Dream Job Cafe

6 Episodes
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By: Larry Port

Dream Job Café is the podcast for anyone navigating their next career move, a challenge that’s only gotten trickier now that AI has joined the mix. Hosted by Larry Port, each episode goes beyond job titles to explore the realities of different professions — from daily schedules and travel demands to pay, pressure, and whether that career will exist in five years. ㅤ You’ll hear from industry leaders, working professionals, and career experts who share candid stories about what it’s really like to do the job. Whether you’re a college student facing an uncertain job market, a recent graduate navi...

Turning a Love of Theme Parks and Performing into Big-Stage Live Events (with Sammy Port) | Ep. 5
#5
Today at 8:00 AM

A kid from Tampa rides coasters at Busch Gardens, prints “theme park enthusiast” on a business card, and aims his entire college path at Disney. Then, at what feels like the culmination of that dream at Epcot, something inside says it is time to switch gears. In this conversation, Larry Port sits down with his cousin Sammy Port to trace a non-linear path that runs through Cornell’s hospitality school, long days in ride operations, the surreal training grounds of Disney University, singing on Vegas stages, cruise ship shows, producing an off-Broadway musical, and finding a home as Senior Creati...


Why I Should Not Have Gone To Law School And How To Avoid A Terrible Mistake (with Jared Correia) | Ep. 4
#4
11/12/2025

Law school, big law, lifestyle, AI, legal technology, small firm reality, student loan pressure and legal adjacent careers all collide in this conversation. Host Larry Port sits down with Jared Correia, who walks through his path from small liberal arts college English major and classics minor to Suffolk Law School, small firm practice, bar association work and founder of Red Cave Law Firm Consulting.

Jared shares that he went to law school with no idea what he wanted to do, discovered he did not like practicing law, and pivoted into consulting after seeing how many fi...


How to Stand Out When Everyone’s Applying | Ep. 3
#3
11/05/2025

Anxiety is running high for new graduates and career changers as industries shift and the job market feels locked. Joseph Lewin joins Larry Port to talk about what’s behind the frustration so many students face as they send out hundreds of resumes without a response. They explore why traditional job applications fail, how to think about career direction, and what to do when your degree doesn’t lead to immediate opportunities.

Larry shares his direct experiences mentoring college students and guiding his own kids through the career search process. The conversation moves from self-awareness and li...


AI Transition, Risk, and Real Career Paths | Ep. 2
#2
10/29/2025

Figuring out what career path to take is intimidating. Larry Port talks through the massive chasm after graduation, the luxury of choices, and the work of connecting who you are to the life you want. Joseph surfaces real tensions around hard skills versus the lifestyle you actually want, parental pressure, and the risk of walking a predetermined path. Larry shares personal shifts from photojournalism to software and entrepreneurship, why family dinner and coaching Little League mattered, and how looking at who you will become in a field can guide decisions.

The conversation gets practical on th...


Facing the Chasm of Graduation and Career Change | Ep. 1
#1
10/22/2025

What should I do with my life? It is a question almost everyone has asked. Larry Port opens the conversation by exploring the difficult transition from school to the workforce and the overwhelming chasm that graduates face when trying to figure out what comes next. He reflects on the challenges of standing out with a degree that looks like everyone else’s while automation and AI reshape white collar jobs.

Larry shares his own experience of discovering that photojournalism, though exciting on paper, conflicted with the family life he wanted. He highlights how overlooked careers, from...


Dream Job or Nightmare? Welcome to Dream Job Cafe!
10/15/2025

Larry Port introduces Dream Job Cafe — a show about uncovering what careers are really like, beyond the glossy titles and résumés. Hear why this podcast exists, who it’s for, and how real conversations with professionals can help you figure out if a career path fits the life you want to live.