Now Hiring: The Master of March Sadness

Has your March Madness bracket never made it past Day 1? Do you pick your teams with absolute confidence, only to watch them crumble in spectacular fashion?

If so, we should talk.

We're looking for that special stooge who predicts with conviction and fails with style to share their anguish, or uhh … wisdom and guide others through their March Madness misery.

Interested? Apply below. 

🔮 Your path to bracket enlightenment (aka The Job)

• Host a daily one hour virtual support session on Zoom during every March Madness game day
• Share your "What was I thinking?" moments to help others process their own bracket regrets
• Provide top-tier excuses for picking obviously doomed teams
• Master the art of explaining why you're "technically still in it" despite being in last place
• Offer expert guidance on convincing yourself that your bracket could still make a comeback

📋 You must be this "Good" to apply

• Definitely knew Fairleigh Dickinson was going to beat Purdue in 2023 (but can't find the bracket to prove it)
• Expert at explaining why that No. 14 seed was "definitely going all the way"
• Totally had George Mason in the Final Four back in '06 (just ask anyone)
• Maintains unshakable optimism despite overwhelming evidence, at least externally
• Can rationalize any pick no matter how questionable
• Advanced jinxing abilities: Proven ability to curse any team you pick. If you choose a favorite, they lose. If you choose an underdog, they get blown out.
• Understanding of basketball optional: This has nothing to do with knowledge of the game, it's about your (in)ability to make picks
• Bonus points if you make picks based solely off of the school mascot
• You proudly enter your company pool every year despite knowing you're just contributing to the pot with no hope of payout

Ready to walk the path of bracket bereavement?

Apply here!

Apply for the Master of Sadness position by filling out this form. You'll need to enter your name, date of birth, and email address, and tell us why you should be crowned the Master of Sadness.

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Specific Competition Terms & Conditions

• Applicants must be 21 years of age or older
• Applicants must reside in the United States
• This is not an offer of full-time employment
• One person will be paid $2,000 to host daily virtual support sessions on specified March Madness game days (March 18-23, March 27-30, and April 5 & 7, 2025)
• Each virtual support session will be approximately 30 minutes long with a maximum capacity of 100 participants per session
• By submitting your application, you agree that Sportsbook Review may subscribe you to our mailing list. You can opt-out at any time
• The winner is responsible for their own tax obligations and must complete IRS form I-9 before any prizes are distributed
• Applications open upon page launch and close March 14, 2025. The selected applicant will be contacted and must respond within 24 hours to accept the position
• Selected applicant must have a reliable internet connection and ability to host Zoom calls
• All feedback, images, videos, and content submitted by applicants or created during virtual sessions may be used freely by Sportsbook Review
• Winner will receive an additional payment equivalent to the cost of three months of streaming subscriptions for all services required to watch March Madness games
• Payment will be made within 30 days of completing all required virtual sessions and other requirements

This contest is promoted by Sportsbook Review. Sportsbook Review reserves the right to modify, extend, or cancel this promotion in any part or in its entirety at any time. Sportsbook Review's decision is final.

General Competition Terms and Conditions

Effective Date: March 5, 2025

Last Updated: March 5, 2025

By entering a competition, you agree to accept and abide by these general competition terms and conditions (“General Competition T&Cs”) and the specific terms and conditions of the competition you are entering into (“Specific Competition T&Cs”). Collectively the General Competition T&Cs and the Specific Competition T&Cs will be referred to as the “Rules”.

All decisions of the Promoter (as defined below) concerning any aspect of a competition, including, without limitation, the eligibility of entries, are final and binding on all participants in all matters related to our competitions and no correspondence shall be entered into.

Promoter: S Holdings Ltd Limited (referred to as “Promoter”, “SBR”, “we”, “our”, “us”).

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You are not eligible to enter a competition if you are an employee of the Promoter, its affiliates (including subsidiary companies), or another party in any way involved in the development or administration of the competition, including advertising and promotional agencies, public relations agencies, or a member of the immediate family (spouse, parents, siblings and children, regardless of where they reside) or household member of any such employee of the groups companies, associations, and entities cannot participate.

It is your responsibility to understand the laws applicable to you in your relevant country, state, city and/or town and to comply with the same in relation to the entry into a competition.

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Prize money may be taxable depending on applicable laws in your country of residence. Any personal taxes that arise in connection with the prize are the sole responsibility of the prize winner(s).

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If a winner is found to be ineligible, the prize will be awarded to an alternate winner who will be selected through a random drawing from the total pool of eligible entries, as originally conducted. The Promoter reserves the right to determine an alternate winner in accordance with these General Competition T&Cs in the event that any winner is disqualified, cannot be contacted, or is deemed ineligible for any other reason, or is not available to participate in any applicable competition events.

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If you are the winner of a competition, you agree that the Promoter may use your name, image, town and/or county of residence to announce the winner of the competition and for any other reasonable and related promotional purposes. The winner(s) may also be required to participate in any reasonable publicity arising from the competition.

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