Deep neural networks (DNNs) have revolutionized web-scale ranking systems, enabling breakthroughs in capturing complex user behaviors and driving performance gains. At DoorDash, we first harnessed this transformative power by transitioning our homepage Ads ranking system from traditional tree based models to cutting edge multi task DNNs. This evolution sparked advancements in data foundations, model design, training efficiency, evaluation rigor, and online serving, delivering substantial business impact and reshaping our approach to machine learning. In this paper, we talk about our problem driven journey, from identifying the right problems and crafting targeted solutions to overcoming the complexity of developing and scaling a deep learning recommendation system. Through our successes and learned lessons, we aim to share insights and practical guidance to teams pursuing similar advancements in machine learning systems.

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