As Moments pages are Spoilers Off pages, proceed with caution.
- Luli's death in "Anslo Garrick", and the way Red desperately begs for her life (as well as Dembe's, who is spared only by chance) from both their killer and Harold (who can give Garrick what he wants by telling him the access code to the box Red has locked himself and Ressler in).
- Red talking to Ressler when they were locked up in the former's cell, talking about how he just wanted to have a normal life with a family instead of being an underworld figure.
Red: Have you sailed across an ocean, Donald? On a sail boat surrounded by sea with no land in sight. Without the possibility of sighting land for days to come. To stand at the helm of your destiny. I want that one more time. I wanna be at the Piazza de Campo in Siena and feel the surge as 10 racehorses go thundering by. I want another meal in Paris at L'Ambroise on the Place de la Loge. I want another bottle of wine... and then another. I want the warmth of a woman in a cool set of sheets. One more night of jazz at the Vanguard. I want to stand on summit and smoke cubans and feel the sun on my face for as long as I can. Walk on the wall again, climb the tower, ride the river, stare at the frescoes. I wanna sit in the garden and read one more good book. Most of all, I wanna sleep. I wanna sleep like I slept when I was a boy. Give me that... Just one more time. - Liz asking Red if he's her real father after Anslo Garrick was killed, despite the latter telling her that she can't believe everything he says because he's a known criminal.
- Red watching a professional performance of Swan Lake alone, as he holds an old, creased program... which he appears to have kept from when his daughter danced the part at a young age.
- The deterioration of Liz and Tom's relationship over the course of the series. With the revelation that he is really an assassin/spy, which confirms Red's accusations to Liz.
- Ressler's heartbroken expression after Audrey gets shot and dies in his arms.
- Poor Liz finds Meera just seconds before she dies...
- Cooper's growing frustration that the military would conduct experiments against innocent, average Americans in "Dr. Linus Creel".Cooper: I love this country. But every once in a while, you hear about something like this. Some bone-evil crap that's almost inconceivable. That's what I hate most about this detail. Reddington pulling up the carpet and shoving your nose deep into the filth. After a while, it's all you can see.
- Reddington smiles as he watches an old film about his family at the end of 'The Front', renewing his quest to find his estranged child.
- At the same time, Liz looks at Carrie Anne's baby while thinking about the life that she lost.
- When Reddington sees his wife for the first time in forever when Berlin releases her to Reddington after he blackmails Berlin. The look on Reddington's face when she walks forward...that's repressed longing.
- Ressler's breakdown at the end of "The Mumbasa Cartel" when Liz reveals she found the pain pills he's become addicted to. After an entire season and a half's worth of relentless trauma, it's the first time he's ever showed vulnerability to another character, and it's heartbreaking. The fact that the whole thing is done without speaking, from a distance, just serves to emphasize how alone he seems, and then Liz putting her hand on his shoulder brings on the waterworks.
- Alan Fitch's death. Alan Alda's performance in that scene really was a One-Scene Wonder. In his last moment, the man remembered all 763 people died "in service of their country" by his order and decided to not make it 764 by telling the bomb squad man that's trying to remove his collar bomb to go. He then requested a meeting with Reddington, telling him everything about his faction's plan for 2017 and told him that he and his wife had 51 wonderful years together.
- Berlin's last meal (or in this case last vodka). He calmly drank with Reddington, cup for cup and spoke about his pride to be a Soviet citizen when he watched a parade as a boy and then silence. Even more tearjerking when you considered that this is Truth in Television, many, many Soviet and other former communist countries' citizens felt the same pride, and the same emptiness and hopelessness when the Cold War ended.
- Berlin's last meeting with his daughter.
- Liz painfully calls out Reddington for recklessly risking his life near the end of "T. Earl King VI (No 94)".Liz: Has anyone ever helped you? Is that why you are the way you are? Because you don't feel deserving of it? Is that why you can't be vulnerable for a second? I risked my life for you because I care about you.
- Wilcox's palpable frustration and heartbreak in "Tom Keen" after the conclusion of the Harbormaster murder trial; one of the few characters in the whole series who did his job honestly, selflessly, and sincerely worked to give resolution to the Harbormaster's surviving family, and it goes nowhere because Tom and Liz are protected; perfectly putting into perspective the collateral damage caused by Liz's actions.
- Considering everything that went on, the Season 2 finale counts. Lizzy's life, professional and personal, is utterly destroyed, her country considers her a traitor and a Russian spy, with her getting a place on the FBI's most wanted list board, her colleagues are set to hunt her down, and she ends the season on the run.
- "Zal Bin Hassan." Samar finds out that her beloved younger brother, who was thought dead after a bombing in Iran, actually survived the attack; he claims that he faked his death to get away from the regime, and never revealed his identity to her because he knew it'd only put her in danger. Then it turns out that he's lying—he survived the attack because he was the one who planted the bomb in the first place, having joined the same terrorist organization that murdered his and Samar's parents. Samar, disgusted with her brother's actions, disowns him completely and hands him over to Reddington, rescinding her childhood promise that she would protect him.Samar: It took me years to mourn him. Now I have to do it all over again.
- The end of "Mr. Solomon: Conclusion." Liz dies after giving birth to her baby, and both Red and Tom are devastated. Red is so numb that he physically collapses and Dembe has to help him into his car. The task force is equally as distraught; Aram simply looks up at Cooper, horrified, while Samar outright breaks down sobbing (the culmination of a season-long Heroic BSoD that started when she discovered the truth about her brother.) The fact that Samar is typically The Stoic doesn't help.
- Before her apparent death, Liz apologizes to Red for telling him not to attend her wedding.
- "Cape May". The whole episode. It really underscores how distraught Red is after Liz's apparent death. The revelation at the end of the episode that he's been hallucinating her apparently dead mother the whole episode just makes it even harsher.
- In "Artax Network", Reddington gets called out by Liz's grandfather for indirectly killing Katarina and Liz.As far as I'm concerned, you killed my entire family!
- Natalie Luca, a Blacklister with a fatal disease spread through kissing, is in season 4. In her episode, near the end, her boyfriend, Malik, is shot by a bad guy. So knowing he's almost dead, she kisses him killing him. Couple couldn't be together anymore despite Malik working with her to find a way to get bodily contact with Luca. Finally, she breaks down in tears.
- Liz distraught over Agnes taken by Kirk.
- Red explaining to Liz why he helped her in "The Harem". Especially since it relates to Mr. Kaplan.Red: Years ago, a Wisconsin housewife named Maureen Rowan was outside in the wee hours with the family dog, Dodger. It was absolutely frigid. No one in their right mind would've been out in that kind of bitter cold, and if not for Dodger's aging bladder, I imagine Maureen would have been fast asleep. But as fate would have it, her neighbor, Alexei Lagunov the avtoritet of a Russian bratva, felt given the late hour and windchill, he and his boyeviks could move a body from his basement to the trunk of an associate's car without being observed.They didn't count on Dodger's call to nature. So Maureen had a choice between remaining silent or doing the right thing. She chose to testify. And while she helped to bring Alexei Lagunov to justice, she also forfeited the rest of her life in doing so.
- Aram being forced to help the titular Architect in "The Architect", especially since he ends up helping to kill various guards in the prison. Eventually, Aram ends up killing The Architect with the vary railgun he used to kill all those people, but he he gets a Heroic BSoD in the process.
- The origin of "Mr. Kaplan's" name. Once Kathryn, she had been Katerina's best friend and was rocked by Katerina apparently dying. At a bar, Kathryn met up with a lady named Annie Kaplan and the two began a relationship that blossomed into a love affair. Annie was a bail bondswoman and one night a man burst into her office, angered that he'd had a hunter on his trail at his father's funeral. When Annie identifies herself, the man snorts at Kathryn: "I guess that makes you Mr. Kaplan." He shot both of them, Kathryn in the head and was in a coma for weeks while Annie died on the spot. The loss of the one person she truly loved helped harden Kathryn's heart and put her on her dark path.
- "Lady Ambrosia" — Theodore in general. Especially when he finally snaps and invokes Murder-Suicide on his Evil Matriarch mother along with himself.
- Tom's death in "Ian Garvey". After he and Liz are brutally assaulted by Garvey, the two are taken to the hospital and with their dying breaths, they declare their love for each other. Liz awakens from a 10-month coma and once she finds out from Red that Tom died, she breaks down in tears, with Red's expression managing to hit it home.
- Liz finally learns Reddington's secret in "Sutton Ross". The bones in the duffle bag belong to Raymond Reddington, the REAL Raymond Reddington, who has been dead since before the series began. The man she came to know was an imposter all along.
- Liz having to watch Red kill her mother right in front of her.
- Followed by Liz going rogue to get revenge, leaving her team devastated, as they now have to hunt her down.
- Gets worse when the Protean shoots and seriously wounds Jennifer, who he uses as bait to get Liz out. She later dies of her wounds.
- And the the penultimate episode of the season reveals a devastating truth: the woman Liz, and the audience, believed to Katarina was actually an imposter who was framed and spent the last thirty years on the run. Everything up to and including getting close to Liz was a manipulation to get what she wanted which was freedom.
- After Season 8, Ressler is distraught by what happened to Liz that he handed his resignation to leave the FBI.
- At some point in the Time Skip between Seasons 8 and 9, Red and Dembe had a falling out for currently unclear reasons, which led to Dembe renouncing their criminal ways and joining the FBI. All their interactions since have been incredibly awkward and strained.
- Likewise, Dembe's daughter stopped talking to him after he joined the FBI, due to seeing it as him selling out to a system rife with racism and repression.
- The devastated look on Red's face when he realizes that Robert Vesco has been killed.
- Red's death in the series finale.
