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Ten Ways E-mail Can Sabotage Your Deal Helen Conroy, Attorney-At-Law, Oakland, California Contact: www.helenconroylaw.com Everyone uses e-mail in business these days. What makes e-mail so convenient, however, also makes it deadly. Here are ten lessons you dont want to learn the hard way. Each of these traps illustrates at least one principle applicable to negotiations in general, whether conducted online or off. And each demonstrates the new challenges that e-mail has created in controlling the two most important factors in any transactionthe information held by each side and the people negotiating the deal. 1. Dont Hit the "Reply All" Button Hitting "Reply All" creates several traps, including a critical risk every lawyer should consider with e-mail messages sent to more than one personand not just those involving negotiations. First, in team negotiations, when counsel and business team negotiators tend to send a lot of messages internally to the group, the circle may widen to include company personnel not officially part of the team. This occurs when the team needs technical, business, or administrative assistance to move the deal forward. The attorney-client privilege, however, does not protect communications with every employee of a client company. California courts generally extend the privilege only to senior personnel and anyone else whose communications are critical to the issues for which advice is sought and provided. Messages replied to a larger group could be available to the third parties if a dispute arises down the road. Further, if those replies include messages in a prior thread, all of the prior messages may lose their privileged status. When you click "Reply All," make sure that you wouldnt mind producing in discovery whatever youre about to send, including everything that appears as you scroll down the page. This also applies to any kind of legal advice that you send via e-mail to multiple recipients, whether you are in-house counsel or outside counsel advising your clients business personnel. Another risk in clicking "Reply All" arises when you dont know who "all" includes. Some e-mail programs send messages directed as "Reply All" to everyone, including Bccswhich means that the regular "Ccs" can send messages to the original "Bccs" without even knowing it. Or, the list of "Ccs" may be long, and extend beyond the visible portion of the "Cc" field. Unless you scroll down (and many people dont even realize that you can scroll down in the "To" field), there may be names you dont see. Do you want to send any message to anyone unknowinglywhether in the context of a transaction or under any other circumstances? So what should you do instead? Copy and paste the addresses that you want to reply to into a fresh message, with only as much of the original message as the reader needs. Always consider carefully whether everyone to whom you reply qualifies to keep the communication privileged. 2. Dont Forward Messages from the Other Side to Your Team for Internal Discussion Forwarded e-mail messages can easily derail the management and control of information critical to a deal. One devastating result can occur if the forwarding persons e-mail program sends messages as attachments rather than as text below the signature line in the reply message. Imagine this: You are negotiating a fairly complex transaction. Your team and the other side "meet" via conference call several times per week as you work through the issues. After each call, one side prepares and sends to the other a summary of the conference call, including the points agreed to, the issues identified as still under discussion, and a proposed agenda for the next meeting. On occasion, the sending party may make a proposal, based on approvals sought or investigation done on open points discussed in the last conference call. Imagine that you receive one such messagea full summary of where the parties are, where they are going, and perhaps additional information on a business or technical point that was raised in the last discussion. You forward the message to your entire business, technical, and legal team for everyones input. You expect them to send you their analyses of any new information in the message or disclosed in the last conference call. That, after all, is how you prepare for the next call. Imagine now that "Chris," one of the recipients of your forwarded message opens it, sees the new information from the other side, and of course, wants to respond. Chris hits "Reply All" with the intention of "correcting these errors" for distribution to the entire team before the next call. In that reply, this diligent technician analyzes every point in detail, carefully addressing all of the issues, and offering technical and business information to put the analysis in perspective. Unfortunately, Chris does not realize that the message replied to did not originate from internal counsel. Clicking on "Reply All" creates a response to Chriss lawyer and opposing counsel who will receive the full analysis, complete with a considerable store of "private information" not intended for distribution outside the company. It takes little imagination to appreciate how this transfer of information could dramatically change the course of a negotiation. (Note, too, that this particular example also illustrates well why negotiating team members should never click on "Reply All.") So what should you do instead? Copy and paste into a new e-mail message the relevant text. Send it only to team members who need to see it. And make sure everyone knows about this potential problem. Is it enough just to make sure that everyones e-mail program (such as Outlook) is set so that messages are always forwarded in text? Probably not. You run the risk that the recipient and potential forwarder of messages (or someone else on his or her behalf) could change the setting, or forward a message to a laptop or other computer for convenience while on the road, but not change the setting in that e-mail manager. Moreover, there are other risks to forwarding (see below) that make cutting and pasting into a new message a much better solution. 3. Dont Forward Any Message Ever Without Reviewing All the Prior Threads Many people, when they want to send a message to someone with whom they have previously communicated by e-mail, simply find a prior message from that person and click the "Reply" button to set up the new message. Unconcerned about the text of the original message, they start a new "thread"an exchange of e-mailson a different topic. The original "conversation" is available simply by scrolling down the page of the new message. The risk arises when the earlier topic and the thread relating to it involve different players, other deals, or otherwise do not relate to the topic, and the recipient forwards that message to a third party. If the person who receives the "old" conversation does not look carefully below your signature block before forwarding the prior thread to someone else, he or she may inadvertently send proprietary business or technical information or a personal conversation. The forwarding sender might have violated a confidentiality agreement in the process. Moreover, any attorney-client communication would lose its privileged status. The prevalence of e-mail "communities"public e-mail discussion groups consisting of hundreds or even thousands of anonymous participantsmay compound the disastrous effects of such a mistake. Every day, forwarded threads containing private business information are "posted" to public e-mail lists by members sharing useful information that they have received from their business contacts and friends. Its difficult to imagine a more effective way to embarrass yourself and everyone involved, and to ruin your reputation and credibility instantly. Who would trust you with anything, once they learn that you have done this with someone elses private business or personal information? So what should you do instead? Two mistakes contribute to this problem: (1) "Replying" to a message unrelated to the topic at hand, and (2) forwarding the new message with the inappropriate thread attached. First, always start a new message instead of replying to an old one. Some attorneys set up their e-mail programs so that the default procedure does not include the original message in the reply. Some lawyers go so far as to make it impossible for their recipients to forward the original message or include it in any reply. These default procedures may be impractical, however, when your colleagues and clients expect that every original message will be included in every reply. Second, instead of simply forwarding a message, copy what you need from the text and drop it into a fresh message. Your recipient will appreciate it too, when the time comes to print out your message. Instead of printing out three or more pages of unnecessary, unrelated prior threads, the recipient will print only the text that matters. 4. Dont Let Everyone on Your Side Respond to Every Message From the Other Side of the Negotiation In the time it takes to strike a few keys and click the mouse, e-mail provides negotiating teams with the tremendous convenience of allowing everyone to be part of every "conversation." This time-saver can distort the negotiating process, however. Because every e-mail message becomes a permanent writing, slips or mistakes cannot be undone. Information is everything in a negotiationwhat information you get or give, and how and when, necessarily affect the outcome. By "speaking with one voice," or with carefully designated second and third voices on particular issues when appropriate, you better control what information your side discloses, and how and when. Allowing anyone on your teamwhether another lawyer or a business personto communicate with the other side without careful monitoring and control may result in inconsistent communications, and, at worst, confusion and inefficiency. So what should you do instead? Designate one person through which all communications must go. Ask the other parties to send all messages, regardless of subject matter, to that person. Instruct your team that only the designated communicator may respond or delegate replies. Warn them that the other side may not honor your one-point-of-contact request, so all external messages should be directed immediately to your designated team member. Software offered by several companies, including Legato Systems and Omniva Policy Systems, allows you to limit the delivery internally of e-mails received by the companys server, based on who sent the message or key words in the text. This may reduce, but wont necessarily eliminate, the risk. So be careful, make sure your team understands the problem, and assign someone to monitor e-mails in multiple-player deals. 5. Dont Use E-Mail to Send a "Marked Up" Document From a Prior Transaction This mistake results when negotiators, unaware of the functionality of most document revision tools, send draft agreements to one another as attachments to e-mail messages. Most people dont realize, unless theyve learned it the hard way, how easy it is to transmit data from prior deals embedded in current transaction documents. With greater mobility of employees between companies, the senior business teams with your client companies may wish to use their favorite form agreements based on transactions they closed at another company. What they may not know, however, is that, even with the standard "show changes" tools, there may be more in an electronic form than meets the eye for those who know where to look. For example, some corporate legal departments and law firms customize their word processing programs so that a "clean" (execution) copy cannot be printed without a password. You may not see the comments and revisions from a prior deal when you review the agreement on the screen, but if you print out the document, they will appearallowing whoever handles a printed copy of the document to see the names of the parties and the terms of an unrelated transaction. What a gold mine that information could provide to the other side. You have probably also violated a confidentiality provision in the prior agreement. This can happen with any documenteven one without intentionally embedded textif the sender of the document does not take care to create a "clean" document before distributing a draft. If this is not done, in addition to prior revisions, whatever may be in the "Properties" field in the File menu in Word can be accessed by the recipient. This may provide a variety of interesting facts about the history of a document, including the identity of counsel who may not yet be part of the negotiating team. So what should you do instead? First, always create a clean documentby accepting all changes, checking headers and footers, and copying that text into a new document. Do not simply use the "save as" feature. Except for discussion drafts with current comments and revisions, never send any document without copying and pasting re-used text into a new document, and then checking it to make sure that it is free of any "metadata." 6. Dont Use E-Mail to Send a "Marked-Up" Version of the Contract From Your Last Deal This is not uniquely an e-mail risk, but it happens more and more frequently, now that people routinely exchange draft agreements using e-mail. They reason, "Weve already done a deal like this, so we can use the same form, right?" No, wrongif they intend to take the deal they signed and "mark it up." The documents you used in the last deal, even if all the names and business terms have been changed or deleted, represent the end result of that negotiation. If you start with that document, unless it was very one-sided and not negotiated, your current deal can only end up providing less value and involving greater risk to your client than it should. In short, you have nowhere to go. So what should you do instead? For recurring deals, create a good opening form that includes more than what the company expects to getwithin reason, of course. You need something to "give" during the "give and take" of the negotiationsand youre not likely to have it by marking up the documents signed in the last deal. 7. Dont Respond Immediately to E-Mail Messages From the Other Side Every experienced negotiator appreciates the importance of timing and pace in any negotiation. Using e-mail, however, creates the expectation, or at least the possibility, of providing instant responses to any communication received. Time management efficiency experts encourage us to "touch" each message only once, by responding right away and getting it "off the desk." Resist the temptation to do this. Why shouldnt you respond right away? First, youll send a better response if you slow down. Think over what youve just learned from the other side, consider alternative counterproposals, discuss them with your team, and then draft a careful reply. By taking your time you can also consider whether the issues raised are even appropriate for discussion at that point in the negotiation. Second, quick responses become conversational. Many people, including attorneys, use a casual style as a matter of course in all of their e-mail correspondence. Any trial lawyer will tell you that the best way to get an adverse witness to tell you something interesting (i.e., something the witness probably should not disclose) is to make him or her comfortable. The more instantaneous and conversational the exchange, the more likely you are to say something you might otherwise, on further reflection, decide not to disclose. Third, sometimes you need to cool off. When you receive a hostile or sarcastic message during a negotiation, you may be tempted to launch a reply-missile. That wont happen if you pause before drafting and sending. Wait. Youre more likely to send a response that addresses the issues and keeps the negotiation on the right track. Fourth, in most deals, you dont want to appear too eager. A quick response may unintentionally (and incorrectly) communicate to the other side time factors that would otherwise affect the value involved in the deal. Instant replies may also set expectations for future turnaround times. So what should you do instead? Take the time to think about and draft an appropriate response. If you can, set it aside to read again later. Of course, theres no reason not to send a quick reply that doesnt address the issues but acknowledges receipt of the message and promises to get back to the sender "shortly" (or even at a specific time). E-mail provides a unique vehicle for controlling the flow and order of the information you disclose. Use that to your advantage. 8. Dont Click on the "Send" Button Too Soon (Or, Stated Another Way, Dont Send a Message or Attached Documents That You Dont Intend to Send) This happens all the time. Who hasnt received an empty or incomplete message, or one not intended for one or more of the recipients, or one with inappropriate documents attached? Corporate help desks nationwide get millions of calls every day from panicked, embarrassed people asking how to retrieve messages they didnt mean to send. It can be equally devastating to send as an attachment a document that has nothing to do with the transaction at hand, which may contain proprietary information the other side can use to its advantage. So what should you do instead? Dont fill in the "To" field until you have checked and rechecked the text as well as the recipients of your message. When replying to a message, before doing anything else, delete the name in the "To" line, and dont add it back until you are sure you are ready to send. You cannot send a message with the "To" field empty. To make sure that the correct recipient doesnt inadvertently receive an inappropriate document, open every single attachment and review it before sending your message. Yes, it takes an extra minute, but the chances are good youll spot something in the document that needs to be changedso for that reason alone, its worth it. 9. Dont Write an E-Mail That Doesnt Look or Sound Like a Business Letter We all receive e-mail messages in business every day that are incoherent, in which the author has included little or no capitalization or punctuation, or has provided no contact information. Casual writing suffers from many of the problems noted aboveit becomes "stream of consciousness" when dashed off quickly, and it may not accurately reflect the partys position on the issues, or thoughtfully address the issues at hand. Messages written in a more formal style are better formulated. They are easier to understand and more persuasively presented. And consistent use of correct business writing can influence the other side to do so as well, improving the process. Clients may object, stating that in order to complete the transaction, they need to establish a friendly relationship with the other side. These two aspects of communication, howevermaking the personal connection as well as presenting the facts and argumentsneed not be mutually exclusive. So what should you do instead? Dont write anything in e-mail, to anyone, for any reason, that you wouldnt mind seeing on the front page of a newspaper or on a large easel in front of a witness box (where you, under oath, are responding to cross-examination). E-mail is permanent. The "delete button" doesnt delete permanently or irrevocably. You cannot go wrong in expressing your clients information and arguments carefully and correctly. Model a good communication style, and urge your clients to fall in line. 10. Dont Rely on Everyone on Your Team (Including Yourself) to Follow These Rules Were human, theyre human. Even when careful, we all make mistakes sooner or later. So what should you do instead? Build in procedures to implement and enforce the one-contact-point rule, and assign an e-mail distribution and content czar to every deal. Theres an old saying: "Learn from the mistakes of others. You dont have enough time in your own life to make them all." How true this is, especially in the case of using e-mail in your negotiations. Be aware of all of these traps, and make it a habit to ask yourself before you send anything, to anyone, whether you could fall into one of them. Finally, make sure everyone on your team reads this article. A version of this article was originally printed in CEBs California Business Law Practitioner, Winter 2002. |
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