations — a path that ended with Asurion buying the company out of bankruptcy.

Third-order effects

  • Enjoy's rise and fall traces the lifecycle of the 'service layer on top of e-commerce' thesis: well-funded premium concierge models struggled to sustain unit economics, and the assets migrated to insurance-adjacent buyers like Asurion via the 2021–22 SPAC-and-bankruptcy cycle.

The trend: Premium at-home tech setup startups attracted hundreds of millions in venture capital on the strength of Apple Store-style service economics, but most of that capital ended up consolidated by warranty and insurance players when the standalone model failed.