IMO ..... You also have to take into account a guaranteed payout of $1.00 - that would lower the bid.
The 1.00 payout is already accounted for in the calculation: prob of payout is 1/6 expected payout is 1.00 1/6 * 1.00
I'd say my intuitive answer is that fair value is $4.25 for the pay up front for the second throw option. Feels too easy so maybe 80% chance of being correct.
I'd wait for somebody else to make a market then I'll bid under the bid/offer spread, I'm too uneducated to figure this out,but 16 years of trading options has taught me NEVER to make a market
I would never play the game of single roll using long term probabilities. I would only offer $1 which no one would take. I dislike gambling.
The question isn't about personal preferences. It doesn't matter if you don't believe in market making or if you can only see this as a one time roll. Expressing personal preferences as an answer poorly hides your inability to even try to think through the problem.