AsylumGuido

The issue would be getting the league to approve. Contracts dealing with cap avoidance have been shot down recently. I know of two sign and trade type deals that were denied for those reasons in the past year or so.

Looking a little further I am not sure guarantees can even be converted to NLTBE as it is an incentive rather than a bonus.

"NFL contracts can have incentives that can give the player money if the player hits certain thresholds set in the contract. There are two types of incentives: Likely to be earned (LTBE) and Not likely to be earned (NLTBE). Incentives are classified as LTBE or NLTBE based on what the player did in the previous season in relation to the incentive. If a player would have earned the incentive in the previous year, the incentive is considered LTBE and the opposite is true for NLTBE. LTBE incentives count against the current year’s cap space for the team while NLTBE incentives are charged against the following year’s cap space. Some examples of incentives would be making the Pro Bowl, catching a certain amount of receptions, or based on playing time."

According to this it appears that even if allowed somehow the amount would still hit the cap the following year with NLTBE.

“The pessimist sees difficulty in every opportunity. The optimist sees the opportunity in every difficulty.” — Winston Churchill