JewPT - a Look at the Future of Jewish Learning

Artificial intelligence keeps asking Judaism an old question in a new way: Who gets to answer?

Last year, I wrote about whether AI might someday replace rabbis. My conclusion was fairly clear. No matter how sophisticated these tools become, they lack the depth, context and human relationship that sit at the heart of Jewish life. But as AI continues to evolve, a more interesting question has emerged. If these tools are not replacements, what are they becoming instead?

One possible answer is JewPT, a new free AI assistant designed specifically for Jewish textual learning that was created by Jonathan Gugenheim, who lives and works in London in the FinTech industry. JewPT bills itself not as an “AI rabbi” but as a study partner (chevruta in Hebrew) for exploring Torah, Talmud and Jewish wisdom. The distinction is not just semantic. It sits at the center of an increasingly urgent conversation about authority, transparency and ethics in Jewish-facing technology.

The idea for JewPT did not come from a think tank or a synagogue boardroom. It began at home. Jonathan told me the project started when his girlfriend began her conversion journey.

Like many people entering Jewish life, she had questions. Lots of them. Each answer led to three more, in classic Jewish fashion. Some were simple. Others felt too basic or too vulnerable to bring directly to a rabbi. He realized there was no easy place for those questions to land.

How the Internet Redefined Jewish Community

A little more than thirty years ago, as a senior at James Madison College at Michigan State University, I wrote my undergraduate thesis on how the internet would change Jewish life. I argued that this new technology would redefine the very meaning of “community” in Judaism because the virtual borders were being erased by globalization. At the time, it felt like a bold prediction. Today, looking back on the past two decades, I see how completely that vision has come true. The internet has expanded Jewish life far beyond the walls of synagogues, JCCs, and college campuses, connecting Jews across the globe in ways that my grandparents could never have imagined.

AOL, Listservs, and the First Digital Jewish Neighborhoods

In the mid-1990s, Jewish life online was in its infancy. I remember logging into America Online (AOL), after waiting minutes for the dial-up modem to connect and seeing many vibrant Jewish chat rooms with names like “Torah Talk” or “Jewish Singles.” For many Jews, it was the first time they could instantly connect with others who shared their identity, no matter where they lived. The virtual Jewish community was open to all, had no membership dues, and was quickly redefining synagogues, JCCs, and Jewish federations.

Listservs soon became popular. I was on a couple of Jewish educator listservs in the late 1990s, and I remember how surprising it felt to send a question into the digital void and then receive thoughtful responses from people in Israel, New York, and Los Angeles within minutes. That was the beginning of something. Jewish conversation had gone global.

MySpace, for a moment, gave Jewish teens and college students a platform to showcase their Jewish identity, often with links to Jewish bands or photos from summer camp. And then came YouTube. I recall when rabbis first started posting sermons in short video format. Suddenly, a rabbi in Chicago could share words of Torah that reached Jews in Australia and South Africa. Suddenly, Jewish people were asking why their own rabbi wasn’t talking about the same hot topics other rabbis were and why their congregation’s cantor wasn’t inspiring them with such spirited melodies to the prayers. Jewish musicians, comedians, and educators found an international stage, and the Jewish world felt smaller in the best possible way.

My Isiah Thomas Story

In 1985, I was nine years old at my first Detroit Pistons game. It was at the Pontiac Silverdome. My dad had somehow managed to get us courtside seats. I still remember how enormous the players looked from that close. My dad leaned toward me and said that Kelly Tripucka was the best player on the team. I told him that I liked number 11, Isiah Thomas. My dad replied with something about Isiah being great in college, although he thought he might be too short for the NBA and had not yet proven himself. Time would show that Isiah knew exactly how to answer critics.

When the Pistons moved to the new Palace of Auburn Hills, my family bought a partial season ticket package. That became a treasured part of my childhood. I started going to about a dozen games each year and Isiah quickly became my favorite player. I watched him carry the team through the playoff runs in 1987 and 1988. Then came the unforgettable back to back championships in 1989 and 1990. Seeing him hoist the trophy with Chuck Daly and the entire team is still one of my clearest memories from those years at the Palace.

After Isiah retired following the 1993-1994 season, after suffering a career-ending torn Achilles tendon in his final home game with the Detroit Pistons, I saw a different side of him. My father’s tech company (which I took over in August 2010) was hired by Isiah to help with a new business idea he was developing. My dad built a database for a project Isiah was working on with a group of investors. They wanted to sell gift certificates at Somerset Mall in Troy that could be used at any store throughout the mall. At the time I wondered why one of the greatest point guards in NBA history was not coaching, running a front office, or doing television commentary. What I did not yet understand was that Isiah was a true entrepreneur. Looking back, he was not the only one from that iconic team. Bill Laimbeer went on to help grow his father’s company, Laimbeer Packaging. Vinnie Johnson launched Piston Automotive, which eventually became a billion dollar supplier in the auto industry.

Isiah’s entrepreneurial work has been impressive. One example is his champagne company, Cheurlin Champagne, formed through a partnership with one of the oldest champagne houses in France. He became the first African American to own an international champagne brand and brought a focus on healthier wine production with lower sugar and no chemical additives. It is a remarkable shift from basketball legend to beverage industry innovator.

Today, Isiah leads a growing business portfolio under the name Isiah Enterprises. The company, based in Troy, has gone public and represents the evolution of what began years ago as One World. They now operate in sectors that include consumer goods, sports and entertainment ventures, and strategic global partnerships. The public offering reflects both the stability and the ambition of the company. Recent press releases highlight their plans for continued expansion along with a renewed confidence in the leadership Isiah brings to the business world.

Several years ago, I had the chance to interview Isiah in Las Vegas. It was a memorable conversation, not only because of his accomplishments but because of his warmth and humility. Here is that interview:

Congratulations to Isiah. He remains one of the greatest point guards in the history of the NBA, a gracious person, and a hardworking entrepreneur. Detroit should be proud of everything he continues to build.

Using Modern Technology to Transmit Timeless Jewish Stories at Museums

I was in Poland this past summer to officiate a b’nai mitzvah for two brothers from Miami. My wife joined me, and together we toured Poland with the bar mitzvah brothers, their parents and their extended family. The meaningful bar mitzvah ceremony took place in their ancestral homeland of Łódź, but first our journey took us from the solemn ground of the Auschwitz-Birkenau concentration camps to the historic streets of Kraków.

We then ventured to Warsaw. Given its communist past, I did not expect Warsaw to showcase cutting-edge technology, so the POLIN Museum of the History of Polish Jews’ multimedia exhibits were a striking surprise. What many expected to be a quick one-hour walk through the sprawling museum became a four-hour experience, fully immersing us in the remarkable space. It was powerful how 21st-century technology could bring a millennium of Polish Jewish history vividly to life.

Israel: A Global Hub for Technological Innovation

Over the past two decades, social media posts and email chains have circulated touting Israeli ingenuity—highlighting companies like Waze, Mobileye, and the Israeli engineers behind the iPhone and Intel chips. While these headlines tell part of the story, they only scratch the surface of Israel’s impact on the global tech industry. The truth is, Israel has become one of the world’s most dynamic and influential technology hubs—home to innovations that are transforming nearly every area of modern life.

Those of us who care deeply about Israel—and understand how much this tiny nation contributes to humanity—should take enormous pride in the creativity, problem-solving, and game-changing advances coming out of the Jewish state.

From Start-Up Nation to Tech Powerhouse

Israel’s evolution into a high-tech powerhouse didn’t happen by chance. It’s the result of a uniquely fertile environment: a startup culture that rewards risk-taking, world-class academic institutions, robust government investment in R&D, and a defense industry that often births technologies later adapted for civilian use. In this innovation ecosystem, success is often built on earlier failures—and that’s not only accepted but encouraged.

Let’s take a closer look at just a few of the groundbreaking companies putting Israeli innovation on the map:

Mobileye: The Brains Behind Autonomous Driving

Based in Jerusalem, Mobileye is a global leader in autonomous vehicle technology. Their computer vision and AI-based driver assistance systems are found in millions of cars on the road today. The company has partnered with auto giants like BMW, Ford, and General Motors to help prevent collisions and make driving safer. When Intel acquired Mobileye in 2017 for $15 billion, it signaled just how essential this Israeli technology had become to the future of mobility. What started as an ambitious research project is now shaping the future of transportation worldwide.

Waze: Your Road Companion

Anyone who’s ever avoided a traffic jam or a speed trap thanks to a real-time alert knows the power of Waze. Developed in Israel and acquired by Google in 2013 for over $1 billion, Waze revolutionized navigation with its community-powered updates and intuitive routing. Integrated with Apple CarPlay and Android Auto, Waze has become a household name—showing how user collaboration and smart design can change the way we drive.

Will AI Replace Rabbis?

The debate around AI in the rabbinate parallels conversations in other fields.

The buzz around artificial intelligence (AI) has reached nearly every profession, from law to medicine to accounting, and yes, even to the rabbinate. As more people discover the power of AI tools like ChatGPT, rabbis are experimenting with how this technology might assist them in crafting sermons, teaching Torah and connecting with their communities. But as with so many technological innovations, the rise of AI has sparked both fascination and fear. Could AI actually replace rabbis?

In December 2022, I watched my colleague Rabbi Joshua Franklin of the Jewish Center of the Hamptons put this question to the test in a Facebook video. He delivered a sermon written entirely by ChatGPT and only revealed the source at the end. The reaction was mixed — some congregants were amazed at the technology, while others were disturbed at the thought of a “robot rabbi.” Rabbi Franklin himself admitted that the AI sermon was coherent but lacked the depth, emotion and human connection that make one of his typical sermons truly impactful.

Michigan's Car Dealership Mogul Jay Feldman: Driven to Give Back

Over the past decade, Jay Feldman has established himself as one of Michigan’s most impactful philanthropists. Starting his career in the automotive industry at just 15, selling cars at his father’s Chevrolet dealership in Milford, Feldman demonstrated an entrepreneurial spirit early on. By age 25, he owned his first dealership. Through strategic acquisitions and partnerships, he expanded his business from a single dealership to a thriving network.

Today, the automotive mogul and Northwood University graduate combines his business acumen with a deep sense of compassion. Partnering with actor and business associate Mark Wahlberg, Feldman has raised millions for causes close to his heart, supporting children’s hospitals, abused children, first responders, and wounded veterans.

Feldman’s portfolio includes numerous car dealerships and RV centers across Michigan and Ohio, many co-owned with Wahlberg. While running his automotive empire occupies much of his time, philanthropy has become a second full-time passion.

“Jay’s generosity and philanthropy are impressive,” said Rabbi Michael Moskowitz of Temple Shir Shalom in West Bloomfield, where Feldman is a member. “We’ve had many conversations about the importance of giving back to the community. His work with the Children’s Miracle Network is truly inspiring, and we look forward to seeing the continued impact of his efforts.”

Dr. Jeffrey Ditkoff, Senior Vice President and Chief Quality Officer of Corewell Health, echoed this sentiment: “We are extremely grateful for Jay Feldman’s support. His generosity and commitment have greatly benefited our patients and health system.”

The Rise of Live Streaming High Holiday Services: A Blessing or a Challenge for Jewish Communities?

In the wake of the COVID-19 pandemic, the Jewish world, like many religious communities, witnessed a dramatic shift in how synagogue services were conducted. With social distancing measures and public health concerns, synagogues across the globe turned to technology to keep their congregations connected. Now, several years later, the impact of live streaming services, especially during the High Holidays of Rosh Hashanah and Yom Kippur, continues to reshape synagogue attendance patterns. Like most changes to synagogue life sparked by technological innovation in the 21st Century, there are both positives and negatives.

Traditionally, the High Holidays have been a time when Jewish community members, regardless of observance level throughout the year, attend synagogue to reflect, pray, and connect with others. However, since the onset of the pandemic, streaming services have emerged as an alternative to in-person High Holiday attendance. What began as a necessity has become an option that many Jewish individuals and families now prefer. This shift is particularly noticeable this year, as Rosh Hashanah falls on weekdays, providing a convenient way for people to “attend” services from their home or office without missing work.

The Jewish Ethics of Google Reviews

A generation ago, if you experienced bad service in a restaurant or a dirty hotel room, you told a few friends about your unfortunate experience. It might have influenced their decision about future dining choices or where to stay on vacation, but the impact on those businesses was insignificant. In today’s digital age, the power of the internet allows users to broadcast their displeasure to thousands of people around the world within minutes.

The effects of an online review cannot be underestimated. Whether you’re choosing a venue for your daughter’s wedding, a tour guide for your family vacation or a new orthodontist to put braces on your kids, chances are you’ve consulted online reviews to help guide your decision. These reviews have become an integral part of how we interact with businesses, yet the ethical considerations of leaving a review are often overlooked. As both a rabbi and the owner of a technology company that manages Google reviews, I’ve given much thought to the Jewish ethical perspective on this modern phenomenon.

Israel's Memorial Day 2024

As I drove through Basel, Switzerland in my rental car yesterday, many thoughts raced through my head. Only a short five-minute walk from my hotel is the Stadtcasino in Basel, the location where the First Zionist Congress was held in 1897. This meeting was convened and chaired, of course, by Theodor Herzl, the founder of the modern Zionism movement. 

It was at this event they adopted the poem "Hatikvah" as the official anthem of the new Zionist Organization. Meaning the hope, it would later become the national anthem of the State of Israel. I often remark at bar and bat mitzvahs how fitting it is that the national anthem of Israel translates as "the hope" because that is what keeps us feeling optimistic for the future. We must remain hopeful to pass our Jewish heritage to the next generations.

As I drove I thought of how the city of Basel played such a prominent role in the story of the miraculous Nation of Israel. I also thought about how Yom Hazikaron, Israel's Day of Remembrance, would begin later that evening in Israel. Yom Hazikaron, a day in which we pay our respect to the fallen who died protecting the Jewish State, was built on the ashes of the Shoah. I smiled as I considered the irony of these thoughts while driving my rented Volkswagen.

As we honor those who defended the State of Israel today on Yom Hazikaron, I salute all those who serve Israel so that the Jewish people continue to have a homeland. At a time when anti-Semitism is once again permeating throughout the world and there are anti-Israel protests on most American college campuses, it is so dire that Israel be protected from its enemies on all sides. When the sun sets in Israel this evening on Yom Hazikaron, the Jewish people worldwide will celebrate Israel's 76th year of independence. We will sing Hatikvah with pride and be hopeful for the future. That is all we can ever do.