God’s ways are mysterious so I could not second guess what His reasons are. When I recall times of suffering, it is either simply part of life that most people experience, I have deliberately chosen to sin, or discovered that I have distanced myself from God and He in His loving mercy is calling me back. Life is a journey of faith and I have repeatedly fallen into the same boggy mires, repented and received the Sacrament of Reconciliation. All I can do is keep praying and listening.
My personal thoughts (at this moment) are that as we journey in faith, the more we ask and allow the Holy Spirit to guide us, the more we can be drawn closer to God, Jesus and the Holy Spirit. The journey is very personal in many ways, but it is not in isolation from others because we are a community (the body of Christ) and the Church guides us in our giving of prayers and resources. When giving in prayer (with or without resources) I believe it should be openly, without judgement, with love and trust in God. If I rely on personal experience or empathy, there is a danger that I move away from God, simply by applying my biased and imperfect judgement.
But there again, maybe sometimes something happens and the Holy Spirit gives a nudge in the right direction. We just need to be careful that we don’t justify our sins and remember that if something good happens, it is God salvaging the situation for our salvation and maybe the saving of another soul.
Just my thoughts. Thanks for the question, it is always good to reflect on possibilities and where God may be leading us on our way home.