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The first Apple product with an initial "i" in its name was the "imac". Steve jobs almost named it the "MacMan".

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In the late 1990s, the technology world witnessed a significant shift in product design and marketing strategy with the introduction of Apple’s iMac. This computer was not only revolutionary in terms of its technology and aesthetics but also marked a pivotal change in branding for Apple products, focusing on the Internet-oriented era, which the initial "i" in its name denoted. Interestingly, the iconic name iMac was a hair's breadth away from being called something quite different. Steve Jobs, the co-founder of Apple, initially considered naming the product "MacMan". However, this name was met with resistance from his colleagues and the marketing team.

Apple's marketing lead Ken Segall was the one who proposed the name "iMac", emphasizing its focus on the internet, which perfectly aligned with the era's rapidly growing internet usage. The "i" in iMac stood for internet, individual, instruct, inform, and inspire, encapsulating much of what Apple planned for its product to represent. After much discussion, Steve Jobs, known for his meticulous attention to detail and branding, was persuaded to adopt this more resonant and meaningful name. The release of the iMac in 1998, with its vibrant colors and unique, translucent design, marked the beginning of a renaissance for Apple. It helped steer the company back to profitability following a challenging period in the mid-1990s.

The launch of the iMac significantly altered public perception of home computers, making them more appealing and accessible. It also set a precedent for the "i" branding in many of Apple’s subsequent products, like the iPod, iPhone, and iPad, each becoming tremendously influential in their respective markets. This naming convention, originating from the iMac, signified a new era for Apple, focusing on personal and intuitive technology. Thus, a simple name change decision likely altered the trajectory of Apple, influencing not just its product strategy but also strengthening its brand identity in the competitive tech landscape.