I'm struggling with doubt. Is there an account in the scripture of someone who was very skeptical but still found their way to Sai?

Yes, the story of Boss Dharamsee in Chapter 35 is a perfect example. He arrived in Shirdi driven by curiosity about miracles and maintained a 'clinical scrutiny.' When offered grapes with seeds by Baba, his mind was filled with problems: he disliked them, they were unwashed, and he felt Baba was forcing them on him. He even questioned Baba's sainthood in his mind. However, Baba knew his internal conflict and, through the miracle of turning the seeded grapes into seedless ones, completely transformed Dharamsee's state of mind. As Chapter 35 states, his ego dropped away, love for Sai was born, and his resolve to visit Shirdi became firm. This shows that Baba directly addresses an individual's doubts to foster faith.