Cover image of show Long Position

Long Position

Podcast by Amy Calandrino

English

Technology & science

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About Long Position

Long Position is a podcast about the decisions that actually build wealth, businesses, and communities. Hosted by Amy Calandrino, a commercial real estate advisor with nearly 20 years of experience working with entrepreneurs, investors, and families, the show explores what it looks like to think strategically, build intentionally, and play the long game in commercial real estate, business growth, and life. Each episode features candid conversations with the people doing exactly that: business owners scaling responsibly, developers shaping neighborhoods, family enterprises navigating succession, investors building lasting portfolios, operators rooting themselves in communities, and the advisors, architects, bankers, attorneys, and economic development leaders who help make it all work. These are not hustle stories. They are stories about ownership, legacy, patience, and the kind of thinking that compounds over time. Whether you are a founder evaluating your first building purchase, a family navigating a generational transition, an investor looking for smarter perspective, or simply someone who believes that long-term thinking is a competitive advantage, Long Position was made for you. Because the most important decisions rarely reward urgency. They reward clarity.

All episodes

140 episodes

episode Banking Relationships, Commercial Real Estate, and Smarter Decision Making with Dan Hilken artwork

Banking Relationships, Commercial Real Estate, and Smarter Decision Making with Dan Hilken

Building a successful business takes more than ambition. It requires long-term thinking, trusted relationships, and strategic decisions that create lasting value. We have a conversation with Dan Hilken, Regional Market President at Seacoast Bank, to discuss the lessons he's learned from working with small and medium-sized businesses through decades of economic cycles. Dan shares why resilient business owners invest in experienced advisors, prioritize thoughtful planning, and focus on sustainable growth instead of short-term gains. We also explore how commercial real estate can become a powerful wealth-building tool, when owning property may make more sense than leasing, and why finding the right balance of leverage creates flexibility and long-term opportunity. The conversation also examines the value of relationship banking, highlighting why trust, integrity, and ongoing strategic conversations are often more valuable than transactional thinking. Looking ahead, we discuss why Orlando continues to be a strong market for entrepreneurs and business growth, along with advice for building a business that can adapt through changing markets while creating lasting success. In this episode, you will hear: * What decades of working with SMBs teaches you * Commercial real estate as a wealth strategy * Relationship banking vs transactional banking * Building institutions that last * Orlando, opportunity & the future of SMBs Resources from this Episode amycalandrino.com [https://amycalandrino.com] creorlando.com [https://creorlando.com] thecalandrinofoundation.org [https://thecalandrinofoundation.org] Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts [https://podcasts.apple.com/us/podcast/the-performance-mindset-show/id1616890307]. Simply select “Ratings and Reviews” and “Write a Review,” then a quick line with your favorite part of the episode. It only takes a second, and it helps spread the word about the podcast. Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com [https://emeraldcitypro.com/]. Let them know we sent you.

15 Jul 2026 - 33 min
episode Brand, Trust, and Leadership in a Noisy Market with Courtney Ettus artwork

Brand, Trust, and Leadership in a Noisy Market with Courtney Ettus

What makes a company stand out when everyone is competing for attention? Courtney Ettus is Chief Marketing Officer of REsimplifi, Inc., and a respected voice in commercial real estate, brand strategy, and leadership. In this episode, she shares why trust, consistency, and authenticity matter far more than marketing tactics in today's crowded marketplace. Drawing on a career spanning fashion, global media, technology, and commercial real estate, she explains how strong brands are built by understanding people, solving real problems, and delivering on promises over time. The conversation examines the growing role of technology and AI in commercial real estate, including how better data can support smarter decisions without replacing human judgment. Courtney offers insights into leadership, visibility, and the importance of helping organizations clarify their core values in ways that resonate with clients and stakeholders. Beyond business strategy, we discuss mentorship, collaboration, and the importance of creating opportunities for others, particularly women in commercial real estate. Listeners will come away with valuable lessons on brand building, trust, leadership, and how long-term success is created through credibility, community, and a genuine commitment to serving others. In this episode, you will hear: * How strong brands are built intentionally * Why trust and clarity matter more than ever * What leaders get wrong about marketing * How storytelling influences real business outcomes * How careers and companies are shaped by visibility, community, and strategic positioning Resources from this Episode amycalandrino.com [https://amycalandrino.com] creorlando.com [https://creorlando.com] thecalandrinofoundation.org [https://thecalandrinofoundation.org] Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts [https://podcasts.apple.com/us/podcast/the-performance-mindset-show/id1616890307]. Simply select “Ratings and Reviews” and “Write a Review,” then a quick line with your favorite part of the episode. It only takes a second, and it helps spread the word about the podcast. Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com [https://emeraldcitypro.com/]. Let them know we sent you.

1 Jul 2026 - 49 min
episode Discipline Through Cycles, Contrarian Investing, and Building Enduring Value with Andy Weiner artwork

Discipline Through Cycles, Contrarian Investing, and Building Enduring Value with Andy Weiner

A failed family retail business, a changing industry, and a willingness to think differently became the foundation for a career built on discipline, adaptability, and long-term value creation for Andy Weiner. Andy is the Founder and CEO of RockStep Capital, and on this episode, we talked about what it takes to invest successfully through multiple market cycles while staying committed to a clear strategy. While headlines often focus on the impact of e-commerce and shifting consumer habits, he explains why strong retailers continue to expand and why limited new construction of shopping centers has created favorable supply-and-demand dynamics for owners. He shares how RockStep identifies opportunities in what it calls "Hometown America," focusing on growing communities outside major metro areas where quality of life, population growth, and local engagement drive long-term success. The conversation also examines the importance of underwriting discipline, conservative use of debt, and the patience required to walk away from deals that do not meet strict investment criteria. Andy discusses why complexity often creates opportunity, particularly in retail and enclosed malls, where fewer investors are willing to do the deep work required to uncover value. Listeners will gain insights into contrarian investing, navigating uncertainty, building resilient teams, and creating enduring value through disciplined decision-making, community engagement, and a long-term perspective. In this episode, you will hear: * Investing through cycles, not chasing them * Why retail is misunderstood and still full of opportunity * The discipline required to operate over decades * Revitalizing communities through real estate * Building a values-driven company culture that lasts Resources from this Episode www.rockstep.com [http://www.rockstep.com/] Andy Weiner on LinkedIn: https://www.linkedin.com/in/andy-weiner/ [https://www.linkedin.com/in/andy-weiner/] amycalandrino.com [https://amycalandrino.com] creorlando.com [https://creorlando.com] thecalandrinofoundation.org [https://thecalandrinofoundation.org] Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts [https://podcasts.apple.com/us/podcast/the-performance-mindset-show/id1616890307]. Simply select “Ratings and Reviews” and “Write a Review,” then a quick line with your favorite part of the episode. It only takes a second, and it helps spread the word about the podcast. Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com [https://emeraldcitypro.com/]. Let them know we sent you.

17 Jun 2026 - 36 min
episode From Purpose to Production: Building a Career, Reputation, and Results in CRE artwork

From Purpose to Production: Building a Career, Reputation, and Results in CRE

Commercial real estate is often portrayed as a business built on connections, confidence, and instant success. But for C’jon Armstead, the journey started with uncertainty, cold calls, and a willingness to show up every day, even when the results were not immediate. In this conversation, we explore how discipline, consistency, and long-term thinking helped him transition from philanthropy and sales into the fast-paced world of investment sales with CBRE Capital Markets in South Florida. C’jon shares the reality of building a career in CRE from the ground up. He explains why consistency matters more than occasional bursts of motivation and how daily execution compounds into meaningful opportunities over time. We also discuss the role personal branding and social media have played in accelerating trust and visibility early in his career. By publicly documenting his prospecting journey, C’jon created accountability, built authentic relationships, and differentiated himself in a crowded marketplace. Along the way, we explore leadership, goal setting, mentorship, and the mindset required to sustain growth without losing sight of family, purpose, and personal fulfillment. You will learn about prospecting, building relationships, creating opportunities, and developing a career rooted in intentionality and persistence. Listen in for a grounded perspective on what it really takes to build lasting success in commercial real estate. In this episode, you will hear: * Entering commercial real estate from a non-traditional background * Building credibility early in a competitive industry * The discipline behind capital markets execution * How brand and visibility accelerate trust * Translating purpose-driven work into performance-driven outcomes Resources from this Episode Instagram: @cjonarmstead [https://www.instagram.com/cjonarmstead] https://www.cbre.com/people/cjon-armstead [https://www.cbre.com/people/cjon-armstead] https://www.linkedin.com/in/cjonarmstead [https://www.linkedin.com/in/cjonarmstead] amycalandrino.com [https://amycalandrino.com] creorlando.com [https://creorlando.com] thecalandrinofoundation.org [https://thecalandrinofoundation.org] Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts [https://podcasts.apple.com/us/podcast/the-performance-mindset-show/id1616890307]. Simply select “Ratings and Reviews” and “Write a Review,” then a quick line with your favorite part of the episode. It only takes a second, and it helps spread the word about the podcast. Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com [https://emeraldcitypro.com/]. Let them know we sent you.

3 Jun 2026 - 44 min
episode Reinvention, Specialization, and Building a National CRE Brokerage With Brittany Megrath artwork

Reinvention, Specialization, and Building a National CRE Brokerage With Brittany Megrath

Commercial real estate is rarely a straight line, and Brittany Megrath’s journey proves it. From professional ballet dancer and Las Vegas showgirl to founder of a national commercial real estate brokerage, Brittany built M Square Commercial by leaning into reinvention, discipline, and a willingness to specialize where others stayed broad. We explore how Brittany carved out a niche representing STNL developers and expansion tenants on ground-up retail developments across the country. What began with cold outreach during the uncertainty of COVID evolved into long-term relationships, national deal flow, and a brokerage model centered around one highly specific type of transaction. The conversation also breaks down how STNL development really works behind the scenes, from sourcing land and evaluating trade areas to navigating environmental challenges, municipal approvals, and shifting retail trends. Brittany explains why relationships remain the foundation of the business, especially in an industry where deals can take years to materialize, and local market knowledge still matters more than ever. Listeners will learn about retail development, tenant expansion strategy, and why specialization and consistency can create long-term success in commercial real estate. In this episode, you will hear: * Transitioning from performing arts to commercial real estate * Discipline and mindset from elite performance * Building a focused brokerage niche * How STNL development actually works behind the scenes * National tenant expansion strategy * Entrepreneurship and starting M Square Commercial Resources from this Episode amycalandrino.com [https://amycalandrino.com] creorlando.com [https://creorlando.com] thecalandrinofoundation.org [https://thecalandrinofoundation.org] Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts [https://podcasts.apple.com/us/podcast/the-performance-mindset-show/id1616890307]. Simply select “Ratings and Reviews” and “Write a Review,” then a quick line with your favorite part of the episode. It only takes a second, and it helps spread the word about the podcast. Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com [https://emeraldcitypro.com/]. Let them know we sent you.

20 May 2026 - 42 min
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