I'm also trying to decide between Hugo and Lektor (Note: I'm having some flask experience). At first view Hugo seemed superior but I looked at some important specifics for me like e.g. thumbnail generation, Plugin System (important for developers) or CMS like editing. All this stuff is not available in Hugo core but it's already built into Lektor. It seems the biggest weakness of Hugo is that it is statically built and not easy to extend (only easier to deploy). If you build your own Makefile/gulp etc. around it it may also work for you but Lektor is more flexible when looking at this. From a developers perspective Lektor seems more customizable... unless you are a die hard Go developer. I think Lektor community can outgrow Hugo's one because of the plugin system. Building a toolset around a binary to extend a page generator does not seem the right way @hugo team. But at the end it all depends on your requirements. Hugo is much much easier to deploy and many people do not want to extend their page generator.