If I read the IPO prospectus right, Chris Larsen had approximately 1,851,707 shares of E-Loan stock prior to the IPo. He had no SARs or other options.
There was a 3x split in preparation for IPO. 3 x 1,851,707 = 5,555,121 shares which is the number the prospectus showed owned by CL on page 61. (using the page numbers centered under the pages, not the other page numbers following the tag "<page>").
But then it gets complicated. Note the discussion of Put/Call agreements and pledges. Apparently the venture capital investors had some arrangement which took the form of 2 loans to the founders plus some puts & calls which gave them some sort of a sliding scale pricing. Specifically note the footnote to the above mentioned table which says
Also includes 2,576,577 shares that are pledged to certain investors to secure $10.8 million in full recourse loans made to Mr. Larsen by these investors.
I suspect some shares were lost by CL thru those put/call agreements. How many is not clear. While I believe these transactions should have been documented on 13G or form 3/4/5 filings, they were not.
The first 13G filed by CL appears on 2/29/2000, and it says CL owns 3,672,153 shares.
We don't know how he got from 5,555,121 shares down to 3,672,153 shares, but it could have been entirely due to those put/call agreements mentioned in the prospectus. If some of his shares were called away by the original investors, then they gave CL some money for this call. I suspect that money was the $10.5 Million they originally loaned to him at the time of their investment. In other words, I'm guessing it was arranged so that the loan converted to shares.
The Proxy (DEF14A) on 4/29/2002 says CL owns 3,834,652 shares.
Various documents on various dates list similar amounts. It is typical for these numbers to bounce around a little, as people get shares from employee stock purchase plans, or give some shares to charity, etc. One would expect to see those transactions documented on form 3/4/5, and some of them are, but there are some missing.
The proxy on 4/29/04 says CL owns 3,177,185 shares.
Then the only substantial sized sale of shares recorded on a form 3/4/5 appears ...
Form 4, 11/1/2005, at the time of the acquisition by Popular. Form 4 says CL disposed of 2,830,312 shares at $4.25 each, ie $12,028,826.
That leaves mystery of how you get from 3.8M shares to 3.17M shares to 2.8M shares. There's a million share slop in there. Some documents may have been lost or misfiled. History is always difficult.
So $12M is a minimum. I think we should add the $10.5M loan, which I suspect was converted. Then there may be another million shares which could be a few more dollars, but not much. The E-loan stock was trading at $1 to $3 for much of this time.
So $12M to $23M is my estimate.
This is somewhere between chicken scratch and fabulous wealth. Does seem quite possible that he has enough dough to put some into Prosper. The trick would be establishing a price, or terms in the case of a bridge loan. He can't negotiate with himself at arms length.