So with the conflicting replies and with the lovely TSmall's permission, I'm posting our PM's regarding the FULL situation and that will hopefully clarify why there are differences in opinions regarding the significators...
Thank you to TSmall who took time out of her day to explain this to me. Unfortunately I'm nowhere near this sort of caliber and it's an absolute credit to her for helping newbies like me understand the technicalities of this practice...
That is helpful. The reason you are getting conflicting replies is beacuse there is a difference of opinion as to what the significators are. The idea is that becuase the ASC and the MC are ruled by the same planet we need to assign separate significators for you and the job. Tikana is going the route of giving the Moon to you and the job to Mercury while Culpeppe is looking to keep Mercury as you and the job as Saturn. If I were to look at it that way, I'd be more inclined to use Culpepper's method, but for me Saturn seems to be describing your old boss more.
I have found that the chart will always be very descripitve of what is going on when we are completely familiar with the situation. My working theory at the moment is that you are Mercury, job is Sun, and Saturn represents your old boss (just how old is this boss? Saturn in Scorpio?) Jupiter is your old flame, Venus is the person who took the job after you, Mars is your finances/earnings.
When you ask about how old my boss is... do you mean age or how long ago was he my boss?? He is about 52 years old and was my boss from about August last year until February 28 of this year. He and I get along extremely well. He's like a father figure to me and knows about Jupiter (the old flame)... He is getting very anxious because Venus is only there periodically, where he needs someone full time. If he knew this was how it was going to turn out he would have kept me in the position...
Jupiter has said that he wants me to do what makes me happy but feels if it's too hard in his personal life, that he may have to look for work elsewhere.This position offers more money and security, where as my position now doesn't...
Alright, Evie, let's bring this one home, shall we?
Hour ruler is Venus; ASC, Mercury and VEnus are all in a triplicity ruled by Venus. Chart is radical.
ASC is late, indicating that the answer is known to the querent and the querent is asking out of desperation or anxiety.
Next we assign significators, and we want to make certain the significators we assign accurately describe the situation. Mercury as you makes complete sense, as we already know that Mercury left her dignities (Mercury in this chart is feminine for coming behind the Sun) a little over three degrees ago which corresponds to the number of months ago this all happened. Moon, as your co-significator but more importantly as the timer of events, squared Sun also three degrees ago.
Up next, we have Moon still in partile sextile with Saturn, though separating by minutes. When the chart was cast, the last thing that had happened was that your old boss came to you to see if you would be interested in going back to your old job because the person who replaced you wasn't working out. Saturn is retrograde--old boss coming back to you. It is safe to say that Saturn, as the almuten of the MC represents your boss. Saturn is a planet associated with age and authority and father figures in general.
If Saturn is your old boss, which planet then is the job itself? Let's look at the Sun. Most of the 9th house is taken up by the 10th sign, Gemini, and the Sun is in Gemini in the 9th. Ideas that come to mind (Gemini is an air sign, 9th house significations) are publishing, technology, long distance communications, or potentially investments/insurance (because the Sun rules the 12th and is exaltation ruler of the intercepted 8th sign.)
Your chart is actually two pronged, as you have already indicated, because you asked "should I take this job" when what you are really concerned about is a relationship and whether or not your actions will affect someone else. This means we want to look at the 10th house, but we also have to pay attention to the 7th.
There are two people who could belong in the 7th in this chart--the old flame, as ruler of the 7th, and Venus, as exaltation ruler of the 7th. Because at it's heart this is a relationship chart, I am more inclined to give Jupiter to the old lover, and Venus to the person you would be replacing. You would never have a relationship chart in which the significators are Mercury and Venus. The chart bears this out.
In relationship charts, the planetary pairs can only be Moon/Saturn, Sun/Saturn, Jupiter/Mercury or Venus/Mars. Sun/Saturn and Venus/Mars show that the participants have equal power or weight in the relationship. Moon/Saturn and Jupiter/Mercury are unequal: one of the parties is going to have more influence, stature, or power--that would be either Jupiter or Saturn. In this case, we have Jupiter in joy, exalted. This shows somene who enjoys enormous respect, has more power in the relationship itself, and in general works out to be the best significator for your lover. Again looking at the chart, we already saw that Mercury was "chasing" Jupiter so to speak (applying to conjunction in the same sign) but has stationed and will retrograde back. This is important, Evie, becuase this shows that even though you are worried about what Jupiter will do, you are going to do what is best for you in the end and take the job back if you can. More on this in a moment.
We come to the next obstacle, the person who has to vacate the job before you can possibly have it back. As noted, if we give this person Venus, we find Venus in Taurus, her own domicile. She is in the 8th house but the 9th sign. Again we have overlapping ideas that combine the significations of the 8th (fear, death or endings) with those of the 9th, including long distance travel. You have already said that she doesn't like the commute. The 8th could be the ending of her position. This gets reinforced when we see that Venus is applying to an opposition with Saturn (the boss). Remembering that Saturn is retrograde, and that Scorpio is the sign of Venus' detriment, we have an opposition with an rx planet from the detriment of Venus with no reception. Venus is going to be forced or compelled to do something. Oppostions are contests or compromise; without reception we get the sense that Venus is going to be forced somehow to leave. That Venus is dignified means she will be able to handle it when it happens.
Getting back to Jupiter, and the heart of your question. Mars in detriment in Libra is applying to a square with Jupiter. Mars rules the 2nd, but is also the exaltation ruler of the 5th house of children. Posited in the 1st could show that your second house is on your mind (which clearly it is, lol. Who wouldn't want to make more money? Just looking at the position of Mars and Saturn as malefics and not significators pretty much shows your second house is in dire straights.) It could also show that, because Mars is in Jupiter's 7th house, again in detriment, Jupiter is anticipating a problem with the children's exaltation ruler in his 7th house of marriage. Jupiter exalted--exalted planets are ofent overblown, puffed up, making more out of something than they really need to. Sure, Mars is applying to a square with Jupiter, but that aspect does not perfect. Jupiter will escape to Virgo before it can.
Moon's next aspect is a sextile to Jupiter, and there is a bit of reception as Moon is in Jupiter's terms with Jupiter in Moon's domicile. Bonatti tells us in his table of perfection that a sextile with reception means the thing comes shortly, but not without the querent's demand or expectation. In this case we have Moon applying not just to Jupiter, but to the greater benefic sitting smack on the cusp of the 11th house of hopes and wishes.
I stand by my original judgement. Venus will leave, Jupiter won't (despite what he says right now) and you will go back to your old job. I'd give it three months though, because 1) that is how long ago we get from the timing of Mercury moving out of dignity to the time the chart was cast, and 2) it looks like your old boss might want to give Venus some time to find another job.
TSmall was correct in every possible sense with what she saw in the original chart. I'm not saying I dispute anyone else's interpretation. But I think that TSmall has looked at it in a way that assigns the correct significators.
You really went above and beyond by helping me out, especially when there was so much angst amongst this situation. As I mentioned, I posted this as TSmall reminded me this was a learning forum and this will hopefully help anyone else who comes to look at this thread.