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Chalkboard

Chalkboard, run by New York-based Taild Sports, has moved from house-banked pick'em to a peer-to-peer format called Showdowns: each of 2-8 More/Less picks carries its own multiplier, and entries are ranked in pools grouped by experience level. It also runs a sweepstakes-style picks game in five states and 'Pulls', a digital-pack product that ships physical trading cards.

Peer-to-peer pick'emSweepstakes

New-user offer

New verified users get a 50% first-deposit match card worth up to $100 in bonus funds, plus two boost cards and a free square

Go to Chalkboard(opens in a new tab)

Offer checked Nov 2, 2026. Terms apply. Must be of legal age in your state. Gambling problem? Call 1-800-GAMBLER.

The short version

What stands out

  • Entry multipliers up to 5,000x (max $40,000 payout per entry)
  • Shield Play allows up to two missed picks and still pays out
  • Live picks, alternate lines and early cash-out
  • PayPal/Venmo withdrawals, processed hourly
  • Available in Canada outside Ontario and Alberta

Worth knowing

  • Now peer-to-peer, so part of the prize structure depends on other entrants
  • No fantasy contests in large markets such as NY, NJ, OH or MI (cards only)
  • No college picks in AR, IN, MA and VT
  • Welcome match is 50%, not 100%

Where you can play Chalkboard

Peer-to-peer 'Showdowns' fantasy in 25 states plus DC and Canada (excluding Ontario and Alberta). A sweepstakes-model Social Sports Picks game runs in MA, MO, NH, PA and VA, and 15 other states get only the trading-card 'Pulls' product.

Chalkboard compared

Sites like Chalkboard

Chalkboard questions

Where is Chalkboard available?

Peer-to-peer 'Showdowns' fantasy in 25 states plus DC and Canada (excluding Ontario and Alberta). A sweepstakes-model Social Sports Picks game runs in MA, MO, NH, PA and VA, and 15 other states get only the trading-card 'Pulls' product.

How old do you have to be to play on Chalkboard?

18+ in most states. 19 in NE and Canada; 21 in MA (sweepstakes game only).

How do you withdraw from Chalkboard?

Chalkboard pays out by ach / bank transfer, debit card, paypal, venmo or interac (canada). Withdrawals usually require identity verification first.

Does Chalkboard have a promo code?

New verified users get a 50% first-deposit match card worth up to $100 in bonus funds, plus two boost cards and a free square Offers change often and terms apply, so check the details in the app.

Is Chalkboard available in Canada?

Yes, Chalkboard is available in at least some Canadian provinces.

Sources and corrections

Last checked Nov 2, 2026. We build every listing from the sources below and recheck them regularly. If something about Chalkboard has changed, let us know.