Point 1. The share issue is "up to" 2,411,860 shares in the next five years. We haven't yet seen any allotments filed at Companies House to see how many have been issued. This does strengthen the capital in the club (on this transaction standalone), because unlike debt, you can't just have your shares paid back. So for instance if Tiger loaned the club £2M it would be in debt by an extra £2M, but if he paid the club £2M for shares, it would be in no more debt. Cash wise, the club would still have £2M in each case.
Similarly, as it states Ensco / Eales are converting some of their debt to shares, it reduces debt (whilst cash neutral). Perhaps ask Stewart Donald who did something similar at Eastleigh, effectively writing off debt by converting to shares.