A few thoughts
Hi, Minderwiz. I have examined the chart and have a few thoughts.
1). I find Mars, not Jupiter, to be the ruler of your possessions (as Scorpio is on the cusp of the second house of movable goods). Mars is in the fourth house of the home, where it conjoined Neptune in a fixed sign at about the time your items went missing (from the symbolic perspective, fixed signs, and the degrees separating planets in them, typically refer to long periods of time between events).
While I use the classical seven planets as the main significators in horary charts, I view the modern planets as influences conditioning the events/circumstances in question. Neptune here would thus suggest, not simply mental fogginess or strangeness surrounding the disappearance of your items, but a spiritual significance associated with their loss.
Moreover, since Mars is the ruler of your 7th (maternal grandmother), the conjunction of Mars with Neptune -- otherworldly circumstances -- in the 4th house of the home (which also refers to the deepest substrata of your psyche, the grave, and the "end of the matter") suggests a conjoining of your grandmother's energy with the missing items, and the role they were to play in your life.
2). Your wife seems to be not only a catalyst, but a pivotal player in this drama. Her ruler (Moon, in order to differentiate her from your grandmother) is in Capricorn in the 3rd house of communication, where she translates the light of Saturn (her dispositor, and the ruler of your 4th house -- a culmination) to Venus: yourself. She is literally the bearer of the message, the carrier of meaning. Indeed, she is identified with your maternal grandmother, since the house that would normally signify your wife is the abode of the maternal grandmother in this chart. And even though this would be true of any question a married person asked regarding a maternal grandmother, the fact remains that this relationship is highlighted in -- and shown to be central to -- your question
3). Your grandmother's nature can be seen by Mars' condition, placement and aspects. In the 4th house of your deepest being, conjunct Neptune, Mars' presence signifies your psychospiritual -- and ongoing -- connection with your grandmother; Mars, her ruler, is in Aquarius, traditionally ruled by Saturn (which, as the Moon's dispositor, is a further indication of your wife's central role in these events). Your grandmother was in all probability a woman whose serious, even profound, intellect was not afforded a warm welcome while she was alive, and now finds expression in you.
This is confirmed by Saturn's placement in the 9th house of the chart -- your work as a college lecturer plays an important role here, because your 9th is your grandmother's 3rd house of communication. In a sense, she speaks through you. She also speaks through your wife, with Moon translating the light of Saturn to Venus, and also to Mercury (natural ruler of communication, and ruler of the 9th and 12 [!] houses in this chart: otherworldly communication, input and association of a deep and profound order).
Your grandmother is further described as someone whose environment afforded few opportunities for meaningful communication, since Mercury squares Mars and opposes Jupiter in Leo in the 10th house -- authority figures, perhaps even kings; certainly, a societal status quo.
With Mars conjunct Neptune, your grandmother was a deeply intuitive, aware individual who must have suffered greatly under such repression. She no doubt enjoys -- even thrives through -- your participation in astrology, tarot and other metaphysical pursuits, and her "hand" in the loss of the Death card (seen through Saturn's placement, as above) seems clear.
Your intimate ties with your grandmother are shown to be representative of the stream of continuity from life-to-life which we experience with our loved ones and close associates, on this side of the veil and the other.
4). If we consider the 9th house as the ruler of tarot cards, per se, we again see the connection of Saturn (classical ruler of death) with the missing Death card, and the fact that your wife (Moon) was literally responsible for your finding the card (Moon translates Saturn to Venus -- you), even though you were "assigned" to discover her own lost item.
5). As the 2nd of the 7th, your wife's possessions and your grandmother's are also identified in the 8th house of the chart: your wife's photo, and the photo album embracing memories of your grandmother. With Venus ruling the 8th, you discovered the photo/album/Death card when your wife (Moon) occasioned that event.
6). The lunar nodes are in the 29th degree -- a fateful degree, signifying the culmination of a process (again, there is the connection your wife's ruler in these events).
The significations go on and on -- many pages could be written about this chart.
In a nutshell, my view is that your original intuition is correct, and subject to amplification: you are encouraged to think more seriously about pursuits which have heretofore seemed to you peripheral, and not as significant as your customary forms of work and thought. There is no need to abandon the former, so long as you integrate the latter in a conscious and honoring manner. Do not assign "basement status" to your own psychic nature, but incorporate it more fully into your life; whether or not you seek a new career along those lines is up to you -- what is essential, is for you to integrate both sides of your being, and to honor each equally. Take care that you do not repress your own spiritual and creative gifts; see these as ways to continue sharing wisdom with others, and as a way to expand your own -- and others' -- worlds (including your grandmother's).