Ruth 2:5

Boaz saw Ruth as a young woman suitable for marriage (Hebrew na‘arah).

his servant that was set over the reapers--an overseer whose special duty was to superintend the operations in the field, to supply provision to the reapers, and pay them for their labor in the evening.

Now Boaz himself appears, and a great deal of decency there appears in his carriage both towards his own servants and towards this poor stranger.
I. Towards his own servants, and those that were employed for him in reaping and gathering in his corn. Harvest-time is busy time, many hands must then be at work. Boaz that had much, being a mighty man of wealth, had much to do, and consequently many to work under him and to live upon him. As goods are increased those are increased that eat them, and what good has the owner thereof save the beholding of them with his eyes? Boaz is here an example of a good master.
1. He had a servant that was set over the reapers, Rut 2:6. In great families it is requisite there should be one to oversee the rest of the servants, and appoint to each their portion both of work and meat. Ministers are such servants in God's house, and it is requisite that they be both wise and faithful, and show their Lord all things, as he here, Rut 2:6.
2. Yet he came himself to his reapers, to see how the work went forward, if he found any thing amiss to rectify it, and to give further orders what should be done. This was both for his own interest (he that wholly leaves his business to others will have it done by the halves; the master's eye makes a fat horse) and it was also for the encouragement of his servants, who would go on the more cheerfully in their work when their master countenanced them so far as to make them a visit. Masters that live at ease should think with tenderness of those that toil for them and bear the burden and heat of the day.
3. Kind and pious salutations were interchanged between Boaz and his reapers.
(1.) He said to them, The Lord be with you; and they replied, The Lord bless thee, Rut 2:4. Hereby they expressed, [1.] Their mutual respect to each other; he to them as good servants, and they to him as a good master. When he came to them he did not fall a chiding them, as if he came only to find fault and exercise his authority, but he prayed for them: "The Lord be with you, prosper you, and give you health and strength, and preserve you from any disaster." Nor did they, as soon as ever he was out of hearing, fall a cursing him, as some ill-natured servants that hate their master's eye, but they returned his courtesy: "The Lord bless thee, and make our labours serviceable to thy prosperity." Things are likely to go on well in a house where there is such good-will as this between master and servants. [2.] Their joint-dependence upon the divine providence. They express their kindness to each other by praying one for another. They show not only their courtesy, but their piety, and acknowledgement that all good comes from the presence and blessing of God, which therefore we should value and desire above any thing else both for ourselves and others.
(2.) Let us hence learn to use, [1.] Courteous salutations, as expressions of a sincere good-will to our friends. [2.] Pious ejaculations, lifting up our hearts to God for his favour, in such short prayers as these. Only we must take heed that they do not degenerate into formality, lest in them we take the name of the Lord our God in vain; but, if we be serious in them, we may in them keep up our communion with God, and fetch in mercy and grace from him. It appears to have been the usual custom thus to wish reapers good speed, Psa 129:7, Psa 129:8.
4. He took an account from his reapers concerning a stranger he met with in the field, and gave necessary orders concerning her, that they should not touch her (Rut 2:9) nor reproach her, Rut 2:15. Masters must take care, not only that they do no hurt themselves, but that they suffer not their servants and those under them to do hurt. He also ordered them to be kind to her, and let fall some of the handfuls on purpose for her. Though it is fit that masters should restrain and rebuke their servants' wastefulness, yet they should not tie them up from being charitable, but give them allowance for that, with prudent directions.
II. Boaz was very kind to Ruth, and showed her a great deal of favour, induced to it by the account he had of her, and what he observed concerning her, God also inclining his heart to countenance her. Coming among his reapers, he observed this stranger among them, and got intelligence from his steward who she was, and here is a very particular account of what passed concerning her.
1. The steward gave to Boaz a very fair account of her, proper to recommend her to his favour, Rut 2:6, Rut 2:7. (1.) That she was a stranger, and therefore one of those that by the law of God were to gather the gleanings of the harvest, Lev 19:9, Lev 19:10. She is the Moabitish damsel. (2.) That she was allied to his family; she came back with Naomi, the wife of Elimelech, a kinsman of Boaz. (3.) That she was a proselyte, for she came out of the country of Moab to settle in the land of Israel. (4.) That she was very modest, and had not gleaned till she had asked leave. (5.) That she was very industrious, and had continued close to her work from morning even until now. And the poor that are industrious and willing to take pains are fit to be encouraged. Now, in the heat of the day, she tarried a little in the house or booth that was set up in the field for shelter from the weather to repose herself, and some suggest that it is probably she retired for her devotion. But she soon came back to her work, and, except that little intermission, kept close to it all day, though it was not what she had been used to. Servants should be just in the character and reports they give to their masters, and take heed they do not misrepresent any person, nor without cause discourage their master's charity.
2. Boaz was hereupon extremely civil to her in divers instances. (1.) He ordered her to attend his reapers in every field they gathered in and not to glean in the field of another, for she should not need to go any where else to better herself (Rut 2:8): Abide here fast by my maidens; for those of her own sex were the fittest company for her. (2.) He charged all his servants to be very tender of her and respectful to her, and no doubt they would be so to one to whom they saw their master kind. She was a stranger, and it is probably her language, dress, and mien differed much from theirs; but he charged them that they should not in any thing affront her, or be abusive to her, as rude servants are too apt to be to strangers. (3.) He bade her welcome to the entertainment he had provided for his own servants. He ordered her, not only to drink of the water which was drawn for them (for that seems to be the liquor he means, Rut 2:9, drawn from the famous well of Beth-lehem which was by the gate, the water of which David longed for, Sa2 23:15), but at meal-time to come and eat of their bread (Rut 2:14), yea, and she should be welcome to their sauce too: Come, dip thy morsel in the vinegar, to make it savoury; for God allows us not only nourishing but relishing food, not for necessity only, but for delight. And for encouragement o her, and direction to the servants, he himself, happening to be present when the reapers sat down to meat, reached her parched corn to eat. It is no disparagement to the finest hand to be reached forth to the needy (Pro 31:20), and to be employed in serving the poor. Observe, Boaz was not scanty in his provision for his reapers, but sent them so much more than enough for themselves as would be entertainment for a stranger. Thus there is that scattereth and yet increaseth. (4.) He commended her for her dutiful respect to her mother-in-law, which, though he did not know her by sight, yet he had heard of (Rut 2:11): It has been fully shown me all that thou hast done unto thy mother-in-law. Note, Those that do well ought to have the praise of it. But that which especially he commended her for was that she had left her own country, and had become a proselyte to the Jewish religion; for so the Chaldee expounds it: "Thou hast come to be proselyted, and to dwell among a people whom thou knowest not." Those that leave all, to embrace the true religion, are worthy of double honour. (5.) He prayed for her (Rut 2:12): The Lord recompense thy work. Her strong affection to the commonwealth of Israel, to which she was by birth an alien, was such a work of the divine grace in her as would certainly be crowned with a full reward by him under whose wings she had come to trust. Note, Those that by faith come under the wings of the divine grace, and have a full complacency and confidence in that grace, may be sure of a full recompence of reward for their so doing. From this expression, the Jews describe a proselyte to be one that is gathered under the wings of the divine majesty. (6.) He encouraged her to go on in her gleaning, and did not offer to take her off from that; for the greatest kindness we can do our poor relations is to assist and encourage their industry. Boaz ordered his servants to let her glean among the sheaves, where other gleaners were not allowed to come, and not to reproach her, that is, not to call her thief, or to suspect her of taking more than was allowed her, Rut 2:15. All this shows Boaz to have been a man of a generous spirit, and one that, according to the law, considered the heart of a stranger.
3. Ruth received his favours with a great deal of humility and gratitude, and conducted herself with as much propriety in her place as he did himself in his, but little thinking that she should shortly be the mistress of that field she was now gleaning in. (1.) She paid all possible respect to him, and gave him honour, according to the usage of the country (Rut 2:10): She fell on her face, and bowed herself to the ground. Note, Good breeding is a great ornament to religion; and we must render honour to whom honour is due. (2.) She humbly owned herself unworthy of his favours: "I am a stranger (Rut 2:10) and not like one of thy handmaids (Rut 2:13), not so well dressed nor so well taught, not so neat nor so handy." Note, It well becomes us all to think meanly of ourselves, and to take notice of that in ourselves which is diminishing, esteeming others better than ourselves. (3.) She gratefully acknowledged his kindness to her; though it was no great expense to him, nor much more than what he was obliged to by the divine law, yet she magnifies and admires it: Why have I found grace in thy eyes? Rut 2:10. (4.) She begs the continuance of his good-will: Let me find favour in they sight (Rut 2:13), and owns that what he had said had been a cordial to her: Thou hast comforted me, for that thou hast spoken friendly to me. Those that are great, and in high places, know not how much good they may do to their inferiors with a kind look or by speaking friendly to them; and so small an expense, one would think, they should not grudge, when it shall be put upon the score of their charity. (5.) When Boaz gave her her dinner with his reapers she only ate so much as would suffice her, and left the rest, and immediately rose up to glean, Rut 2:14, Rut 2:15. She did not, under pretence either of her want or of her labour, eat more than was convenient for her, nor so much as to unfit her for work in the afternoon. Temperance is a friend to industry; and we must eat and drink to strengthen us for business, not to indispose us to it.

His servant that was set over the reapers - This was a kind of steward or hind who had the under management of the estate. Some think that an officer of this kind is intended in the description given by Homer of the labors of a harvest field, as represented by Vulcan on one compartment of the shield which he made for Achilles: -
Εν δ' ετιθει τεμενος βαθυληΐον· ενθα δ εριθοι
Ἡμων, οξειας δρεπανας εν χερσιν εχοντες·
Δραγματα δ' αλλα μετ' ογμον επμον επητριμα πιπτον εραζε,
Αλλα δ' αμαλλοδετηρες εν ελλεδανοισι δεοντο.
Τρεις δ' αρ' αμαλλοδετηρες εφεστασαν· αυταρ οπισθε
Παιδες δραγμευοντες, εν αγκαλιδεσσι φεροντες,
Ασπερχες παρεχον· βασιλευς δ' εν τοισι σιωπῃ
Σκηπτρον εχων ἑστηκει επ' ογμου γηθοσυνος κηρ.
Κηρυκες δ' απανευθεν ὑπο δρυΐ δαιτα πενοντο·
Βουν δ' ἱερευσαντες μεγαν, αμφεπον· αἱ δε γυναικες
Δειπνον εριθοισιν, λευκ' αλφιτα πολλα παλυνον.
Iliad xviii., v. 550.
There too he form'd the likeness of a field
Crowded with corn, in which the reapers toil'd,
Each with a sharp-tooth'd sickle in his hand.
Along the furrow here, the harvest fell
In frequent handfuls; there, they bound the sheaves.
Three binders of the sheaves their sultry task
All plied industrious, and behind them boys
Attended, filling with the corn their arms,
And offering still their bundles to be bound.
Amid them, staff in hand, the master stood,
Enjoying, mute the order of the field:
While, shaded by an oak, apart his train
Prepared the banquet - a well thriven ox
New slain, and the attendant maidens mix'd
Large supper for the hinds, of whitest flour.
Cowper.
This scene is well described; and the person who acts as overseer is here called βασιλευς, king, and his staff is called σκηπτρον, a scepter; and he stands in mute dignity, merely to see that the work is well done, and that each person performs his task; and there appear to me to be gleaners in the description, viz., the boys who gather the handfuls after the three binders. See the Greek.

Then said Boaz unto his servant that was set over the reapers,.... To direct them their work, what part each was to do, and to see that they did it well; to take care for provisions for them, and to pay them their wages when their work was done. Josephus (t) calls him that had the care of the field, and all things relative to it; the Jews (u) say, he was set over two and forty persons, whom he had the command of:

whose damsel is this? to whom does she belong? of what family is she? whose daughter is she? or whose wife? for he thought, as Aben Ezra notes, that she was another man's wife; the Targum is, of what nation is she? perhaps her dress might be somewhat different from that of the Israelitish women.

(t) Antiqu. l. 5. c. 9. sect. 2.((u) Midrash Ruth, fol. 32. 1.

The account of this occurrence commences with a statement which was necessary in order to make it perfectly intelligible, namely that Boaz, to whose field Ruth went to glean, was a relative of Naomi through her deceased husband Elimelech. The Kethibh מידע is to be read מידּע, an acquaintance (cf. Psa 31:12; Psa 55:14). The Keri מודע is the construct state of מודע, lit. acquaintanceship, then an acquaintance or friend (Pro 7:4), for which מודעת occurs afterwards in Rut 3:2 with the same meaning. That the acquaintance or friend of Naomi through her husband was also a relation, is evident from the fact that he was "of the family of Elimelech. " According to the rabbinical tradition, which is not well established however, Boaz was a nephew of Elimelech. The ל before אישׁהּ is used instead of the simple construct state, because the reference is not to the relation, but to a relation of her husband; at the same time, the word מודע has taken the form of the construct state notwithstanding this ל (compare Ewald, 292, a., with 289, b.). חיל גּבּור generally means the brave man of war (Jdg 6:12; Jdg 11:1, etc.); but here it signifies a man of property. The name Boaz is not formed from עז בּו, in whom is strength, but from a root, בּעז, which does not occur in Hebrew, and signifies alacrity.
Rut 2:2-3
Ruth wished to go to the field and glean at (among) the ears, i.e., whatever ears were left lying upon the harvest field (cf. Rut 2:7), אשׁר אחר, behind him in whose eyes she should find favour. The Mosaic law (Lev 19:9; Lev 23:22, compared with Deu 24:19) did indeed expressly secure to the poor the right to glean in the harvest fields, and prohibited the owners from gleaning themselves; but hard-hearted farmers and reapers threw obstacles in the way of the poor, and even forbade their gleaning altogether. Hence Ruth proposed to glean after him who should generously allow it. She carried out this intention with the consent of Naomi, and chance led her to the portion of the field belonging to Boaz, a relation of Elimelech, without her knowing the owner of the field, or being at all aware of his connection with Elimelech. מקרה ויּקר, lit., "her chance chanced to hit upon the field."
Rut 2:4-7
When Boaz came from the town to the field, and had greeted his reapers with the blessing of a genuine Israelites, "Jehovah be with you," and had received from them a corresponding greeting in return, he said to the overseer of the reapers, "Whose damsel is this?" to which he replied, "It is the Moabitish damsel who came back with Naomi from the fields of Moab, and she has said (asked), Pray, I will glean (i.e., pray allow me to glean) and gather among the sheaves after the reapers, and has come and stays (here) from morning till now; her sitting in the house that is little." מאז, lit. a conjunction, here used as a preposition, is stronger than מן, "from then," from the time of the morning onwards (see Ewald, 222, c.). It is evident from this answer of the servant who was placed over the reapers, (1) that Boaz did not prohibit any poor person from gleaning in his field; (2) that Ruth asked permission of the overseer of the reapers, and availed herself of this permission with untiring zeal from the first thing in the morning, that she might get the necessary support for her mother-in-law and herself; and (3) that her history was well known to the overseer, and also to Boaz, although Boaz saw her now for the first time.