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The Checklist Every New General Counsel Needs

Summary12 min read

In your role as the head of the legal department, you are the go-to person for everything from employment issues to sales contracts and liability questions.

A general counsel at a technology company.

As the newly hired head of legal of your employer‘s legal department or General Counsel (GC), it’s important to properly set expectations with leadership and get alignment on goals and priorities. 

The job of GC (especially at hyper-growth organizations) is interesting, fast-paced, and not for the faint of heart. 

In your role as the head of the legal department, you are the go-to person for everything from employment issues to sales contracts and liability questions. Depending on your previous experience, you'll likely have to address issues you’ve never addressed before—even if you’ve been a practicing lawyer for many years. You’re going to need to expand your expertise to find answers in areas with which you’re barely familiar and become responsible for bringing in new hires and building your legal team from scratch. This can be fun! 

To make your GC transition easier, I tapped into my own experience as Deputy General Counsel at Docusign and former GC at Lexion, as well as a couple of other experts. Here are some lessons and practical advice from my conversations with TechGC members Shelley Hall, SVP and GC at NetBrain Technologies and Justin Doolittle, VP and GC at Qumulo.

The 12-item General Counsel checklist

As a GC, you’re not just a legal advisor to the company. Yes, you bring legal expertise to the table, but your opinions and insights are integral to executing a company’s mission and strategy. 

Unlike professional individuals in other departments, your day-to-day job involves all areas of the company—and sometimes outside of it, too—solving legal issues and avoiding risk. For instance, you’ll be responsible, either alone or alongside your team, for handling commercial transactions, employment issues, equity administration, intellectual property management, and other random legal crises throughout the company that come your way—that’s the general part of being a GC. We put out fires. 

Often, I have found that GCs who have a trusted relationship with their leaders also serve as key stakeholders in reviewing messaging that goes out to employees, the board, or strategic partners.  

If you’re just entering GC territory, Hall and Doolittle emphasize the importance of flexibility and openness in a GC. Below is a 12-item General Counsel checklist they shared for aspiring GC dedicated to do their best.

1. Establish yourself as the go-to expert

Start strong. Secure early wins. The legal and logistical needs of every company differ depending on its industry and the products/services it offers. Doolittle advises that you jump in and figure out as much as possible about your current employer. “Within reason, aim to do more than they expect, faster than they expect you to,” he said. 

In the beginning, it’s important to outsource internal business processes as little as possible. By acquiring as much knowledge as you can about business operations, you’ll establish yourself as the glue that connects all other functions to focus on a single goal where each function may be focused on its specific KPIs. 

However, don’t frame yourself as having all the answers. Your colleagues don’t expect you to know everything. You build trust by being the person willing to look for the answers and come back to the table with solutions.

Understand everyone’s goals and how their success is measured. Sit down with managers of various departments and levels and come to understand their respective KPIs. I suggest specifically asking each leader a simple question: “How do you define success for a GC generally?” Their answer to this question is telling. 

2. Understand the products on a deep level

Dedicate time to learn about the technical details of the products and services your company offers, especially parts that have practical legal implications. In addition to understanding the bigger picture, this knowledge will help you later when it comes to negotiating commercial contracts, providing product counsel, and offering strategic advice generally. 

Here are some ways to achieve this knowledge:   

  1. Receive a product demo or watching recordings of demos 

  2. Listen to recordings of support conversations

  3. Attend product review and roadmap meetings

  4. Get access to a demo or sandbox account if your company offers software 

3. Know the company’s growth strategy

For growth-stage companies, growth comes first. Period. 

Concentrate the majority of your effort on learning about the company’s sales, products, customer use cases, and revenue plans. At the top of your list as the new GC should be your ability to harness credibility by showcasing your value to the company’s bottom line and revenue generation. 

Doolittle and Hall also recommend making yourself familiar with the company’s risk tolerance and overall risk profile. When drafting and negotiating contracts, knowing where to compromise and where to double down on your persuasion efforts can have a major effect on the company’s performance.

When asked about the most helpful thing he did to become a reliable partner to the business, Doolittle said: “I sat through our sales boot camp program, I learned the product and value prop and then used that information to help find creative solutions to customer objections that the sales teams faced. I then applied the same tactic to other departments.”

4. Get in front of teams and executives

Hall reiterates that new GCs should ask to be included in meetings and negotiations rather than waiting for results and instructions from behind a desk. Be proactive. Take every opportunity to get in front of teams and executives at the company and showcase your leadership and problem-solving skills.

Being present will allow you the unique opportunity to listen to how executives and managers speak with their teams, departments, and outside counsels. Do your best to analyze their speech and mimic it. Notice how the terminology and tone change depending on the topic and who they’re talking to. Cater your speech pattern and style to different target audiences. This alone can boost the trustworthiness and confidence they have in your abilities to lead the legal department.

5. Connect with outside counsel

Your organization is likely working with outside counsel to handle legal issues. Build a relationship with your company’s existing outside legal counsel. Learn how they manage things and offer your input and insights to gain exposure and credibility; make sure they see you as the conduit to the company.

Make the most out of meet-and-greet discussions to introduce yourself to the company’s current outside counsel. Ask how the company has typically handled consents and contracts, shareholder meetings, and board communications. Hall notes: Outside counsel needs to fill you in on that stuff anyway, so you can do some brain-picking while you’re at it. I also asked law firm friends of mine to give me some tips for free. They’ll be excited at the possibility that you might give them work and will be happy to give some pointers.

Harnessing the knowledge of how the company managed legal issues before you came along allows you to find the right balance between relying on outside counsel and enriching your expertise in-house. Your priority, above all else, should be to get the work done accurately and efficiently. If you don’t think you and your legal team are capable of handling a specific matter, then it needs to go to outside counsel. However, this is still a learning opportunity.

Avoid asking for deliverables with limited insights. Under the “why” behind the advice. For example, ask instead about the risks and concerns they considered, why they used a particular structure, and whether there were other avenues that would have worked as well. 

The budget spent on outside counsel should be leveraged as an investment in your professional development. It could be an opportunity to forgo or reduce outsourcing legal work the next time around or long-term.

6. Communicate expectations up front

Doolittle and Hall also emphasize the need to establish realistic expectations and communicate achievable goals and milestones. Doolittle notes that, more often than not, startups have way more work to get done than there is time and resources to accomplish. Yes, they should’ve hired you at least 12 months prior. 

In such hectic environments, open communication is key.

Being responsive and securing early wins helps you build your internal brand. There are a lot of challenges and resource constraints you face in the legal department, but spending headspace and energy to overcome a misperception that you’re a “business blocker” should not be one of them. 

Hall says, "People often feel legal is a black hole. I have found that responding to say you’re on it and telling them how you’re slotting a request into your priorities helps. They’ll still want it yesterday, but at least you’ve responded."

7. Plant the seed to grow your team

Depending on the size and age of the company, you might have to start working on your own in the legal department. Start a plan to make a business case for an additional headcount early on. 

Both Doolittle and Hall strongly advise you to hire an experienced professional as soon as possible and when you have the budget. The profile of your first hire will vary based on your specific needs, but it’s essential to hire someone who can take tasks off your plate (not add to it).

Avoid waiting until the company is big and the work piles up before requesting to hire. This is a common issue at startups, which underestimate the legal work they have. 

Allocating resources and budgeting to hire one or more employees takes time. Additionally, it’ll take time for the new hires to onboard, get used to the company, and become comfortable in the environment. Estimate that it will take at least 60 days for a new hire to be fully ramped. 

8. Embrace every learning opportunity

The legal landscape is constantly evolving. Becoming a GC entails continuous learning, keeping up with the latest trends, laws, and regulations, as well as the cutting edge tech that helps you scale the legal function, improve collaboration, accelerate contracting, and report on key metrics.

Hall notes that learning isn’t limited to seminars, workshops, and boot camps. Many law firms publish extensive blog posts providing valuable advice and updates to laws and regulations. Sometimes, all you need is a simple Google search of a new concept or an issue you’re facing to get expert advice and solutions. Or, join a quality GC community to get practical insights and stay up to date on what your peers are doing. A few GC communities I enjoy are the L Suite, the Association of Corporate Counsel (ACC), and the Women’s General Counsel Network founded by Jan Kang.

Once you have a good handle on the general issues your company faces, you can engage with outside firms and counsels to fill in the blanks and optimize operations. Utilizing the internet as needed is a cost-effective approach for staying up to date.

9. Learn about the company’s corporate secretary needs

Many companies merge the roles of a GC and a corporate secretary into one. If that’s one of the roles expected of you, talk to the company’s current outside counsel as the new corporate secretary. Arrange and attend discussions to understand how the company typically handles outside work and relations. 

With limited board access capabilities, it may be challenging to undertake your role without the usual privileges of a corporate secretary. Having a seat at the table with the board enables you to be a more effective GC for the company. 

10. Become an industry expert; not just a product expert

The product your company provides is only a part of the whole picture. While it’s important to understand the ins and outs of your company’s product, you also need to have in-depth knowledge of the industry as a whole. 

During your first few weeks as GC, start increasing your knowledge and expertise in the industry’s competitive landscape, business jargon, company metrics, and how to manage and read a financial statement.

Researching on your own by reading recent industry reports and staying on top of the latest news and evolution is great, but don’t forget that you’re not alone in this. Every department in the company is an expert on one or more facets of the industry, and there are many fantastic GC and in-house counsel groups you can join to help you. 

11. Organize your document library 

As GC, your time is valuable. You don't need to be wasting time searching through different folders to find a contract, so consolidating all your paperwork into one central repository can give you better visibility and searching efficiency. Powerful software like Docusign Navigator, for example, can not only increase productivity but also tighten access to your agreements with specific user permissions. Like other software programs, it can also harness the power of artificial intelligence to make light work of formerly time-consuming tasks.

12. Tap into the power of AI

By creating a blueprint for implementing AI into your practice, it can extend your reach by not only automating everyday tasks, such as tagging agreements with metadata and analyzing current contracts for cost-saving opportunities. AI can also help with reviewing external contracts to find language that deviates from approved terms.

There’s always room for improvement when it comes to being a GC, whether for a startup or in an established company. 

Check out Docusign for Legal Teams, your starting point for unlocking the full potential of your legal department. There, you can find tips and information about automated contact generation, AI-powered analysis, creating centralized repositories, digitizing workflow management and more for teams that drive scalability and are more productive and better utilized.

Author Jessica Nguyen
Jessica NguyenDeputy General Counsel, AI Innovation and Trust

Jessica Nguyen is the Deputy General Counsel of AI Innovation & Trust at Docusign.

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