Note that "insight" meditation without Samadhi/Jhana practice is sometimes called "dry insight", and a lot of "insight" focused teachers still emphasize Smadhi/Jhana as an important part of practice.
Also note that generally, traditional Buddhism tends to see building virtue in everyday life as a necessary prerequisite for meditation. You can be a lay Buddhist by being virtuous but not meditating, but not the other way around. A lot of people in our western culture tend to approach it the other way, with meditation as the defining practice and virtue as a secondary thought. I remember hearing of a meditation teacher who loved to start meditation retreats by saying something like "most of you would probably benefit more from hosting a family of refugees, rather than coming to a silent retreat", which would upset quite a few participants. If you want to ground this in meditation, practices such as "loving kindness" meditation are very helpful, and can help overcome/avoid a dark night.
There are also other more "modern" "traditions" (if you can call something that is at most a few decades old a tradition) that can help deepening insight into emptiness _while_ also increasing a sense of wonder and respect for the world, rather than falling into nihilism. I am in particular thinking in Rob Burbea's "Soulmaking Dhamma". To summarize it, he proposes that, given the insight that there is no reality without a "way of looking" (his way to summarize emptiness), it is not only OK to embrace a way of looking, but we have flexibility in doing so - and switching between such ways of looking in this way helps deepen insight into emptiness, rather than lead to delusion.
This does not make immune to feelings of confusion and grief, but can help work with them. Also note I am by no way a spiritual teacher, and what helped me might not help you.
Also note that generally, traditional Buddhism tends to see building virtue in everyday life as a necessary prerequisite for meditation. You can be a lay Buddhist by being virtuous but not meditating, but not the other way around. A lot of people in our western culture tend to approach it the other way, with meditation as the defining practice and virtue as a secondary thought. I remember hearing of a meditation teacher who loved to start meditation retreats by saying something like "most of you would probably benefit more from hosting a family of refugees, rather than coming to a silent retreat", which would upset quite a few participants. If you want to ground this in meditation, practices such as "loving kindness" meditation are very helpful, and can help overcome/avoid a dark night.
There are also other more "modern" "traditions" (if you can call something that is at most a few decades old a tradition) that can help deepening insight into emptiness _while_ also increasing a sense of wonder and respect for the world, rather than falling into nihilism. I am in particular thinking in Rob Burbea's "Soulmaking Dhamma". To summarize it, he proposes that, given the insight that there is no reality without a "way of looking" (his way to summarize emptiness), it is not only OK to embrace a way of looking, but we have flexibility in doing so - and switching between such ways of looking in this way helps deepen insight into emptiness, rather than lead to delusion.
This does not make immune to feelings of confusion and grief, but can help work with them. Also note I am by no way a spiritual teacher, and what helped me might not help you.