Jackson’s solicitude for his son’s happiness and well-being was never more strongly revealed than in the benevolent letters of fatherly advice he wrote him from Washington during the late summer of 1829 when the young man was back at the Hermitage prosecuting his suit. It is a little amusing to find the President setting aside the affairs of state to dip his oar into the management of the courtship; but Jackson had a flair for match-making, and also his affection for Andrew was so great that he did not want to see him make any mistake. While the love affair was progressing he made no direct objection to it, although he repeatedly expressed the firm conviction that Andrew should not permit the young lady to trifle with him but should press her for a positive answer one way or the other; and he was obviously relieved when his son wrote him at last to say that he had been rejected. The General wrote Andrew a kindly letter of consolation, venturing the sour-grapes comment that Miss Flora was “a fine girl, but a coquette;” and he begged the young man not to enter into any more love affairs without consulting him.

Young Andrew returned to the White House after the shattering of his Tennessee romance; but it wasn’t long before he again fell a victim. This time the object of his affections was Miss Sarah York of Philadelphia, one of three orphan sisters of good family and social standing. Miss Sarah was a spirited young lady and had declared her unwillingness to marry the ordinary run of suitors. Indeed, she was quoted as saying that she “wouldn’t marry less than a prince.” But the sons of kings were hard to find in this republican country, and so she evidently decided to lower her sights sufficiently to be satisfied with a mere President’s son. Jackson approved of the match when told of his son’s new flame, and the wedding took place in Philadelphia on November 24, 1831. Acting on the old General’s instructions, Andrew brought his bride to the White House at once; and, from the moment he clasped his new daughter in his arms at the front door of the White House, she had a place in his affections until the time of his death that was never disputed by anyone.

Andrew and his young wife remained with Jackson in Washington until the spring of 1832, setting out on April 12th to take up their residence in the Hermitage, which was to be their home all the remaining years of their lives. Accompanying them on the journey to Tennessee was Sarah’s cousin, Miss Emma Forbes, who came along to keep Sarah company while she was getting accustomed to her new home, and the General strictly enjoined Andrew to “give all your attention to Sarah and Emma. They are strangers in a strange land.” Evidently Andrew made the strangers feel very much at home, so much so that Miss Emma soon fell in love and married Andrew’s own twin brother, Thomas Jefferson Donelson, and became a resident of the Hermitage community.

Young Andrew was at this time twenty-three years old; and although the General expressed the fullest confidence in him and made it clear to him that he wanted him to take charge of affairs at the Hermitage and run the place, he nevertheless took the precaution to write out for him before he left a memorandum which is a model of thoughtful and thorough suggestions for a young man about to assume the management of an extensive estate. In this memorandum he authorized the son to purchase from Samuel Donelson a tract of 100 acres adjoining the Hermitage for $1,500; instructed him to have a settlement with the contractor, Mr. Morrison, who had been making the additions to the Hermitage and building the tomb in the garden; instructed him to arrive at a settlement of the accounts of Steele, the overseer, giving him a detailed account of all the involved transactions in which that worthy had tangled himself; reminded him that he was expecting Steele to make enough brick to build a new stable for the riding and carriage horses, with suggestions as to the plan for the stable; gave careful instructions about the desired procedure in connection with the horses and other cattle. “When you reach home,” he wrote, “I hope you will find the supplies and furniture which I have sent on safe at the Hermitage. The pipe of Maderia wine you will have placed on its stand and one-half gallon of best French brandy put into it and after two or three days it will be fit for use. You will have the old dining room newly papered for Sarah’s and your bedroom as it will be more convenient than upstairs; but when she sees the house she can judge for herself. The carpet in the portrait room shall be taken for that, and the one in the parlor put in one of the rooms upstairs. Sarah will arrange the rooms and furniture. If the supplies I have sent on reach home in safety you will have an abundant supply of sugar, coffee, Maderia and Sherry wines, etc. Salt and flour will be the only articles to be laid in, but you will have now to begin to learn the wants of a family and supply it. This will require economy and care, which you will have to learn and attend to if you expect to get through life well—by always knowing your means and living within them you will get well through life. This has been my rule and I recommend it to you.”

Sarah undoubtedly enjoyed her new rôle of mistress of the President’s home place, and she immediately set about giving the Hermitage that deft touch of feminine management which it had lacked since Rachel’s death. Within a few days she was writing to the General about the need for a carpet for the dining room, more table linen and some additional silverware for the table. Jackson promptly attended to these matters, doubtless greatly pleased at Sarah’s interest in household affairs.

Sarah’s interest in her new home, however, was apparently not shared to any great extent by her husband. Jackson in his parting memorandum had urged his son to write him fully about the state of affairs on the farm; but Andrew neglected to do so, and from that time forward Jackson’s published correspondence reveals clearly the difficulty he had in impressing on young Andrew the importance of attending strictly to business and the apprehension the absentee planter in Washington was caused by the slack management of the plantation by the young man.

There were forebodings of trouble on this score from the very first. As early as May 25, 1832, Overseer Steele wrote Jackson: “I have prest on Andrew to pay strict attention to the management and manner in which your affairs has been conductied during your absence but it appears that he don’t take the least pride or feel the least intrusted in the farm or aneything there pertaining.”

At this very time Jackson was writing his son: “I have no wish to acquire wealth for myself. If I can add to your and Sarah’s comforts whilst I live and leave you comfortable and independent of the world when I die, I am contented.” A few days later he wrote him: “The jewelry of your dear mother is under your care. Present to Sarah, with my affectionate regard, the pearl necklace, ear rings, etc.”

Andrew and Sarah were back in the East early in 1833 to visit Jackson in the White House and Sarah’s family in Philadelphia. In July they accompanied the President and his party to the Rip Raps in Hampton Roads for a summer vacation of six weeks, and then after another visit in Philadelphia they were back at the Hermitage in October. While in Philadelphia Andrew had instructed one of his friends there to order a chest of tools for use on the farm; and when the bill was presented to the President in November he paid it and wrote Andrew the following revelatory letter, one of the very few of his family letters in which the sardonic note intrudes:

My son: Inclosed you will find Mr. Toland’s receipt to Mr. Brown for the chest and tools laid in for you by your friend Mr. Hart, and Mr. Brown’s receipt for a check for $62.03 drew by me in his favor, being in full for that bill. You will find the chest (from the price charged, a nice piece of furniture for the parlour) not well suited to a negro’s workshop; and the tools very fine, such I suppose as cabinet-makers use. Be this as it may, bought wit is the best—when not bought too dear; and I could not permit either your feelings or character to suffer for the amount of the bill; but I think that it will henceforth admonish you to purchase your own tools for the farm and not entrust it to an agent. Remember my advice, my son: Never purchase any useless article. Those that are needed for your comfort or that of your dear little family purchase always as far as you have the means; and be always certain, if you wish to die independent, to keep your wants within your means; always, when you have the money, paying for them when bought. I have said before and now repeat: The world is not to be trusted. Many think you rich, and many you will find under false pretensions of friendship would involve you if they can, strip you of your last shilling and afterwards laugh at your folly and distress.