Please understand that I am a enthusiast in theoretical physics and not an actual student or physicist. I simply like to understand the effects of physics in a practical way.
I always like to think of time as events. Time, as thought of by our minds, is a distorted effect. We think of time as ticks on a clock and that it moves in a linear way- however, time is actually just change(movement) in space. When change occurs, time occurs. A rock in space though not appearing to change is in fact always changing. Movement is change - and every object is always moving - hence change occurs. I like to call these changes events.
Now, I like to also think of everything that changes as 'broadcasters' of events. So, you are a broadcaster, I'm a broadcaster, the Earth is a broadcaster. Why use this term? Well, if I wave my hand in front of you, you see me wave it. If you wave your hand, I see you wave it. Simple enough, however, if the sun could randomly blinked its light off and on, we wouldn't see this event happen until 7 minutes later. Similarly, if you were in space at a distance of 1AU(the distance from the Earth to the sun) and you waved and I watched through a telescope, I wouldn't see you wave until 7 minutes later - hence why I call it broadcasting.
Now to the topic at hand, Time Dilation - there are two types of dilation - Gravitational and Speed. Dilation in relation to my broadcasting analogy can be thought of as a rate in which events occur. This events are broadcasted at the speed of light, however the amount of events that are observed are based on the dilation of time. In a gravitational field time is more dilated, so less events are broadcasted at the speed of light. In deep space, time is less dilated so more events are broadcasted at the speed of light. Now, speed(velocity) also dilates time - so the faster one moves the less events are broadcasted at the speed of light. Now, an observer can only measure the events with respect to his own rate. If two observers have the same rate of dilation, then the starting time for events(such as an exploding star) measured can be compared as equal. However, if one observer is at a higher rate of dilation than the other - then the starting time of the event will be different for both observers, as well as the length of time the event last will be different. However, regardless if the event is observed - the event still has is own rate of broadcasting.
Now, let's do a thought experiment - there are 4 probes in space, One near Earth with a high level of gravitational influence, another probe 1 light year away with less but some influence, and 2 probes another 2 light years away with little to no influence. Each probe will ping at the rate of 100 per YEAR. Now I will exaggerate a bit for simplicity - the probe near Earth broadcasts 1 event per light year, the probe 1 light year away will broadcast events at 2 per light year, and the two in deep space at 3 per light year.
So on earth, we could measure the probes pings in one years time. The probe near Earth will measure as 100 pings, the probe 1 light year away will measure 200 pings and the two in deep space will measure 300 pings. Now furthermore, the probes in deep space can measure each other as 100 pings in one year, then measure the pings from the probe in the middle to be 66 pings, and the probe on Earth as 33 pings. The probe in the middle in one year will measure Earth's as 50 pings, and the deep space probes as 150.
(Observed Probe Event Rate/Local Probe Event Rate) x Local Pings = Observed Pings.
Earth to Deep Space:
(3/1) x 100 = 300
Deep Space to Earth:
(1/3) x 100 = 33.3333
In a similar example using the rocket with using ticks on a watch rather than pings. Say the dilation of the rocket is .998 to Earth's 1 and your measuring 60 seconds.
Rocket to Earth:
(.998/1) x 60 = 59.88 seconds
Earth to Rocket:
(1/.998) x 60 = 60.12 seconds
The gravitational dilation will take effect as well as respect to being on Earth or in space. The speed dilation effect measured on Earth will be more noticeable than it will be if the rocket was in space. A rocket could theoretically go at as speed in a region of space to where the gravitational dilation is equaled to Earth's dilation by the speed of the rocket. What that means is - the rocket in space could have its time in sync with Earth under specific conditions. The only way for a rockets time to go faster than Earth's is if it were to be in a region of space where the gravity was more denser than Earth's and the speed dilation of the rocket doesn't overcome the gravitational dilation.
Feel free to comment and correct - As I said before, I am mearly an enthusiast in theoretical physics - these are some of the ideas I have been pondering over for awhile.