Whether to end a friendship
The Sigālaka Sutta names four kinds of false friend — the taker, the talker, the flatterer, and the one who leads you into squandering — and says a wise person keeps away from them, as from a dangerous road. It names four kinds of true friend just as concretely. That is permission to look clearly, not an instruction to cut anyone off, and most friendships are a mix. If you do step back, the speech teachings apply to how, and a heart of love can be kept toward someone you are no longer close to. Nothing here requires a confrontation.
What the suttas say
“Sir, good friends, companions, and associates are half the spiritual life.” Not so, Ānanda! Not so, Ānanda! Good friends, companions, and associates are the whole of the spiritual life. A mendicant with good friends, companions, and associates can expect to develop and cultivate the noble eightfold path.
Ānanda says half; the Buddha says all of it.
Where this stops: Never used to make someone without such friends feel that their practice is lacking.
SN 45.2:1.4–2.3 · Half the Spiritual Life
“upaḍḍhamidaṁ, bhante, brahmacariyaṁ, yadidaṁ—kalyāṇamittatā kalyāṇasahāyatā kalyāṇasampavaṅkatā”ti. Mā hevaṁ, ānanda, mā hevaṁ, ānanda. Sakalamevidaṁ, ānanda, brahmacariyaṁ, yadidaṁ—kalyāṇamittatā kalyāṇasahāyatā kalyāṇasampavaṅkatā. Kalyāṇamittassetaṁ, ānanda, bhikkhuno pāṭikaṅkhaṁ kalyāṇasahāyassa kalyāṇasampavaṅkassa—ariyaṁ aṭṭhaṅgikaṁ maggaṁ bhāvessati, ariyaṁ aṭṭhaṅgikaṁ maggaṁ bahulīkarissati.
Mendicants, you should associate with a friend who has seven factors. What seven? They give what is hard to give. They do what is hard to do. They endure what is hard to endure. They reveal their secrets to you. They keep your secrets. They don’t abandon you in times of trouble. They don’t look down on you in times of loss. You should associate with a friend who has these seven factors. A friend gives what is hard to give, and does what’s hard to do. They put up with your harsh words, and with things hard to endure. They tell you their secrets, and keep your secrets for you. They don’t abandon you in times of trouble, or look down on you in times of loss.
What to look for and what to be in a friend.
AN 7.36:1.1–3.4 · A Friend (1st)
Sattahi, bhikkhave, aṅgehi samannāgato mitto sevitabbo. Katamehi sattahi? Duddadaṁ dadāti, dukkaraṁ karoti, dukkhamaṁ khamati, guyhamassa āvi karoti, guyhamassa pariguhati, āpadāsu na jahati, khīṇena nātimaññati. Imehi kho, bhikkhave, sattahi aṅgehi samannāgato mitto sevitabboti. Duddadaṁ dadāti mitto, dukkarañcāpi kubbati; Athopissa duruttāni, khamati dukkhamāni ca. Guyhañca tassa akkhāti, guyhassa parigūhati; Āpadāsu na jahāti, khīṇena nātimaññati.
“In the same way, prince, the Realized One does not utter speech that he knows to be untrue, false, and pointless, and which is disliked by others. The Realized One does not utter speech that he knows to be true and correct, but which is harmful and disliked by others. The Realized One knows the right time to speak so as to explain what he knows to be true, correct, and beneficial, but which is disliked by others. The Realized One does not utter speech that he knows to be untrue, false, and pointless, but which is liked by others. The Realized One does not utter speech that he knows to be true and correct, but which is harmful, even if it is liked by others. The Realized One knows the right time to speak so as to explain what he knows to be true, correct, and beneficial, and which is liked by others. Why is that? Because the Realized One has sympathy for sentient beings.”
Prince Abhaya — the test for whether and when to say a hard thing.
Where this stops: For deciding whether and when to say one particular hard thing; it does not judge a relationship as a whole, and it is not a reason to say nothing. Nor does it mean anyone owes another person news about their own body, health or pregnancy, or should speak when speaking would put them at risk.
MN 58:8.1–8.8 · With Prince Abhaya
“Evameva kho, rājakumāra, yaṁ tathāgato vācaṁ jānāti abhūtaṁ atacchaṁ anatthasaṁhitaṁ sā ca paresaṁ appiyā amanāpā, na taṁ tathāgato vācaṁ bhāsati. Yampi tathāgato vācaṁ jānāti bhūtaṁ tacchaṁ anatthasaṁhitaṁ sā ca paresaṁ appiyā amanāpā, tampi tathāgato vācaṁ na bhāsati. Yañca kho tathāgato vācaṁ jānāti bhūtaṁ tacchaṁ atthasaṁhitaṁ sā ca paresaṁ appiyā amanāpā, tatra kālaññū tathāgato hoti tassā vācāya veyyākaraṇāya. Yaṁ tathāgato vācaṁ jānāti abhūtaṁ atacchaṁ anatthasaṁhitaṁ sā ca paresaṁ piyā manāpā, na taṁ tathāgato vācaṁ bhāsati. Yampi tathāgato vācaṁ jānāti bhūtaṁ tacchaṁ anatthasaṁhitaṁ sā ca paresaṁ piyā manāpā tampi tathāgato vācaṁ na bhāsati. Yañca tathāgato vācaṁ jānāti bhūtaṁ tacchaṁ atthasaṁhitaṁ sā ca paresaṁ piyā manāpā, tatra kālaññū tathāgato hoti tassā vācāya veyyākaraṇāya. Taṁ kissa hetu? Atthi, rājakumāra, tathāgatassa sattesu anukampā”ti.
“Householder’s son, you should recognize these four good-hearted friends: the helper, the friend in good times and bad, the counselor, and the one who’s sympathetic. You can recognize a good-hearted friend who’s a helper on four grounds. They guard you when you’re negligent. They guard your property when you’re negligent. They keep you safe in times of danger. When something needs doing, they provide you with twice the money you need. You can recognize a good-hearted friend who’s a helper on these four grounds. You can recognize a good-hearted friend who’s the same in good times and bad on four grounds. They tell you secrets. They keep your secrets. They don’t abandon you in times of trouble. They’d even give their life for your welfare. You can recognize a good-hearted friend who’s the same in good times and bad on these four grounds. You can recognize a good-hearted friend who’s a counselor on four grounds. They keep you from doing bad. They support you in doing good. They teach you what you do not know. They explain the path to heaven. You can recognize a good-hearted friend who’s a counselor on these four grounds. You can recognize a good-hearted friend who’s sympathetic on four grounds. They don’t delight in your misfortune. They delight in your good fortune. They keep others from criticizing you. They encourage praise of you. You can recognize a good-hearted friend who’s sympathetic on these four grounds.”
Friendship in concrete terms — one who looks out for you when you are off guard, one whose loyalty holds whatever your fortunes and who keeps your confidences, one who turns you from wrongdoing, and one who is glad when things go well for you.
Where this stops: The line that such a friend would even die for you is the outer edge of the ideal, not a test a friendship has to pass.
DN 31:21.1–25.3 · Advice to Sigālaka
“Cattārome, gahapatiputta, mittā suhadā veditabbā. Upakāro mitto suhado veditabbo, samānasukhadukkho mitto suhado veditabbo, atthakkhāyī mitto suhado veditabbo, anukampako mitto suhado veditabbo. Catūhi kho, gahapatiputta, ṭhānehi upakāro mitto suhado veditabbo. Pamattaṁ rakkhati, pamattassa sāpateyyaṁ rakkhati, bhītassa saraṇaṁ hoti, uppannesu kiccakaraṇīyesu taddiguṇaṁ bhogaṁ anuppadeti. Imehi kho, gahapatiputta, catūhi ṭhānehi upakāro mitto suhado veditabbo. Catūhi kho, gahapatiputta, ṭhānehi samānasukhadukkho mitto suhado veditabbo. Guyhamassa ācikkhati, guyhamassa parigūhati, āpadāsu na vijahati, jīvitaṁpissa atthāya pariccattaṁ hoti. Imehi kho, gahapatiputta, catūhi ṭhānehi samānasukhadukkho mitto suhado veditabbo. Catūhi kho, gahapatiputta, ṭhānehi atthakkhāyī mitto suhado veditabbo. Pāpā nivāreti, kalyāṇe niveseti, assutaṁ sāveti, saggassa maggaṁ ācikkhati. Imehi kho, gahapatiputta, catūhi ṭhānehi atthakkhāyī mitto suhado veditabbo. Catūhi kho, gahapatiputta, ṭhānehi anukampako mitto suhado veditabbo. Abhavenassa na nandati, bhavenassa nandati, avaṇṇaṁ bhaṇamānaṁ nivāreti, vaṇṇaṁ bhaṇamānaṁ pasaṁsati. Imehi kho, gahapatiputta, catūhi ṭhānehi anukampako mitto suhado veditabbo”ti.
“One friend is all take, another all talk; one’s just a flatterer, and one’s a comrade who spends. An astute person understands these four enemies for what they are and keeps them at a distance, as they’d shun a risky road.”
The four false friends of the Sigālaka Sutta in verse, with the plain advice to keep them at a distance.
Where this stops: A type, not a verdict on a particular person; the prose before it gives four signs of each, which are for looking, not labelling. Most friendships are mixed.
DN 31:20.1–20.8 · Advice to Sigālaka
“Aññadatthuharo mitto, yo ca mitto vacīparo; Anuppiyañca yo āha, apāyesu ca yo sakhā. Ete amitte cattāro, iti viññāya paṇḍito; Ārakā parivajjeyya, maggaṁ paṭibhayaṁ yathā”ti.