SPIRITUAL SEASONS (What They and How Do We Relate to Them)

I recently received an email from one of our members with the questions below.   I believe the questions are so important that I will answer them in this forum so that those of you who may also have them will be able to receive the answers.  Each section may have several entries before the complete email is addressed.  Blessing to all of you ...  Here is the email:

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Pastor, I have a question about something you said in service while ministering to ----------. You said that she had just experienced a "season of disappointment." That was new to me, I never knew there could be something like that. But then it caused me to think about "seasons" in general and what they mean for each believer.

PART 1 – Spiritual Seasons
1. Do we all experience the same things in each season?
2. For example, it has been declared that it is a new season, but who determines what it will mean for each person?
3. For the persons that have been ministered to, they will have a semblance of what to expect but what of those who are not ministered to, how will they know what the new season will bring for them?

PART 2 – Our Responsibility in Spiritual Seasons
There have also been those who may say that a particular thing has been declared for the season, yet it seemingly never happens.

1. Is it that they have missed it?
2. Whose responsibility is it to bring what has been declared to pass?
3. Is it dependent on the believer or once it has been declared then it is established?
4. And how do we know when the season ends? Do our seasons begin and end at the same time?

PART 3 – The Spirit of Issachar Anointing
The Bible makes reference to the sons of Issachar who understood the times and seasons and what they ought to do. It occurred to me that it referred specifically to the sons of Issachar, does it mean that not everyone has the ability to interpret time and seasons?

I know the Holy Spirit plays a part in all of this, but where is the balance between the work of the Holy Spirit and the role of the believer? A lot of questions, I know but I just need some understanding.