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QuestionAble Strategy

QuestionAble Strategy

Author: Antonia Hellman

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What's the one skill that will supercharge your professional AND personal lives? Asking better questions.

Join startup founder Antonia Hellman as she sits down with people who "ask questions for a living," ranging from venture capital investors to kindergarten admissions officers, from couples therapists to U.S. congresspeople, from talk show hosts to folks who just go on a ton of dates.

It's about time we start asking questions about asking questions, but questioning looks very different depending on your goals. Let's break down the strategy together. Let's get QuestionAble.
8 Episodes
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How does a mentalist read your thoughts without you even realizing it? What role do questions play in creating an unforgettable performance? What behavioral cues are dead giveaways for mind-reading? In this episode, Antonia invites Jason Suran, a renowned mentalist from New York City, to explore these intriguing topics. Join us as we delve into the fascinating intersection of psychology and magic, revealing the secrets behind his captivating craft.   From this episode, you can expect to learn about: The art of asking questions to uncover hidden thoughts. Techniques mentalists use to create engaging performances. How emotional awareness enhances mind-reading. The importance of audience interaction in mentalism. Strategies for dealing with challenging audience members. The role of curiosity and observation in mentalism. Insights into performing for diverse audiences and venues.
How do members of Congress learn enough about a subject to pass legislation? What role do questions play in bridging the divide between party lines? How do you ask AND answer the correct questions to get voters to trust you on the campaign trail?   Rep. Gabe Amo (RI-01) shares his experience as a freshman congressman and all the steps that have gotten him to where he is today. He and Antonia discuss the challenges that come with being the youngest person in a professional setting, the importance of preparation, the role that silence plays in effective participation, and how to ask questions to find common ground.
How does a managing director of a tech accelerator evaluate thousands of startups at different stages - including their own? What kinds of questions do they ask to support and set companies up for success? Is the art of questioning more valuable than having all the answers in the startup world? In this episode, Antonia speaks with Eamonn Carey, former managing director of Techstars London and experienced founder and investor. They explore the art of asking better questions in entrepreneurship, how questioning strategies shape career decisions, and the role of curiosity in building successful startups.   From this episode, you can expect to learn about:   How diverse interests contribute to a founder’s skillset  Asking the right questions when starting a company Learning from failure through self-reflection and the key questions to ask after unsuccessful ventures The role of questioning in mentorship Insights from managing a startup accelerator and creating an environment for founders to discover the right questions and answers The power of leveraging dense networks in startup ecosystems How to evaluate potential startup ideas The importance of continuous learning, especially as markets and technologies evolve
What questions do you ask a four-year-old to determine if they’ll be a good student at your school for the next thirteen years? Wait, back up. What questions do you ask a four-year-old, period? And even scarier - what questions do you ask parents at their most nervous, to get an accurate sense of who they are?    There’s one person who knows the answers to these questions better than anyone, and that’s Babby Krents. Babby has been the Head of Admissions at The Dalton School, a private K-12 school, for the past 30 years. Once named “the most powerful person in New York City” by a former editor of the New York Times, Babby has interviewed thousands of children and parents. In fact, Antonia was one of them! Listen to their illuminating and hilarious conversation to get a glimpse into the crazy world of kindergarten admissions in NYC.
How does a customer success director bridge tech buyers and sellers? What questions can you ask job applicants to screen for key characteristics? How can young professionals present themselves most effectively on LinkedIn and connect with mentors?   In this episode, Antonia speaks with Marco Carrubba, Senior Director of Customer Success at UiPath. Throughout his decades-long career in customer success at companies like Microsoft, Vodafone, and VMware, he has mastered the art of bridging buyers and sellers - maintaining strong, trusting relationships. His interpersonal skills and care for others also make him a highly effective team-builder and startup mentor. Antonia and Marco discuss what customer success is, his greatest interview secrets, and advice for young professionals.
How can questions heal and enhance our most intimate relationships? How do they help couples have more fulfilling sexual experiences? Our most intimate relationships are often ones that we keep the most secret, yet they can be some of the most important to talk about and continuously work on.    In this conversation, Antonia speaks with Eva Dillon (LCSW, CST) about the questions she asks in her work as a couples and sex therapist. Eva is a psychotherapist based in New York City, with a degree from The University of Michigan and certification from The American Association of Sexuality Educators, Counselors, and Therapists. She shares how she supports individuals and couples through challenging times and tips for how we can all work on our relationships - both with our partners and ourselves.
Antonia sits down with Roy Bahat, Head of Bloomberg Beta, to unpack the questions a tech venture capital (VC) investor asks. Bloomberg Beta is Bloomberg LP’s investment arm, and Roy specializes in supporting startups in the “future of work” space. Previously, he worked for former Mayor Michael Bloomberg and even launched a company himself. All of his career experiences and mentors, as well as growing up in NYC and being a Rhodes Scholar, helped shape Roy’s approach to asking questions in his day-to-day life, backing founders that are building the next big thing.
What is QuestionAble Strategy? Why did you decide to start the podcast? Who in the public domain asks terrible questions?    These are all questions that Antonia has been asked leading up to the launch of QuestionAble Strategy, so she thought that she may as well cut to the chase and address each of them head-on. In this first episode, Antonia explains what listeners can expect from this podcast and how it will help you live a more fulfilling life. Whether you’re looking to make a major career change or your dates a bit more interesting, QuestionAble Strategy has you covered.