Two interpretations are equally tenable;
(1) as in the King James Version, He whom men despise, or who is "lowly" in his own eyes (compare 1-Samuel 18:23), if he has a slave, i. e., if he is one step above absolute poverty, and has some one to supply his wants, is better off than the man who boasts of rank or descent and has nothing to eat. Respectable mediocrity is better than boastful poverty.
(2) he who, though despised, is a servant to himself, i. e., supplies his own wants, is better than the arrogant and helpless.

He that is despised, and hath a servant - I believe the Vulgate gives the true sense of this verse: Melior est pauper, et sufficiens sibi; quam gloriosus, et indigens pane.
"Better is the poor man who provides for himself, than the proud who is destitute of bread." The versions in general agree in this sense. This needs no comment. There are some who, through pride of birth, etc., would rather starve, than put their hands to menial labor. Though they may be lords, how much to be preferred is the simple peasant, who supports himself and family by the drudgery of life!

[He that is] despised, (c) and hath a servant, [is] better than he that honoureth himself, and is destitute of bread.
(c) The poor man that is contemned and yet lives of his own travail.

He that is despised, and hath a servant,.... Meaning not the same person as before, but one in mean circumstances of life; and because he has not that substance as others have, at least does not make that show and figure in the world as some; and mean in his own eyes, as Jarchi; and does not affect grandeur, and to look greater than he is; has just sufficiency to keep a servant to wait upon him; or, as some render it, is "a servant to himself" (p); to this purpose the Septuagint; and so Jarchi and Gersom interpret it, who does his own work at home and abroad, in the house and in the field, and so gets himself a competent living. He
is better than he that honoureth himself, and lacketh bread; that boasts of his pedigree, and brags of his wealth; dresses out in fine clothes, keeps a fine equipage, makes a great figure abroad, and has scarce bread to eat at home, and would have none if his debts were paid; the former is much the better man on all accounts, and more to be commended; see Proverbs 13:7. And so, as Cocceius observes, the least shepherd (under Christ) that has ever so few sheep, one or two under his care, whom he brings to righteousness, and by whom he is loved, is preferable to the pope of Rome, who is adored by all; and yet neither has nor gives the bread of souls; and without the offerings of others has not anything to eat.
(p) "servus sibiipsi", Montanus; "suiipius", Vatablus; "sibimet", Schultens.

He that lives in a humble state, who has no one to wait upon him, but gets bread by his own labour, is happier than he that glories in high birth or gay attire, and wants necessaries.

despised--held in little repute, obscure (1-Samuel 18:23; Isaiah 3:5).
hath a servant--implying some means of honest living.
honoureth himself--is self-conceited.

9 Better is he who is lowly and has a servant,
Than he that makes himself mighty and is without bread.
This proverb, like Proverbs 15:17, commends the middle rank of life with its quiet excellences. נקלה (like 1-Samuel 18:23), from קלה, cognate with קלל, Syr. 'kly, to despise, properly levi pendere, levem habere (whence קלון, scorn, disgrace), here of a man who lives in a humble position and does not seek to raise himself up. Many of the ancients (lxx, Symmachus, Jerome, Syr., Rashi, Luther, Schultens) explain ועבד לו by, and is a servant to himself, serves himself; but in that case the words would have been עבד לנפשׁו (Syr. דּמשׁמּשׁ נפשׁהּ), or rather ועבדּו הוּא. ועבד לו would be more appropriate, as thus pointed by Ziegler, Ewald, and Hitzig. But if one adheres to the traditional reading, and interprets this, as it must be interpreted: et cui servus (Targ., Graec. Venet.), then that supplies a better contrast to וחסר־לחם, for "the first necessity of an oriental in only moderate circumstances is a slave, just as was the case with the Greeks and Romans" (Fl.). A man of lowly rank, who is, however, not so poor that he cannot support a slave, is better than one who boasts himself and is yet a beggar (2-Samuel 3:29). The Hithpa. often expresses a striving to be, or to wish to appear to be, what the adj. corresponding to the verb states, e.g., התגּדּל, התעשּׁר; like the Greek middles, εζεσθαι, αζεσθαι, cf. התחכּם and σοφίζεσθαι. So here, where with Fleischer we have translated: who makes himself mighty, for כבד, gravem esse, is etymologically also the contrast of קלה. The proverb, Sirach 10:26: κρείσσων ἐργαζόμενος καὶ περισσεύων ἐν πᾶσιν, ἢ δοξαζόμενος καὶ ἀπορῶν ἄρτων (according to the text of Fritzsche), is a half remodelling, half translation of this before us.

Despised - That lives in a mean condition. Honoureth - That glories in his high birth or gay attire.