Business

Insight is a Resource: Why Sean Brown Likes Investing in Experts

Published

6 years ago

April 27, 2020

Early-stage investing can be, for lack of a better word, tricky. As founder and CEO of investment firm GO VC and a serial business-starter himself, Sean Brown has been on both sides of the boardroom table during pitch meetings. And he’s built a 15-year investment career by seeing through the tricks and buzzy pitches. We connected with Sean Brown to find out what startup owners raising capital should know about the process from an investor’s perspective.

1. What are the main criteria for you to consider when investing in an early-stage company?

Investors need to balance a long-term vision of an idea or business’s potential with the short-term needs and risks that could prevent success. Sean Brown has found that two criteria have led to the most effective investments for GO VC. “First, my team and I need to be able to connect with the founders. If we don’t feel a certain level of synergy early on, it probably isn’t going to work later either,” Brown said. “And although every startup pitches some kind of solution, we prefer projects that create value by helping people, because those ideas tend to resonate more.”

2. What’s the biggest mistake you made and the most important lesson you learned since you started investing?

Obviously, no investor hits a home run on every startup. But sometimes ventures that don’t pan out are more valuable in the long run because of the lessons they teach. This, Brown says, was an important lesson in itself. “In some of my early investments, the companies I worked with bit off more than they could chew, and I didn’t recognize that early enough,” Brown said. “One of the keys for GO VC has been supporting and staying involved with our startup partners, because applied expertise is a critical resource just like capital.”

3. What types of startups do you prefer to invest in?

Sean Brown and GO VC’s early investments were in the tech startup space, funding marketing, software, and other online-based companies. But that was due in part to Brown’s own experience in those fields, and the firm’s scope expanded organically as new opportunities appeared in other markets. “We prefer small, agile companies, and founders that are devoted and passionate about their projects,” Brown said. “I wouldn’t describe GO VC as a tech investor, especially now — we’ve evolved, and we’re working with businesses in a lot of different verticals.”

4. In your view, what value can startup accelerators add, and why?

Accelerators and business incubators can provide capital and development support for startups that are struggling to grow on their own. But the greatest benefit of those organizations is usually more personal, Brown said. “Accelerators are valuable, and for more than just funding,” Brown said. “We have our own incubation program at GO VC, and the most effective results from that have come from connecting people and building relationships. Other accelerators would probably say the same.”

5. What should startups think about before contacting a VC? What kind of questions impress you?

Entrepreneurs and new business owners who decide to raise capital may initially find themselves in unfamiliar territory. Common knowledge suggests presenting a transparent financial picture and realistic projections for growth. Brown recommends these steps too, but also points out that proving your industry expertise is an underrated aspect of getting an investor’s attention. “It’s always more satisfying to talk to people who know what they’re talking about, right? And not just in pitch meetings,” Brown said. “If someone can explain why a product or idea will succeed and not just how it works, it’s much more impressive, and the potential for growth is exponentially higher.

Business

Click for Counsel: YesLawyer Wants to Make Lawyers as Accessible as Wi-Fi

Published

5 days ago

April 1, 2026

Matthew Wiles

Photo Courtesy of: YesLawyer

Byline: Andi Stark

For many people facing a legal problem, the most difficult part is not understanding their rights but finding a lawyer willing to speak with them in the first place. Long wait times, unclear pricing, and administrative hurdles often delay even the most basic consultations. YesLawyer, an AI-enabled plaintiff firm operating across all 50 states, is testing whether technology can shorten that gap.

Founded in 2024 by 25-year-old entrepreneur Rob Epstein, the platform offers free intake, automated screening, and, in many cases, same-day conversations with licensed attorneys. The idea is simple: reduce the friction between a client’s first request for help and an actual legal discussion. In this interview, Epstein explains how the system works, where artificial intelligence fits into the process, and what problems the company is trying to address in the broader legal system

Q: When you say you want lawyers to be “as accessible as Wi-Fi,” what does that mean in practical terms?

A: It’s a way of describing speed and availability. Someone dealing with a workplace dispute, a serious injury, or an immigration issue should be able to move from an online form or phone call to a real conversation with counsel in hours, not weeks. YesLawyer is structured so that a client begins with a free case evaluation, goes through automated conflict checks and basic screening, and, in many instances, speaks with a lawyer the same day.

Q: How does the process work once someone contacts the platform?

A: We use a structured workflow. It starts with a short questionnaire and an initial conversation to capture basic facts. That information feeds into conflict checks and internal review. The system then proposes a match with a licensed attorney and provides a calendar link for a virtual consultation, often within 24 hours. After the meeting, the client receives a written legal plan outlining next steps, deadlines, and estimated fees.

Q: Where does artificial intelligence fit into that process, and where does it stop?

A: AI is used for organizing and routing information, not for giving legal advice. It helps with conflict checks at scale, case categorization, and structured summaries so attorneys can focus on the substance of the matter. Every consultation is conducted by a licensed lawyer, and all decisions about strategy or next steps are made by humans.

Q: What problem is this model trying to solve in the current legal system?

A: Delay and cost are still major barriers. Many civil plaintiffs face long waits just to get a first appointment, along with high retainers and hourly billing that make early legal advice risky. We try to respond with faster consultations, flat-fee options, and financing. The idea is to remove administrative friction so lawyers spend less time on logistics and more time speaking with clients.

Q: Some critics say platforms like this blur the line between a technology company and a law firm. How do you describe YesLawyer?

A: We describe ourselves as a national, AI-enabled plaintiff firm that connects clients with independent attorneys. That structure does raise regulatory questions, especially around responsibility and oversight. We focus on licensing verification, attorney-written case plans, and clear communication about fees and services.

Q: You’ve said the main bottleneck is “systems” rather than people. What do you mean by that?

A: The issue isn’t that lawyers don’t want to help more people. It’s that the systems around them make it hard to scale their time. Intake, scheduling, and document handling take hours. Automating those parts means attorneys can handle more matters without being overwhelmed by repetitive tasks.

Q: Does this model risk favoring only the most profitable cases?

A: That’s a real concern in legal technology. Automation often works best for repeatable, high-volume disputes. Our view is that lowering administrative cost can actually make it easier to take on smaller or more complex cases that might otherwise be turned away. Whether that holds over time depends on the data.

Measuring Impact Over Time

YesLawyer’s attempt to compress the timeline between inquiry and consultation reflects broader changes in how legal services are being delivered. As artificial intelligence becomes more common in administrative work, firms are experimenting with new ways to reduce wait times and clarify costs.

The company’s early growth suggests that many clients value faster access to an initial conversation, even before considering long-term representation. Whether this platform-based model becomes widely adopted or remains one of several emerging approaches will depend on regulatory developments, lawyer participation, and measurable outcomes for clients. For now, YesLawyer’s experiment highlights a central question in modern legal practice: how quickly can help realistically be made available to the people who need it.