Hiring talent in IT is very essential for companies to stay competitive. As more and more aspects of human life transform into a digital world, new IT positions and new skill sets are appearing. Right now the IT industry faces a big problem in the form of its use of traditional hiring methods. Traditional Hiring methods have been heavily criticized by industry experts. Research suggests that traditional hiring methods are stressful to candidates in the sense they can cause cognitive load on the candidate and decrease their performance, discriminatory towards women, seniors, and underrepresented candidates, and yet they are being practiced in the majority of IT companies. In this research paper, we take a look at some of the biggest challenges from Whiteboard Interviews to Take Home Assignments that companies face during their Hiring process. We will look in-depth at how these challenges affect hiring, what their side effects on qualified and misrepresented candidates are, and how companies can tackle these problems to improve their hiring process.