The eleven celebrities enter the new Celebrity Big Brother House after being sequestered from the public for a week. Prior to the first Head of Household competition Julie Chen informed the HouseGuests she was holding an envelope with a random number inside, all HouseGuests were instructed to stand on a number between 1 through 11 and the HouseGuest standing on the winning number would be awarded immunity for the week.^[47] Omarosa was standing on the number five which was the winning number and was safe from being nominated for eviction this week.^{[citation needed]}

• Head of Household: (Award Squeezin’) The HouseGuests are tasked with holding onto a life size spinning trophy elevated in the air without letting go or falling off for as long as possible. The last HouseGuest holding onto their trophy after everyone else was eliminated would win the challenge and become the first Celebrity Head of Household.^[48]

During the competition several past Big Brother HouseGuests perform a Broadway-style musical number where Marissa is the first to fall off her trophy.^[49] James and Shannon become the last two in the competition after everyone else drops. Shannon wins the Head of Household competition after James falls off his trophy. Julie instructs the HouseGuests to grab a "celebrity gift bag" before going back inside the House and not to open them. She also informs them that one bag contains a special power allowing the holder to "recast" the role of Head of Household with someone else.^[50]

Following the nomination ceremony the HouseGuests competed in the Power of Veto ceremony. The competitors were the HoH, the two nominees, Ariadna, Shannon and Mark.

• Power of Veto: ("The Four Sneezons Spiritual Spa") In this competition HouseGuests had to search for letters and take them back to their spelling station. Once the HouseGuest is satisfied with their word they must lock in their time. The HouseGuest that spelled the longest word correctly in the shortest amount of time will win the Power of Veto. Shannon was the winner. Shannon chose not to use the Power of Veto

On Day 10 by a vote of 7–1 with Omarosa voting to evict James, Chuck was the first one evicted from the house.

Following the eviction the HouseGuests compete in the next Head of Household competition.

• Head of Household: ("Celebrity Bowlerina") The HouseGuests compete head to head in a bowling competition. The competing players must spin around twelve times to lower the barricade located on their bowling lane. Once lowered the HouseGuests has twelve seconds to bowl down the four pins in their lane before the barricade raises again. The first HouseGuest to bowl down all pins in their lane wins the round. Ross was the winner and became the new Head of Household.

During the competition Omarosa had a asthma attack and was hospitalized. The next day HouseGuests were informed of her hospitalization and it was announced that she would be returning to the house prior to the nomination ceremony. Following her return to the house on Day 11, Ross nominated Keshia and Omarosa for eviction.

Following the nomination ceremony the HouseGuests participated in a live veto competition, live veto ceremony and live eviction.

• Power of Veto: ("Now You Sea It")The HouseGuests will see a billboard containing an advertisement for a new cruise line. The answer will either be either "More", "Exactly", or "Less". The first HouseGuest to buzz in with the correct answer will win the round and choose the next two competitors to face off. The one to guess wrong or not answer at all will be eliminated. The last remaining HouseGuest will win the competition. Marissa was the winner and chose not to use the Power of Veto.

On Day 13 by a unanimous vote of 7–0 Keshia was evicted from the Big Brother house and became the second jury member.

Following the eviction the HouseGuests competed in the next Head of Household competition

• Head of Household: ("Get Your Putt Into Gear") The HouseGuests take turns playing rounds of golf. The HouseGuest who scores three holes-in-ones in the shortest amount of time wins Head of Household. Ariadna was the winner with a time of two minutes and eighteen seconds.

On Day 14 Ariadna nominated James and Shannon for eviction.

Following the nomination ceremony the HouseGuests participated in the Power of Veto ceremony the competitors were the HoH, the two nominees, Ross, Omarosa, and Brandi

• Power of Veto: ("Dining in the Dark") The competing HouseGuests must enter a dark room and find their seat. Once they find their seat eat the first course of their meal. Following that they must move on to the next room and find the next seat for that course. Once all four courses have been found they must turn on the lights. The HouseGuest that moves through all four rooms and turns on their lights the fastest will win the Power of Veto. James was the winner with a time of six minutes and twenty-four seconds. James received the Power of Veto and used it to remove himself from the block.

On Day 16, Ariadna named Mark as a replacement nominee. On Day 17, by a vote of 5–1, Shannon was evicted from the Big Brother house and became the third member of the jury.

• Head of Household: ("Courtside Seats")^{[lower-alpha 1]} The celebrities must hold on and sit in their seat as long as possible. The last HouseGuest sitting in their seat will become the next Head of Household. The first three HouseGuests to drop from their seats will be on a slop only diet for two days.

• Head of Household: ("Courtside Seats")^{[lower-alpha 1]} For being the first three HouseGuests to drop from their seats, Metta, Ross, and Mark were put on a slop-only diet for 48 hours, which began after the competition. Omarosa won after more than an hour and a half.

On Day 18 Omarosa nominated Ross and Brandi for eviction.

Following the nomination ceremony the HouseGuests participated in a special Power of Veto competition. For this Power of Veto America was allowed to vote between the Diamond Veto, Spotlight Veto, and the VIP Veto. America voted for the VIP Veto which allows the winner to use the veto once, twice, or not at all. If the winning HouseGuest chooses to use the Power of Veto to save one of the nominees they are also able to save the replacement nominee or the other nominee if they choose. The competitors in the competition were Brandi, Mark, Marissa, Metta, Omarosa, and Ross.

• VIP Power of Veto: ("Invitation Only") When the competition starts the HouseGuests must race to grab their puzzle pieces. Once they have pieces they must race to the other end and begin to put the puzzle together. The first HouseGuest to successfully build their puzzle and press their button will win the VIP Power of Veto. The winner was Ross.

On Day 20 Ross used the VIP Veto to remove himself from the block. Omarosa then named Metta as the replacement nominee and Ross chose not to use the veto a second time. On Day 20 by a unanimous vote of 5–0, Metta was evicted from the house and became the fourth member of the jury.

Following Metta's eviction the HouseGuests competed in the next Head of Household competition

• Head of Household: ("Red Carpet Ride") In this competition when the horn begins the HouseGuests must try to get across their red carpet without touching the ground. If they touch the ground they must go back to the beginning and start over. When they reach the other side they must lock in their time. Throughout the round the carpets tighten and loosen to make the carpets easier and harder to cross. The HouseGuests competed in two rounds of three. The three HouseGuests with the three fastest times competed against each other in the final round. Brandi, James, and Mark competed in the final round. Mark was the winner and became the next Head of Household.

Mark nominated Brandi and Ariadna for eviction.

Following the HoH competition the HouseGuests competed in the next Power of Veto competition.

• Power of Veto: ("BB Celebrity Toy Factory") When the competition starts the celebrity competing must hit their buzzer to reveal an action figure. Once the action figure appears they must figure out whose mouth, eyes, and nose are on the action figure. When they think they have correctly matched the three they must hit their buzzer. If it is incorrect they must correct themselves or if it is correct they move onto the next action figure. Once the HouseGuest has four action figures figured out they must lock in their time. The HouseGuest who figures out all four action figures in the fastest amount of time wins the next Power of Veto. Ariadna was the winner with a time of 9 minutes and 10 seconds. Ariadna used the veto to remove herself from the block.

Mark named Marissa as the replacement nominee. Following the Power of Veto ceremony Julie informed the HouseGuests of the double eviction. On Day 24 by a vote of 3–1 Brandi was evicted from the house and became the fifth member of the jury. Following Brandi eviction the HouseGuests participated in the next Head of Household competition.

• Head of Household: ("BB Auction") Julie will ask the competitors a question based on the BB Works of Arts viewed earlier that day. The answer is either true or false. If the correct answer is chosen they will receive a point. The HouseGuest with the most point at the end of 7 questions will be the next Head of Household. A tiebreaker was held between James and Omarosa. The answer this time was a number. The HouseGuest who got closest to the number without going over will win. If both HouseGuests went over the one closest will win. Omarosa was the winner and became the next HoH.

Omarosa nominated Marissa and Ross for eviction. Due to there only being six HouseGuests all HouseGuests were able to compete in the Power of Veto competition.

• Power of Veto: ("Art-Rageous") The HouseGuests must enter the Big Brother house and look at the four paintings in the kitchen. They must then compare them to the other paintings in the house and figure out which paintings is an exact replica of one in the kitchen. When the HouseGuest thinks they have figured it out the must race back to the yard and lock in their guess. If incorrect they are out of the competition. Ross was the winner and received the Power of Veto. Ross used the veto to remove himself from the block.

Omarosa named James as the replacement nominee. On Day 24 by a vote of 2–1 James was evicted from the house and became the sixth member of the jury.

Following James' eviction from the house the final five HouseGuests had time to think back on their time in the Big Brother house.

• Head of Household: ("Rocky Mountain Fly")^{[lower-alpha 3]} HouseGuests must step onto their ski's and hold on. The ski's will "fly" into the air and the HouseGuests must hold on as long as possible. If a HouseGuest falls off of their ski's they will be eliminated. The last HouseGuest standing will become the next to last Head of Household of the season.

• Head of Household: ("Rocky Mountain Fly")^{[lower-alpha 3]} Marissa was the first to fall followed by Ariadna, and then Mark. Ross was the last one standing and became the next Head of Household.

Following the HoH competition Ross nominated Ariadna and Omarosa for eviction.

• Power of Veto: ("Get Your Story Straight") When the timer starts the competing HouseGuest must look at the supersized laptop. There are eight stories on the laptop however they are missing days. The HouseGuest must climb on the laptop and transport the day tiles from the search bar to match the correct event on the website. When they finish they must lock in their time by hitting the enter button on the laptop. The HouseGuest with the fastest time and most days correct will win the Power of Veto. Marissa and Ross tied with a total of 8 correct however because Ross finished faster with a time of five minutes and twenty-one seconds he was awarded the final Power of Veto of the season.

Ross chose not to use the veto effectively keeping his nominations the same. On Day 26 by a unanimous vote of 2–0 Omarosa was evicted from the house becoming the seventh member of the jury.

• Head of Household: ("Hash It Out") In this competition Julie will read tweets from evicted HouseGuests over their time in the house, one of the tweets will be an incorrect statement. The competing HouseGuests must figure out who tweeted the incorrect statement. Each time the HouseGuests guess correctly the will get a point. The HouseGuest with the most points after eight rounds will win the final Head of Household of the season. Mark, Marissa, and Ross tied. In the tiebreaker Julie asked the HouseGuests a question. The answer was a number. The HouseGuest who got closest without going over became the next Head of Household. If everyone went over the one closest HouseGuest will become the next Head of Household. Marissa was the winner and became the final Head of Household of the season.

On Day 26 Marissa chose to take Ross to the final two evicting Ariadna and Mark who became the eighth, ninth, and final two members of the jury. Following this, the jurors had a chance to ask questions to the final two. The Jury then voted one by one on who they think should win the game. Marissa became the first winner of Celebrity Big Brother receiving $250,000 making Ross the runner-up who received $50,000. Ross was later named America's Favorite HouseGuest and received an additional $25,000.