Soliciting and articulating viewpoints has not one iota of relevance to philosophy, i.e. love of wisdom (read: respect for obtaining knowledge).
I am not saying that reading intelligent literature about imponderables such as the meaning or purpose of life is not a worthwhile endeavor. Philosophy, however, is heuristic and does not issue imponderables. When analyzing imponderables, philosophizing is, in the words of Ludwig Wittgenstein, rejection of false arguments.
I would recommend that instead of focusing your philosophy club upon opinion, sentiment and weltanschauung - no matter how well reasoned, how sophisticated the rhetoric or convincing the argumentation - you instead focus your club on the fundamentals of philosophy: logic, reason and rhetoric such that your students may engage the domains of philosophy (epistemology and ontology) that their resulting studies bear the fruits of knowledge instead of opinion. Such then can knowledge based verstehen be utilized for verifiable and ponderable erklaren.
In addition to a curriculum based upon the Trivium, a foundation for the virtue of obtaining knowledge are the three classic "laws" (or principles) of thought:
- the excluded middle
Another basic distinction to impart upon your students is the distinction of what is true from what is opinion, sentiment, "a way of looking at things" (i.e. what is "true to you" - or me, us them...). This not only sets a foundation for the rational assessment of truth values (true or false - per non-contradiction and the excluded middle) it also raises the question of ambiguity of language as well the differences between language use and definition - but more importantly it offers the means to address the ambiguities and differences such that knowledge may be obtained. While coherence is an important aspect of rhetoric (especially for explanations of the physical, social or psychological), truth is merely a condition of statements which is satisfied when what is said (uttered) corresponds with (matches, fits) what is (the world, the case, states of affairs.)
Lastly, bear in mind that the history of philosophy is not philosophy.
That said, Bertrand Russell has some great quotes. In particular, his "message to the future" about love. Also, from "The History of Western Philosophy and its Connection with Political and Social Circumstances from the Earliest Times to the Present Day":
Philosophy, as I shall understand the word, is something intermediate between theology and science. Like theology, it consists of speculations on matters as to which definite knowledge has, so far, been unascertainable ; but like science, it appeals to human reason rather than to authority, whether that of tradition or that of revelation. All definite knowledge so I should contend belongs to science; all dogma as to what surpasses definite knowledge belongs to theology. But between theology and science there is a No Man's Land, exposed to attack from both sides; this No
Man's Land is philosophy. Almost all the questions of most interest to speculative minds are such as science cannot answer, and the confident answers of theologians no longer seem so convincing as they did in former centuries. (pg. 10) ...
... There is also, however, a more personal answer. Science tells
us what we can know, but what we can know is little, and if we forget how much we cannot know we become insensitive to many things of very great importance. Theology, on the other hand, induces a dogmatic belief that we have knowledge where in fact we have ignorance, and by doing so generates a kind of impertinent insolence towards the universe. Uncertainty, in the presence of vivid hopes and fears, is painful, but must be endured if we wish to live without the support of comforting fairy tales. It is not good either to forget the questions that philosophy asks, or to persuade ourselves that we have found indubitable answers to them. To teach how to live without certainty, and yet without being paralysed by hesitation, is perhaps the chief thing that philosophy, in our age, can still do for those who study it. (pg. 11)
You may also find some useful material in A.J. Ayer's "The Meaning of Life"
Evidently, there is no general answer to the question what constitutes a meaningful life. A life lived in one culture at a given social and economic level which satisfies one person might well fail to satisfy another who dwelt in a different or even in the same environment. Treating the question subjectively one can say, platitudinously, that it is a matter of the degree to which one achieves self fulfilment. Treating it objectively, it is a matter of one's standing in one's society and the historical influence, if any, that one exerts. We have seen that the results of these different viewpoints need not coincide either with each other or with what we humane and liberal persons would regard as morally commendable.
...or his other writings:
The ground for taking ignorance to be restrictive of freedom is that it causes people to make choices which they would not have made if they had seen what the realization of their choices involved.
"The Concept of Freedom"