As part of the Morning Lazziness series about empowering women who encourage and do incredible things with their ideas in society, I had the pleasure of interviewing Robin Roberson.
Robin Roberson is a serial entrepreneur with over 25 years of experience helping clients solve complex problems and modernize operations. As co-founder and President of Agentech.com, she leads the charge in applying Agentic AI to automate the most time-consuming tasks in insurance claims, freeing adjusters to focus on decision-making and policyholder care.
Robin previously co-founded and scaled WeGoLook, transforming the way insurers use the gig economy by deploying on-demand field agents. The company was acquired by a global TPA for over $36 million. She has since held executive roles across the P&C ecosystem, including President of Livegenic and SVP of Eberl, where she helped launch the FLEX Repair program and expand platform partnerships.
She is also a partner at AptlyDone, a SaaS platform focused on Delegation of Authority and enterprise governance, and an investor in BuildArray, a no-code platform for digitizing forms and workflow.
Robin serves on the Board of Directors for BancFirst and United Way of Central Oklahoma and is a member of Leadership Oklahoma and the Committee of 100. She was the first woman to serve as Director of the Oklahoma Employment Security Commission, overseeing 450 employees across 27 offices.
In 2025, she was named to both Inc.’s Female Founders 500 List and JP Morgan Chase’s 100 Women to Know.
A frequent speaker and industry contributor, Robin is most proud to be a mom to two incredible sons (and three dogs). As a breast cancer survivor, she brings gratitude and purpose to everything she builds.
What inspired you to become an entrepreneur in the AI industry, and what led to the creation of your current venture?
Entrepreneurship often begins by recognizing real life problems and seeking to solve them. After experiencing firsthand the complexity and repetition involved in insurance claims, the opportunity became clear to meaningfully improve the lives of claims adjusters, which in turn creates a better experience for claimants and improved efficiency for insurance carriers. My focus on enhancing this process began fifteen years ago, initially by leveraging the gig economy long before it became popular through companies like Uber. As early as 2010, as cofounder and CEO of WeGoLook, my team and I built a network of over 40,000 independent contractors to streamline claims handling.
As technology continued to evolve, incorporating emerging innovations into the claims workflow became a natural progression, particularly with the rise of artificial intelligence around 2019. The development of agentic AI opened the possibility of providing desk adjusters with digital coworkers. From this vision, Agentech was born. Today, the goal at Agentech is to use AI to eliminate monotonous paperwork from claims processing, empowering adjusters to dedicate their efforts to complex decisions and provide more meaningful support to policyholders during stressful times. The Agentech team now provides over 200 AI agents that work side-by-side with the desk adjuster to complete the mundane tasks- it’s so incredibly rewarding!
As a woman in tech and entrepreneurship, what unique challenges have you faced, especially in the AI space, and how did you navigate them?
One common challenge is overcoming the stereotype that AI and tech leadership roles belong primarily to male engineers. I learned many years ago that one does not have to be an industry expert to be an industry leader; curiosity and a willingness to continually learn can be equally powerful.
Performance is the ultimate measure, regardless of gender. Consistently providing exceptional results for valued client partners through hard work, determination, and transparency can often outperform natural talent alone. It’s also critical to openly share successes, confidently communicate vision, and draw strength from supportive networks of women leaders who encourage trusting one’s own voice and expertise.
How do you manage the intense demands of building an AI-driven business while maintaining personal well-being and balance?
I was raised in a generation that encouraged women to “do it all.” It took many years to realize that having it all, all the time, is simply impossible. Instead, life naturally ebbs and flows according to shifting priorities.
Finding balance can be challenging, especially in a rapidly evolving environment like artificial intelligence. Setting clear boundaries between work and personal time is essential. For me, that means making time for daily walks to clear my head, feeding my koi fish between Zoom calls, and scheduling intentional moments dedicated to family and hobbies. As a breast cancer survivor, my body has taught me to learn that recharging is not a luxury but a necessity for sustainable long-term success and health.
What networking strategies or communities have helped you most in building meaningful connections in the AI and tech ecosystem?
Finding communities like Women in Tech, Insurtech Innovators, and local entrepreneur groups has been invaluable. Attending industry events, participating on panels, and actively engaging on LinkedIn have also created amazing opportunities for collaboration and support. Genuine curiosity about others’ journeys and openness to collaboration are my best networking strategies.
How do you approach mentorship—both receiving it and offering it—and how has that influenced your growth as a founder in this space?.
I’ve always viewed mentorship as a two-way street. Early on, I sought mentors who not only inspired me but were candid about their own failures and realistic about the startup world. Now, I pay it forward by mentoring aspiring young founders, both male and female. This mutual learning keeps me grounded and continuously evolving as both a leader and a person.
What strategies have proven most effective in acquiring customers or clients for your AI product or service?
Finding a design partner who is open to sharing their industry expertise and operational challenges in exchange for your solution is invaluable. This collaboration enables you to effectively demonstrate real outcomes within their industry, making it far easier to communicate value to their peers.
At Agentech, for example, we highlight authentic customer stories and tangible examples of how our technology meaningfully improves adjusters’ workflows. Showing measurable benefits, such as significant time savings, cost savings, and reduced errors, resonates deeply with prospective clients and clearly illustrates our solution’s impact.
Which marketing techniques (digital, content, events, etc.) have worked best for your brand, and how do you measure their impact?
Content marketing has proven to be our most effective strategy. Consistently sharing valuable industry insights, emerging trends, and customer success stories has helped us build trust and establish thought leadership. We gauge our impact through engagement metrics, inbound inquiries, and direct feedback from readers who share that our content has genuinely deepened their understanding of how AI can transform their work.
Additionally, trade conferences have been instrumental to our success. These events offer the ideal opportunity to showcase our solutions directly to our target audience, creating an environment where meaningful connections naturally occur.
Can you share a major setback or roadblock in your AI startup journey, and how you strategically overcame it?
Early on, we faced skepticism from potential clients worried AI would replace adjusters. To address this, we clarified our message to emphasize AI as a supportive digital coworker and not as a replacement. We involved adjusters in shaping the product, which helped build trust and showed clients we genuinely understood their needs.
What’s one piece of advice you’d offer to women who are just beginning their entrepreneurial journey in AI or emerging tech?
Trust your intuition, embrace curiosity, and don’t be afraid to ask questions. Your unique perspective as a woman is incredibly valuable in shaping inclusive AI technologies. Don’t take the word ‘no’ personally. Be careful to try and boil the ocean- focus on a problem and go deep. Surround yourself with people who encourage you to be bold, speak up, and pursue ideas that excite you.
Is there a quote, mantra, or philosophy that consistently guides your decisions as an AI entrepreneur?
Yes, focus relentlessly on delivering best-in-class AI solutions.
When your product consistently outperforms competitors across all key areas, success naturally follows. This is the key to getting your flywheel in motion.
Here is our main question. “What Are The 5 Things You Need To Overcome Self-Doubt and Build Confidence?” (If possible, please share a story or example for each one)
Growing up poor within a rural farming community and experiencing mental and physical abuse from a stepfather significantly impacted my self-confidence. In fact, it has taken many years to heal and genuinely operate from a place of confidence and self-worth. Here are a few that have helped me overcome self-doubt:
Positive Support Network: Surrounding myself with team members and friends who remind me of my strengths helped me confidently make bold decisions, like launching various technology platforms (WeGoLook.com, Aptlydone.com, BuildArray.com, Agentech.com) when others thought it was too risky.
Continuous Learning: Constantly learning about AI and identifying insurance claims bottlenecks gave me confidence in meetings with skeptical clients and investors, turning doubt into expertise. I believe that if you are well-prepared for a meeting or presentation, it will go well.
Small Wins: Celebrating small wins, like being recognized for industry solution awards, helped me build momentum and reinforced self-belief during tougher days.
Revenue cures all ills, including self-doubt: There’s nothing like clients loving your solution and referring their peers to you. Hearing the testimonials from users always puts a smile on my face and gives me a shot in the arm of confidence in the product (and myself).
Embracing Mistakes: Viewing mistakes as learning opportunities, such as when an early product demo didn’t go as planned, helped me maintain confidence in my ability to adapt and improve.
Ok, we are nearly done. You are a person of great influence. If you could inspire a movement that would bring the most amount of good for the greatest number of people, what would that be? You never know what your idea can trigger.
I’d champion a movement for inclusive AI education, especially among girls and underrepresented communities. There’s an incredible non-profit, Community Advance in OKC, that supports 6th-8th graders in underserved school districts. I have been shocked by the number of students who do not have access to the internet or tools (other than cell phones).
My concern with AI advancement is that it will only widen the gap of the haves and have-nots. Broadening access to technology education would ensure future innovations serve and benefit all people, not just a select few.
How can our readers further follow your work online?
I’d love to connect! Readers can follow me on LinkedIn for regular insights, or visit our company’s website, Agentech.com, to learn more about our journey and innovations.
