women in tech

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This week, we welcome Gabriela “Gaby” Isturiz—a serial entrepreneur, legal tech pioneer, and co-founder of The XX Fund. Gaby’s impressive background includes building multiple high-growth SaaS companies that were acquired by Fortune 500 firms, and her transition into venture capital has fueled a mission to support women-led startups. The conversation sets the stage by delving into the rapid evolution of legal tech, with a special focus on the challenges and opportunities presented by generative AI.

Gaby dives into the transformative impact of generative AI on the legal tech landscape. She highlights how startups are racing to adopt the latest AI capabilities yet warns that simply labeling a product as “AI-powered” does not guarantee success. Drawing on research that compared customer responses to landing pages with and without explicit AI mentions, she underscores the critical importance of balancing technological buzzwords with clear, tangible value propositions. For enterprise customers, the promise of AI must translate into concrete benefits rather than inflated expectations.

The discussion then shifts to the hurdles of scaling a legal tech business. Gaby explains that the journey from achieving problem-solution fit to securing product-market fit involves a series of challenges—from attracting early customers and retaining them, to navigating the complexities of scaling operations and talent acquisition. In an industry where incumbents hold significant distribution advantages, Gaby advises startups to adopt a laser-focused approach. By outperforming established players in specific niches and iterating rapidly, nimble startups can gain a foothold even against the so-called 800-pound gorillas of the market.

A significant portion of the episode is dedicated to exploring the mission behind The XX Fund. Gaby shares her personal journey—from leaving a high-paying role to build solutions that truly matter, to her realization that mentorship and strategic investment could empower the next generation of women founders. She explains how The XX Fund specifically targets early-stage tech and tech-enabled companies with valuations under $10 million, aiming to address the stark funding disparities faced by women-led ventures. Gaby’s passion for providing both capital and access resonates throughout the conversation, as she emphasizes that creating an inclusive ecosystem benefits the entire industry.

Looking ahead, Gaby offers a forward-looking perspective on the future of legal tech and professional services. She predicts that while technological advancements like AI will continue to disrupt workflows and streamline operations, the real challenge lies in mastering go-to-market strategies. Legal tech startups must not only innovate but also clearly communicate the value of their solutions to a market inundated with new tools and applications. Gaby’s crystal ball insight reminds us that success in this rapidly changing environment depends on a delicate balance between technological prowess and strategic customer engagement, ensuring that innovation translates into sustainable growth.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Links:

Blue Sky: ⁠⁠@geeklawblog.com⁠⁠ ⁠⁠@marlgeb⁠⁠
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPTContinue Reading The Fund XX’s Gabriela Isturiz on AI, Scaling, and Empowering Women Entrepreneurs

On this episode of The Geek in Review, hosts Marlene Gebauer and Greg Lambert delve into how AI can transform legal writing with ClearBrief founder and CEO Jacqueline Schafer. As a former litigator, Schafer experienced firsthand the frustrating scramble to finalize briefs and prepare filings. She founded ClearBrief in 2020 to leverage AI to analyze documents and suggest relevant evidence and citations to streamline drafting.

ClearBrief integrates into Microsoft Word to align with lawyers’ existing workflows. By uploading case documents and discovery materials, the AI can pull facts and quotes directly from the record to support legal arguments in the brief. New features even generate chronologies and timelines from case files automatically. Schafer explains the AI doesn’t hallucinate text from scratch, avoiding ethical pitfalls. Rigorous security and confidentiality controls provide the trust needed to gain adoption at top law firms.

According to Schafer, attorneys now exhibit much greater openness to tailored AI tools that enhance productivity versus disrupting their workflows entirely. Younger associates and paralegals tend to be most enthusiastic about the technology while firm leadership lags. She believes empowering the next generation of legal professionals with AI will modernize law practice to better serve unmet needs.

Looking ahead, Schafer expects to expand ClearBrief’s features to assist paralegals along with corporate attorneys beyond litigation. By leveraging AI to handle tedious tasks like cite-checking, lawyers can focus their time on high-value analysis and strategy. With the aid of trusted AI writing assistants, attorneys can craft compelling briefs and filings more efficiently while still verifying the underlying sources.

Listen on mobile platforms:  ⁠Apple Podcasts⁠ |  ⁠Spotify⁠ | YouTube (NEW!)

Contact Us: 

Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert⁠⁠⁠⁠⁠

Threads: @glambertpod or @gebauerm66

Email: geekinreviewpodcast@gmail.com

Music: ⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠

Transcript:Continue Reading Jacqueline Schafer on Writing Briefs at the Speed of AI: How ClearBrief is Transforming Legal Drafting

On the 30th episode of The Geek In Review, we talk with Debbie Ginsberg, Educational Technology Librarian at the Chicago-Kent Law Library. Debbie was recently quoted in law.com’s “Where Are All the Women in Legal Tech?” So we cut right to the chase and ask that question to Debbie. She says that there are lots of women in legal tech, but that those putting on tech conferences need to take more action toward actively recruiting women for speaker and presenter opportunities. One profession where women are a majority, and are heavily involved in legal tech, is law librarians. The American Association of Law Libraries is approximately 75% women, and with the push toward knowledge management, analytics, competitive intelligence, and advancing the legal research and information tools, law librarians are an excellent resource when it comes to professionals in the legal tech market. Ginsberg also talks about the Women in Legal Tech Summit, held right before TechShow in Chicago. She mentions that there is an effort to expand the boundaries of women in legal tech beyond just women lawyers who are working in legal tech, and begin looking for other opportunities. Dovetailing nicely with that effort is Janders Dean, who is putting out a list of 180 highly qualified women speakers for legal tech on their Twitter page, and, Sarah Glassmeyer’s crowdsourcing list of underrepresented people in legal tech and innovation.

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INFORMATION INSPIRATIONS

Self-care isn’t selfish and can actually help your performance – Author Jenna Cho interviews one of Jackson Walker’s partners, Stephanie Sparks, who discusses how she was always waiting until the right time to take care of herself, and eventually realized that there was never a “right time” and she understood that she just had to make that time.  Cho’s article reminds us that we all need to take some time to listen to your body and mind, and remember that you can’t take care of others if you don’t first take care of yourself. 
Continue Reading Episode 30: Chicago-Kent’s Debbie Ginsberg on the Value of Women in Legal Tech

Brandi Hester, Applications Development Manager for Hunton Andrews Kurth, discusses how the modern Applications Development team focuses less on actually developing applications from scratch to providing a services, security, access, and connecting the dots on all that data. She walks us through the plethora of “AAS” (as a service) options which law firm IT departments use, and she talks about “Shadow IT” groups found in law firm departments and practice areas. Brandi also shares some great insights on being a woman in a field that historically has favored men in app dev roles.

Continue Reading Podcast Episode 15 – Brandi Hester and the Modern Role of a Legal Applications Developer

By Lisa Salazar (@Lihsa)

A UK study, Elastic Generation: The Female Edit, offers some refreshing insight into a woman’s perspective on advertising.

Conducted by J Walter Thompson Intelligence, 248 UK women aged 53-72 were surveyed. For comparison,  276 UK men were surveyed, as well.

When women push back on patronizing and stereotypes in marketing and advertising

Marketing to women

Identifying this group of females as the “elastic generation”, the report comes to this pivotal conclusion:

The two words women choose to describe advertising aimed at them? ‘Patronising’ and ‘stereotyped’. As a result, 72% say they pay no heed to advertising. Nine out of ten say they would just like to be treated as a person, not a stereotype. Elastic Generation, p. 3.

I would surmise that this general feeling floats all the way across the pond.

Continue Reading When women push back on stereotypes in marketing and advertising