How should a company restrict compensation shares?
The concept of restrictions on the resale of corporate shares is uniquely American and does not exist elsewhere in the world. Even in the US the rules are revised from time to time to simplify the capital raising process. As of today, the standard Rule 144 restriction formula in the U.S. is no-resale transactions during the first a year, no more than 1% of the outstanding stock in any rolling 90 day period during the second year, and unlimited resale transactions after the second year.
Those rules have recently been changed (with an effective date of February 15, 2008) to permit (a) unlimited sales of shares in reporting companies after a six-month stand-down period, provided that the issuer is current in its SEC reporting obligations, and (b) unlimited sales of shares in all companies after a one-year holding period. Until the one-year holding period is met, the stock certificates have to be imprinted with a restrictive legend.
In my experience, Rule 144 works well for investors who buy relatively small blocks in private placement transactions, but it can be problematic when people receive large blocks of stock as compensation for services, particularly if they receive stock at a time when there is no active, liquid and sustained market. To avoid the nasty practical problems that can arise when an employee gets stock for work, I typically use a paragraph like the following in agreements that involve stock for services:
We have paid no cash consideration to the Company for the shares that will be issued to us pursuant to the terms of this letter and it is agreed no portion of the proceeds from any resale of our shares will be remitted to the Company or used directly or indirectly for the payment of any expenses of the Company or any of its affiliates. In light of our business relationship with the Company and the limited public market for the Company's shares, we hereby agree that without the Company's express written consent (a) we will not be involved in any activity that promotes or otherwise maintains a market for the Company's shares, (b) as long as we are the beneficial owner of any compensatory shares, we will not engage in "buy-side" trading activities, hedging transactions or other activities that could reasonably be expected to influence the market price of the Company's shares, (c) we will not sell any shares in transactions that are effected at a price lower than the quoted bid price of the Company's shares at the time of sale, (d) if we engage in multiple sales in any ten consecutive trading days, we will not sell any shares in a transaction that is effected at a price lower than the last price received by us for the same securities, (e) we will not sell more than 5% of the shares issued to us in any calendar month or more than 10% in any calendar quarter, and (f) our weighted average sales volume in any rolling 90 day period will not exceed 10% of the reported weighted average trading volume in the Company's shares during such period.
These are tough but reasonable restrictions that are designed to protect a developing market from manipulative trading; bargain priced block sales; heavy-handed selling; sustained selling pressure; and disproportionate selling. The overall goal is to make selling easy when market prices are stable or moving upward, but force the service providers to wait on the sidelines when the market is under pressure.

