Tiny Tina's Wonderlands Achievement Guide & Road Map

Tiny Tina's Wonderlands
Tiny Tina's Wonderlands Achievement Guide

Overview:
- Estimated achievement difficulty: 4/10 [somewhat skill and loot/luck dependent] [Achievement Difficulty Rating]
- Offline: 37 [980]
- Online: 2 [20]
- Approximate amount of time to 1000

: 40-50 hours [Estimated Time to 100%]
- Minimum number of playthroughs needed: 1 plus 19 Chaos Chamber runs
- Missable achievements: None [free roam]
- Does difficulty affect achievements: No - can earn all achievements on the easiest difficulty
- Unobtainable/glitched achievements: None

DLC: Coiled Captors
- Difficulty: 3/10
- Time to 20: 45-60 minutes
- Unobtainable: None

For questions, comments or feedback, please visit the Achievements and Guide Discussion thread.

Introduction:
Welcome to Tiny Tina's Wonderlands, a spin-off game from the Borderlands franchise that merges a table-top RPG with the Borderlands gameplay. If you've played a Borderlands game, the gameplay here is identical, with one addition: there is a third-person Overworld for you to explore, and this is how to get to each new area. Within each area of the Overworld, the gameplay and all aspects are virtually identical to Borderlands games, so fans of the series will feel right at home. The achievement list is pretty standard for the series as well, but thankfully there are no achievements tied to any specific class, nor any real combat-specific achievements, so feel free to build your class however you want without worrying about achievements. The achievements will require you to complete the story, all side quests, a bunch of miscellaneous stuff, looting, and then the Chaos Chamber (not as intimidating as it sounds) to wrap things up. Let's get started.

Abbreviated Walkthrough:
As noted above, there are no achievements tied to class or any combat that your class could impact, so design your character and class however you prefer to play. The tutorial will teach you everything you need to know about the gameplay and the new Overworld.

For the completion, you'll need to complete every side quest, so I highly recommend completing each one as you find new ones (or come to new areas). They'll ensure you're always a high enough level to make progress in the story quests, and doing them now eliminates the need to backtrack through areas you've already played through. A nice addition to this game relative to side quests is that every side quest can be started from the Bounty Board in Brighthoof rather than needing to track down the quest giver in a specific region; the only exception to this is Overworld side quests, which much be initiated there. This is a handy way to make sure you didn't miss any, by just traveling back to Brighthoof and checking for an exclamation mark on your map at the Bounty Board. None of the side quests should pose any problems, and there are no raid bosses in the base game, so it should be clear sailing.

In terms of collecibles, there are a bunch out there (scrolls, marbles, lucky dice, rune puzzles, etc.), but thankfully you barely need to even touch them. All that's required from an achievement perspective is finding one scroll (virtually impossible to miss in the Overworld). While no others are required, I do recommend picking up as many Lucky Dice as you can find. They increase your Loot Luck so you're more likely to find rarer and better loot. Also, each of these collectibles are tied to ingame challenges, and unlike the Borderlands games where the ingame challenges rewarded you with Badass Tokens, in this game the challenges reward you with money and XP, so they'll all help you level up.

Speaking of leveling up, max level is 40 in this game, and assuming you complete all side quests and story quests, you'll assuredly reach level 40 by the time you're done. If you somehow don't, your Chaos Chamber runs will absolutely level you up the last bit you need to reach level 40. So no grinding or New Game+ playthrough required here to reach max level.

Chaos Chambers:
At the end of the story, the epilogue mission will introduce you to the Chaos Chamber and will take you on a tutorial run through it. One of your final tasks for this completion is reaching Chaos level 20 in the Chaos Chamber. This will require a decent amount of time and effort, as it'll require 19 playthroughs to level up to level 20. I highly recommend reading through Controlled Chaos (50G) for a complete explanation of this mode, what exactly to do for this achievement, and how to make it as easy as possible.

Mop-Up:
Once you've done everything above, potentially your last achievement will be buying every inventory upgrade. This will either take dozens of hours of grinding loot, or under an hour of duplicating money/loot with a partner online. Refer to Mule Character (50G) for more information. Lastly, if you still haven't gotten the two simple co-op achievements, they're both quick and easy to mop up.

Coiled Captors DLC

The first of four DLCs as part of the season pass, Coiled Captors introduces a new mini hub area with a new mini version of the Chaos Chamber. Strangely, this DLC doesn't start with a new quest in your journal and has no objective marker. To start/access this DLC, load into your game and fast travel to the Overworld. Head to the path in the southwest between Snoring Valley and Queen's Gate, which is essentially where you started the game, and you'll find an entrance to a new area, Dreamveil Overlook. Head in, and walk to the center of this new hub, and Vesper will go through some dialogue and walk you through some short objectives. Afterwards, she will mention about going inside a mirror to awaken the old god. This is where the quest ends and you are left to actually play the DLC. Turn around (from the Wheel) and you'll see a floating mirror. Head inside to go through a series of six rooms (five regular and one boss) that function somewhat similar to the Chaos Chamber from the base game.

Note: If you finished the base game achievements with the Chaos Chamber, you may still have the game set to Chaos Level 19. This will make this DLC significantly more difficult. Make sure you go into the Chaos tab of the pause menu and turn Chaos Mode off. This DLC will now be incredibly easy. You'll need to play through the six rooms four times total. The first will unlock Chums, Bested! (10G) and the fourth time will unlock Champion of Tall Fish Tales (10G). Please read through the latter achievement solution to save a huge amount of time. Each run will take approximately 10-15 minutes, and this DLC will be (thankfully) complete before you know it.

Overall Conclusion:
Wonderlands is a solid entry in the Borderlands franchise. It retains all of the things that make Borderlands games so enjoyable - the dialogue and voice acting, the looting, the continual references to pop culture and memes, etc. - and adds in some new stuff, such as the Overworld and the Chaos Chamber, to make itself stand out. While a bit shorter than Borderlands games, that isn't necessarily a bad thing. Hopefully you enjoyed your time with this game and congrats on the completion!

[XBA would like to thank Necrophage33 for this Roadmap]
[XBA would like to thank Necrophage33 for the Coiled Captors DLC Roadmap]

A Recent Hope

10
Reach level 10.
Refer to Living Legend (50G) for more information.
Hero Protagonist

20
Reach level 20.
Refer to Living Legend (50G) for more information.
Wyvernheart

30
Reach level 30.
Refer to Living Legend (50G) for more information.
Living Legend

50
Reach level 40.
Level 40 is the max level in this game, and unlike all Borderlands games, you will actually reach max level by the time you complete all story and side quests, and definitely by the time you complete all other achievements. For completeness' sake, here is a quick rundown on leveling up.

There are three sources of XP in this game:
1. Completing quests
2. Killing enemies
3. Completing challenges
The first two are very straightforward and the same as all Borderlands games, but the third is something new to this game. In Borderlands games, the ingame challenges for things such as kills, critical hits, looting stuff, collectibles, selling weapons, etc., rewarded you with Badass Tokens. In this game, they reward you with money and XP. Not only that, but a significant amount of XP when you reach the upper tiers of each challenge. It's therefore in your best interest to complete as many as possible to level up as quickly as possible. Even so, there's no need to check the challenges ever. You will complete a ton of them naturally by killing enemies in various ways, completing quests, finding random collectibles, selling and buying stuff, etc., that you'll notice yourself leveling up from doing simple tasks too.
No Quest Too Small

30
Complete 20 side quests.
Refer to Completionist is Next to Godliness (50G) for more information.
Completionist is Next to Godliness

50
Complete all side quests.
There are a total of 48 side quests in the game to complete for this achievement. Unlike some other Borderlands games where Bounty Board quests were repeatable and didn't count as quests, in this game they do, so make sure to grab every single one you see. In fact, this game has a nice feature where every side quest can actually be accepted from the Bounty Board in Brighthoof as an alternative to tracking down the quest giver in whichever region they're in. This makes it much easier to ensure you don't miss one, because you can just return to Brighthoof to see if there are any missions available on the Bounty Board. The only exception to this are the Overworld side quests, but for those you can just open your map and look around for any exclamation marks on your map.

A few other things to note:
- There is a side quest in Karnak's Wall that is repeatable. You only need to complete the first one. They will be listed as Parts 1 through 5, with Part 5 being repeatable, but completing Part 1 is all that's required (it's the only one that increases the achievement tracker).
- The final side quest only becomes available once you've beaten the game. It's in the Overworld in the final upper area of the map, easily visible when you pull up your map.
- You can check your progress of side quests in each region by going to that region's map and pressing to go to your Progress. From this menu you can see if there are any incomplete side quests there.
Once you complete all 48, this achievement will unlock.
Grab My Hand!

10
Revive a partner.
(1)
As the description says, you'll need to join a co-op game, wait for your partner to get downed, and then run up and hold to revive them. If playing co-op, this will assuredly happen naturally. If you just want to get this achievement quickly, have your partner take off their Ward and just let enemies shoot them until they go down (or have them shoot rockets at their feet, or shoot explosive barrels while standing next to them), then quickly revive them.
Reversal of Fates

20
Get a Death Save off a badass or a boss.
A Death Save is this game's equivalent of a Second Wind from the Borderlands series. So, you'll need to get downed and then kill a badass or boss to revive yourself.

There is a pretty decent chance this will happen naturally over the course of your playthrough, but it's incredibly easy to force it. You'll fight badasses and bosses routinely throughout story quests and side quests, so just hit one until it barely has any health, then just let it (or any other enemies) down you, then finish off the badass or boss to get a Death Save and unlock this achievement.
Put the RNG in Orange

30
Find an enchanted legendary item in the wild.
As the description says, you need to find a legendary (orange) weapon in the world, and it also needs to be enchanted. "In the wild" just means from an enemy or a chest, and not dropped by another player. This achievement will actually unlock as soon as the weapon appears (as soon as the enemy is killed or the chest is opened).

Unfortunately, this achievement is entirely RNG dependent. You have no option but to hope to get lucky as you play through the game. You can, however, increase your Loot Luck to improve your chances of getting rarer items such as an enchanted legendary item. Refer to Luck Amok (50G) for more information on increasing your Loot Luck.

If you're going for the completion, you can count on finding orange items while doing your Chaos Chamber runs, so definitely don't worry about this achievement until you've completed the story, all side missions, and reached Chaos Level 20. If your luck is so bad that you still haven't found an enchanted orange item by then, you could farm any boss over and over with the hopes of getting one.
Bursting Coffers

20
Have at least 100,000 gold.
Refer to Goldionaire (50G) for more information.
Goldionaire

50
Have at least 1,000,000 gold.
(1)
Note that these two achievements require you to have this much gold in your possession all at once; they are not cumulative.

Assuming you continue to loot stuff that falls from enemies and chests, and sell whatever you don't want or need, you will easily unlock this achievement before finishing your playthrough, assuming you save up some money at some point. As you start to get towards level 30 and 40, the corresponding weapons at those levels will sell for thousands of gold, not to mention the quest rewards for the later quests give you a ton of gold too, allowing you to far surpass 1,000,000 gold.

As a point of reference, you will need hundreds of millions of gold to buy all inventory upgrades to unlock Mule Character (50G), and if you follow the video in that achievement solution you will unavoidably unlock this achievement in the process.
Mag of Holding

20
Purchase the final tier of any inventory upgrade.
Refer to Mule Character (50G) for more information.
Mule Character

50
Purchase every inventory upgrade.
(1)
Inventory upgrades can be purchased at the blacksmith in Brighthoof after completing the third story quest, 'A Hard Day's Knight.' Purchasing them all will require a huge amount of gold - approximately $300,000,000 to afford them all. Even with natural gameplay coupled with farming and grinding loot to sell, you'd be looking at dozens of hours of purely farming bosses to grind out loot you can sell for money. Really, the only way to get enough money in a reasonable amount of time is to take advantage of this game's version of inventory and money duplication. This requires a second person online, but will get you hundreds of millions of gold in not much time. Full credit to Cheetah for the video below.

If you can't or don't want to use this method, unfortunately you don't have any faster option aside from farming a boss over and over, looting all the items it drops, selling them all, and repeating. You'll likely end up with around 3-4 million gold per hour depending on a few things, so you're looking at a huge grind to be able to afford everything.
Take This

10
Trade with another player.
(1)
As the description says, you'll need to join a co-op game and then approach another player and initiate a trade with . The other player needs to accept, and then you can each offer up none or many items to trade to the other. Once both players accept the trade, this achievement will unlock.
Shop, Drop, and Roleplay

10
Pick up and redeem a cosmetic item.
During the course of your playthrough, you will find dozens of cosmetic items that enemies will drop. They seem to always be purple and kind of look similar to eridium from the Borderlands games. Once you pick one up, you need to open your inventory and press on it to unlock it. Doing so for the first time will unlock this achievement.
Luck Amok

50
Have at least 3,000 total Loot Luck.
Your loot luck as a total number is viewable from the Skills tab. From there, press to view your Hero Stats, and on the top right you'll see a Loot Luck number. This number is increased in four ways:
1. Naturally during story progression and leveling up
2. Finding Lucky Dice collectibles in the various areas
3. Completing the Aaron G shrine in the Overworld (not available until you complete Karnak's Wall Region)
4. Increasing your Loot Luck via your Myth Rank after reaching level 40
Unfortunately, I haven't been able to detect any rhyme or reason behind how the increases work. I've monitored the number before and after each of the above tasks was completed and it seemed to jump up huge amounts at seemingly random times, so I'm not sure if it's a bug or what. However, with reaching level 40, finding some Lucky Dice naturally as you progress and complete all story and side quests, and then completing the shrine of Aaron G in the Overworld, that should be plenty to put your over the 3000 mark. I didn't have to go out of my way to follow any guides for Lucky Dice locations, and I unlocked this achievement before reaching level 40, right after I completed the shrine of Aaron G.

If you complete the shrine, all story and side quests, and reach level 40 and still haven't unlocked this achievement, you could either hunt down more Lucky Dice or just continue to work on other achievements to level up more, getting more Myth Rank levels and increasing your Loot Luck in the Druid tree.
They Haven't Invented Podcasts Yet

10
Pick up a lore scroll.
Lore scrolls are one of the types of collectibles in this game, and work just like the Echo Recordings and Typhon Logs in Borderlands games. They glow a baby blue color but aren't marked on your map or anything. There are a total of 57 of them in the game, and you only need to find a single one for this achievement. The first one I found was right after falling into the crypt in the first story mission: it's immediately to your right as soon as you enter the crypt.

All of the scrolls are around areas you will go to for quests (none of them are hidden and tucked away in hard to reach places), so you will assuredly encounter at least one (likely many) during your playthrough. There are a handful of particularly obvious ones sitting around in the Overworld that you would have an extremely hard time missing.
Keep On Rollin'

20
Enchant or re-enchant an item.
Story-related; cannot be missed.

During the epilogue, your first objective will be to head to the blacksmith in Brighthoof where you'll be taught how to enchant or re-enchant an item, and you'll be required to do so to complete the objective, unlocking this achievement.
Dungeon Ender

50
Complete every Dungeon Door in the Overworld.
There are actually only seven doors in the Overworld that count for this achievement. All that counts are the metal doors that hold shrine pieces behind them. They are marked on your Overworld map with a green leaf-like symbol (and if you put your cursor over them, it'll say shrine piece). If you've already completed a door, it'll have a white banner next to it on a post in the Overworld, and it'll be checked off on your map.

You won't be able to reach the final doors until you progress far enough in the story that you finish Karnak's Wall. Once you reach the upper portion of the Overworld, you'll have access to all seven doors. Each door consists of three combat encounters. The first two are your standard ones where you have to kill enough enemies to fill the meter on the right to complete the encounter. The third encounter has an obelisk in the middle, and you'll need to kill enemies to charge it up. Eventually, a miniboss will appear, and killing it immediately completes the encounter, so focus on it and ignore the regular enemies. Once dead, a shrine piece will be your reward.

Each door you complete is added to the in-game challenge tracker for completing all seven dungeon doors in the Overworld.
Back Off!

10
Stun an enemy chasing you in the Overworld.
In the beginning of the game you'll learn how to melee in the Overworld to get rid of small branches in your way, and you'll also learn about how walking through tall grass leads to random encounters. For this achievement, you need to walk in tall grass in the Overworld until an enemy pops out and starts to come after you, then simply melee the enemy before it hits you and starts the combat encounter. It kills the enemy entirely (rather than actually stunning it) but it still unlocks this achievement.
Fired Festival

20
Clear out 10 encampments in the Overworld.
(2)
After completing the story quest 'Thy Bard, with a Vengeance,' you'll have a new side quest available from Paladin Mike in Brighthoof. He tasks you with destroying three camps (aka encampments) in the Overworld. It's at this point that encampments will become available to clear (they're little campfires now available for you to enter), so it's just a matter of progressing in the story until you can access enough of the Overworld to reach ten different encampments. Each one consists of a simple combat encounter to complete it. Once you've completed ten, this achievement will unlock.
Thank the Maker

50
Complete a full Chaos Chamber run.
Refer to Controlled Chaos (50G) for more information.
"You Mean the Chaos Levels?"

30
Reach Chaos level 10.
Refer to Controlled Chaos (50G) for more information.
Controlled Chaos

50
Reach Chaos level 20.
After completing the final story quest, the epilogue will walk you through accessing the Chaos Chamber and explain how it works by having you do a tutorial run of the Chamber (note that this tutorial run doesn't unlock Thank the Maker (50G) because it isn't a full run, which is what that achievement requires). Once you're done with the tutorial, you can begin doing full runs of the Chaos Chamber. There is a new of new stuff here, so in this achievement solution I will provide:
1. An explanation of how this mode works
2. What exactly you need to do to unlock these achievements
3. General tips and advice to make this as easy as possible
How this mode works
While the gameplay is the same as the encounters from the main game, there is one important change to note: you get 3 lives per run. So, dying doesn't end your run, it just puts you back at the start of your current encounter. You also don't lose any money when you lose a life. If you lose all lives, you obviously have to start the entire run over again.

Each run of the Chaos Chamber is structured the same way:
1. You will go through two or three standard combat encounters like you've seen in the main game. After the first combat encounter, the Dragon Lord will make you choose between two different negative modifiers (more on this below)
2. You will have a miniboss fight (typically where you kill enough enemies to shatter an obelisk in the center, releasing the miniboss for you to fight)
3. You will go through three or four more standard combat encounters (depending on how many you had before the miniboss)
4. You will finish with a boss fight. You will fight against a random boss from the main game, in the same arena you fought it in the main game
After the first combat encounter, you will always be forced to choose a negative modifier from the Dragon Lord. You'll be able to see the names of each, and their difficulty level, but you won't be able to see what they do (but there are only a set amount, so you'll come to remember them all and what they do). For the purposes of these achievements, there is no reason to ever choose anything except the lowest difficulty option. Pay attention to what the main status change is on the left side and be prepared for it. It lasts through the entirety of the current run.

During all regular combat encounters, there will be a secondary objective. Just like in the main game, completing it only increases the rewards (crystals, loot, money) when you finish that encounter. From an achievement perspective, there is no need to worry about the secondary objectives.

After each combat encounter, you'll be presented with two portal options. Again, there is no description for what each is, but here is a quick rundown:
- Chest - there are two different treasure chest icons. The smaller brown one is for loot and the spikier one is for crystals. In both cases, after clearing the next encounter, there will be a giant Lucky Dice between the smaller ones, and breaking it either grants you far more crystals or some loot, depending on which chest portal you chose. In my opinion and experience, the loot was always bad, so I recommend always opting for the crystal chest over the loot chest
- Butt Stallion - after clearing the next encounter, Butt Stallion will be standing between the two small dice, and she will grant you additional skill points to a random skill in one of your trees (but only one you've already invested at least one point in). It was always either +2 or +3 skill points for me. This is incredibly good, so always choose this option when it's available
- Dragon Lord - after clearing the next encounter, Dragon Lord will be standing between the two small dice, and he will require you to choose another negative modifier, stacking with the one you already have. This is the worst option, so never ever choose it
So you should always, always choose the Butt Stallion portal if it's an option. Your second option should be the spikier chest for more crystals; third option is the loot chest, and you should never need to choose the Dragon Lord option for more negative modifiers.

Lastly are the crystals, which are a new currency specific to Chaos Chamber. They randomly drop from enemies in every encounter, and you can sometimes find hidden ones in encounters, but it's not worth it to waste time trying to hunt them down. These crystals can be spent on two things:
- During every encounter you'll see little shrines (marked as purple circles on your minimap) around the area, and you can pay crystals to buff a specific stat for the rest of this run. They get progressively more expensive the more you buy
- At the end of each run, after beating the boss and going through the gold portal, you'll come to a loot chamber. There are shrines lining both sides where you can spend crystals to get specific loot. If you're after something specific (like a really good pistol, or an orange class mod, or whatever), then I highly recommend saving up 500 crystals each run to spend where you want. If you use 500, you're guaranteed at least a couple purple of that item, and there's a good chance you'll get an orange too
How to unlock these achievements
While it may seem straightforward, it's actually a bit odd the way it's structured, so I want to quickly explain what exactly you need to do for these achievements.

When you talk to the Dragon Lord, you'll be able to scroll left and right to different types of Chaos Chamber runs, such as Featured Runs, Normal, Extended, etc. For these achievements, you must scroll over to Chaos Trial. The description says it will increase your Chaos level, so that's what you want. Complete your first Chaos Trial and it'll tell you that you unlocked Chaos Level 2. Now the finicky and important part. When you talk to Dragon Lord to start your next run, you will likely still be on the Chaos Trials tab. DO NOT just start another trial to increase your level again. First, you must scroll over to any of the other tabs, then go to the Chaos Level slider and increase your Chaos Level to the max (it'll be level 2 right now), then scroll back to Chaos Trials, and now you can start your next Chaos Trial, playing on the highest level you have so that you unlock the next level. Make sure to repeat this each time, otherwise your Chaos Trial runs are pointless if you forget to scroll over and increase your Chaos Level each time. Also worth noting is that, other than Chaos Trials, every other type of run is completely unnecessary from an achievement perspective.

Once you actually unlock Chaos Level 20, you will unlock this achievement. No need to actually play through and complete a run on Chaos Level 20.

General tips and advice
Lastly is a collection of tips and advice based on my experience with this mode.
- If you weren't playing the main game on the easiest difficulty, I highly recommend going into the options and lowering the game difficulty to the easiest for this mode
- Reach level 40 and equip your best gear (obviously)
- With your best gear, you should have tons of Moon Orbs from completing everything in the main game. Head to the anvil near Dragon Lord and use it to enchant all the gear you're using. Reroll enchantments until you get ones that are perfect for your playstyle. For example. I built my character entirely around damage output and critical hits, so my shield granted +30% gun damage on Action Skill activiation, my melee weapon granted +28% gun damage on Action Skill activiation, my spell granted +11% all damage on spell use, etc. This made me an absolute beast when I'd use my Action Skill to demolish mobs and bosses. This will need to be catered to your weapons and playstyle though, but enchant everything you use, because there are no bad enchantments, just useless ones if you aren't capitalizing on them. Enchantments can be more valuable than the loot stats themselves.
- If you aren't struggling early on, save up crystals to try to get good orange or purple loot at the end of each run to further improve your build. For example, I saved up 500 crystals each run and spent it on the pistol shrine until I got a level 40 orange one that was perfect for my build. Do the same for whatever piece of gear you need to improve your class (and then don't forget to enchant it!)
- If you start to struggle, ignore loot and spend your crystals on the shrine buffs, again focusing on your build. I always purchased damage reduction and damage increase, and I always ignored stuff related to spells or dark magic because I don't use them
- Always, ALWAYS choose the Butt Stallion portal if that option is available after an encounter. She will give a random skill you've invested points into another 2 or 3 skill points that last for the entirety of your run. This is huge, as you can imagine, because you can get massive boosts to your existing skills from both your class mod and from Butt Stallion. Never pass up this opportunity
- Never, NEVER choose the Dragon Lord portal option. This forces you to choose another negative modifier, and with two options per encounter, there is literally never a reason to choose this option
- When you're forced to choose a Dragon Lord option in the beginning, there is never a reason to choose a harder option. Always choose the Easy option (or Medium, if it's between Medium or Hard)
- Just ignore the secondary objective every time. There is no need to complete it, and it will only increase the likelihood of dying, so don't ever bother with it
Hopefully those tips, the loot you've gotten and will get during your runs, and your by-now-optimized build will get you through all of the required runs to unlock Chaos Level 20 for this achievement.
Bunker Mastered

120
Unlock all other achievements.
As the description says, unlock all 38 other achievements to unlock this one, your final achievement.

Quest Get!

10
Complete "Bunkers & Badasses".
(1)
Story-related; cannot be missed.

This is the first story quest in the game.
Brighthoof Calls for Aid

10
Complete "Hero of Brighthoof".
Story-related; cannot be missed.

This is the second story quest in the game.
Short Rein

10
Complete "A Hard Day's Knight".
Story-related; cannot be missed.

This is the third story quest in the game.
Friend to the Forest

10
Complete "Thy Bard, with a Vengeance".
Story-related; cannot be missed.

This is the fourth story quest in the game.
Bomb Voyage!

10
Complete "Emotion of the Ocean".
Story-related; cannot be missed.

This is the fifth story quest in the game.
Rude Sails of Magic

10
Complete "Ballad of Bones".
Story-related; cannot be missed.

This is the sixth story quest in the game.
Brutal Narrative Dissonance

10
Complete "Mortal Coil".
(1)
Story-related; cannot be missed.

This is the seventh story quest in the game.
Body Unsnatcher

10
Complete "The Son of a Witch".
(1)
Story-related; cannot be missed.

This is the eighth story quest in the game.
The First Session

10
Complete "Soul Purpose".
Story-related; cannot be missed.

This is the ninth story quest in the game.
At the Top of All Things

50
Complete "Fatebreaker".
(1)
Story-related; cannot be missed.

This is the tenth and final story quest in the game.
Gob Darn Good Work

10
Complete "Goblins Tired of Forced Oppression" and "The Slayer of Vorcanar".
(1)
The quests mentioned in the description are two very long side quests. The first, 'Goblins Tired of Forced Oppression,' becomes available in Brighthoof immediately after completing the third story quest, 'A Hard Day's Knight.' Pull up your map in Brighthoof if you don't see the '!' for this side quest, which is received from a bounty board.

The first quest tasks you with going to Mount Claw. The only way to get there is to travel back to the Overworld and follow the relatively linear path to an NPC standing by a river. He'll give you a simple side quest which you'll need to complete so he can repair the bridge. With that done, you can follow the path up to Mount Claw. Here, simply follow the multitude of objectives to help out the Goblins and complete this quest.

As soon as you complete 'Goblins Tired of Forced Oppression,' a new side quest will become available only a few steps away from you, from Jar once again, and it is 'The Slayer of Vorcanar.' Once again you'll have a ton of objectives to complete, as well as two boss fights. The first can be pretty hectic because the boss teleports, and his attacks can absolutely destroy you. Thankfully there are plenty of skeletons to kill if you get downed. Focus fire on the boss and save the skeletons in case you need a Death Save. You'll then have to complete one more quick objective before heading to the arena to fight Vorcanar. He's incredibly easy. Just strafe around him, far enough away so the flames don't hit you, and unload on the obvious weak spots on his neck until you finish him off.
Parasites Lost

10
Complete "Walk the Stalk".
(1)
Immediately after completing the story quest 'Emotion of the Ocean' you'll be able to head straight out into a newly accessible area of the Overworld. Directly in front of you is a magic bean that starts this side quest, 'Walk the Stalk'. After a couple objectives you'll get access to a new area, Tangledrift. Simply follow the quest objectives throughout this area, culminating in a relatively simple boss fight, to finish this side quest and unlock this achievement.
You, Esquire

10
Complete "The Trial of Crooked-Eye Phil".
(1)
This side mission becomes available after completing story quest 'Ballad of Bones.' After completing it and heading back into the Overworld, you'll head toward Drowned Abyss. Off to the left (assuming you're facing its entrance) of Drowned Abyss is a side quest marker on a bottle. This starts this quest. This side quest will take you on a multitude of objectives through Crackmast Cove, and you'll fight a ton of enemies, but there is no boss fight so this one is relatively easy to complete.
So Much for That Guy

10
Complete "The Ditcher".
(1)
After completing the story quest 'Son of a Witch' and reaching the top of Karnak's Wall, you'll have access to start this side quest in the Overworld. It'll require you to head to Sunfang Oasis and complete a multitude of objectives, complete with multiple minibosses and then a boss fight. Once you complete this lengthy side quest, you'll unlock this achievement.

There are 2 achievements with a total of 20 points

Chums, Bested!

10
Completed "Best Chums".
See the Roadmap for how to actually start this DLC. Also, as noted in the Roadmap, don't forget to turn off Chaos Mode if it's still on from the base game. This DLC will be incredibly easy without Chaos Mode on.

For this achievement, you'll need to play through all six rooms of this new mini Chaos Chamber in Dreamveil Overlook. Refer to Champion of Tall Fish Tales (10G) for more information.
Champion of Tall Fish Tales

10
Defeated "Chums" the Old God at their highest difficulty level.
This achievement requires you to complete the "Best Chums, Bested" quest at the highest (i.e. fourth) difficulty level. Each difficulty level works the same way: most rooms have you complete simple objectives, all of which are marked on your map. If you're playing at level 40 with all level 40 gear, you can likely just ignore all enemies and run around completing the objectives. I was able to do so without any risk of even losing my shield. Shoot columns to align them (you can't over-rotate them, so just shoot them until they stop rotating), or turn valves, and then as soon as the objective is complete, make a beeline to the portal and hop in to go to the next chamber. The only chamber that takes some time is the fifth, where you have to actually wait a seeming eternity for the water level to rise enough that the valves become active. The boss fight is a simple larger version of the shark creatures from the base game. Unload on it to finish it off quite quickly.

Now here is the critical part. Completing a run theoretically unlocks the next difficulty level, but Gearbox has made the decision to only introduce one new difficulty level per week. This means you would potentially have to wait a month to have access to all four difficulty levels. There is thankfully a way around this barrier: force close the game app, go into your settings, Network settings, and choose to 'Go Offline.' Now launch the game, head back to the mirror, and you should get an option to scroll right to increase the difficulty after interacting with the mirror. Do so, and complete it on difficulty levels 2 and 3. With that done, and now that you can access and see difficulty level 4, while still in the game, open your Network settings and choose to go back online. Now simply play through and complete the run on difficulty level 4, and this achievement will unlock as soon as you kill the boss.