This presentation will outline the trials and tribulations encountered over the last 5 years creating the first software defined Fileserver on our hyperconverged platform. We believe that this architecture brings value and goodness as on a private cloud platform but poses unique challenges. Working closely in partnership with developers and performance engineers, we gleaned insights by performance experimentation troubleshooting. These insights were then passed on to architectural changes as we iterated on the design. Its been a fun journey, mostly due to the people and technology we were able to build.