Edward Jones, a wealth management advisory from that prided itself on its interpersonal connections and face-to-face interactions, was eager to augment their services with AI capabilities. Built on 1-to-1 close-knit relationships, the firm had more than 15,000 offices conveniently located across the U.S. and Canada. Following the Covid-19 pandemic, Edward Jones' Managing Partner, Penny Pennington, believed their human-centric approach could be enhanced to better serve their clients by leveraging historical client and calling data to improve the client experience and the customization of advice. In particular, AI's ability to integrate all records of past advisor experiences could deliver hyper-personalized insights and financial solutions. Still, Pennington wondered if Edward Jones was deviating too far from its differentiated approached of person-to-person connections. Considering Edward Jones' original business approach, how might digitization and AI transform their competitive advantage? Was there a proper balance between the use of AI and human connection? How would Pennington ensure that the AI-generated expertise would properly represent and attest to each client's specific needs?
Bob Hall, President of Green Gables Partners, evaluated whether to angel invest into an up-and-coming ski brand. As the son-in-law of the founder of Vera Bradley and having retired from a lengthy career on Wall Street, Hall was well-versed in both direct investing and the consumer goods industry alike. He also loved learning about new entrepreneurs pushing the boundaries of their industry-and taking a hands-on approach to his investments. With his lifelong love for skiing, he found himself drawn to emerging ski-preneur, Curt Nichols, and his ski goggle brand Glade Optics. Bob weighed Nichols' proposal for a direct investment deal and the terms. How should he evaluate the proposal, his increasing concentrated risk in ski apparel, and whether he could invest for both financial returns and the future of an industry he loved?
Cormac Kinney, Founder and CEO of Diamond Standard, was on a mission to transform the U.S. diamond market through unlocking the precious gems as market-traded assets. As a serial FinTech entrepreneur, he hoped to add an additional service to his vault: Carats. The commodity currency would be backed by a fungible resource, being the first in its field to have a physical-digital combination. Following the recent crypto-market crash, Kinney wondered if this was the right opportunity to launch his product. Although Kinney saw Carats as the best of both gold and other decentralized currencies, his advisors were wary of the potential regulatory risks that could ensue, in addition to the current dreary landscape of the crypto-market. Should Diamond Standard pursue Kinney's vision of Carats, or focus its limited resources on other diamond-backed financial products?
Clair was founded with a simple mission: to expedite America's workers access to their hard-earned wages. In the headwinds of the COVID-19 pandemic, the startup had successfully raised a seed round of $4.5 million, and within two years the earned wage access (EWA) FinTech had partnered with 10 human capital management system providers to access over 8,000 employers and over 300,000 employees. However, as the economic outlook plummeted and available external capital began to dry up, Clair's founders considered whether other business models offered more attractive prospects for the startup's long-term success. Should Clair stay the course or choose to pivot, and what tradeoffs would each pathway entail? With investors requiring a clear long-term vision and a viable path to profitability, this decision would determine Clair's ability to thrive and fulfill its founding mission.
At Investor Day 2022, Block announced a new vision for its businesses: creating an ecosystem of ecosystems. Outside the norm for many public growth companies, Block had recently acquired a variety of new business streams in the creator economy and Bitcoin despite a volatile macroeconomic outlook. At the same time Wall Street was growing concerned about slowing payment volume growth in Block's core business streams and the new initiatives' added expenses. Would an 'ecosystem of ecosystems' strategy again build upon the company's strong track record and enhance its business model as promised? How could the company balance reluctant investors and Wall Street skeptics while investing in its new initiatives?
Octavian Graf Pilati, rising generation member of an Austrian princely family, prepared to sell the palace his family had held for over three hundred years. In recent years, the Pilati family lands had been leveraged as loan collateral for an international venture that had become entangled in a case of suspected management fraud. Between banks unwilling to restructure debt obligations, the complexities of multi-jurisdictional legal enforcement, and intransigent family members, Octavian found himself in the impossible position of being tasked with resolving the crisis yet with little formal power to follow through on his designated responsibilities. Realizing he and his family's centuries-long legacy was at an impasse, should the family choose to fully divest its long-held assets in the face of possible financial ruin? Could they bounce back from failure - either in this generation or future ones - or should future generations seek to start anew?
Garen Staglin, Founder and Chairman of One Mind, reflected on his life's work in brain health. As he contemplated stepping down in the next few years, he weighed how to pass along this legacy to his son, Brandon Staglin, the impetus behind and next generation of the family's landmark nonprofit. Founded in response to Brandon's psychotic break in 1990, One Mind confronted the stunning deficits in basic brain health research and care in the United States through research, funding, and public awareness efforts. While Brandon had already taken on much of the responsibility for the organization in his capacity as One Mind's President, the organization's board might still choose another candidate as his successor. On a professional level, would Brandon's authenticity as someone who was personally impacted by mental illness lend the organization greater authority in its mission? On a personal level, how could the stress of such a role impact Brandon's wellbeing? Given Brandon's long-standing commitment to the organization, how can the family navigate this thorny issue weighing the needs of the family, external actors, and One Mind itself? The contents of this case contain material about mental health challenges and suicide. Some readers may find elements of this material distressing. If you are experiencing emotional crisis or distress, please contact a local mental health professional or your local suicide prevention hotline. In the U.S., you can reach the 988 Suicide & Crisis Lifeline 24/7 by calling or texting 988 or visiting 988lifeline.org/chat.
Frida Jassan Haber, second-generation Chief Financial Officer of Haber Holdings, deliberated over the right family office solution for their family's needs. After years of working with trusted private bankers, the family had decided to pursue other options that offered tailored solutions for the family's specific needs. Specifically, they considered joining an established MFO with years of experience, engaging an experienced family office principle to establish a single-family office, or hiring a young finance professional to build a new family office from the ground up. Looking over the family's menu of options, she discussed the various tradeoffs of each solution with her siblings and many members of the next generation, and their implications for the family's long-term financial, succession, and legacy goals.
Barry Sloane, second-generation Chairman, President, and CEO of his family's bank, Century Bank, weighed whether to sell to Eastern Bank. As a small regional bank, Century faced a number of challenging trends, such as digitization and market share decline in the coming years, despite its past decade of top performance, balanced growth, and careful risk management. Whereas his father consistently refused to sell during his lifetime, Sloane worried this might be the last cash offer on the table for the bank. On the other hand, selling was an irreversible decision that would severe the family's legacy and the next generation from the bank. Was it finally time for the Sloane family to part with Century Bank?
Joe and Matt Deitch, father and son, knew it was time to start their own family office. Matthew had recently joined his father at the family's three enterprises, and they both realized that their family's needs had grown increasingly complex over the years. In search of someone to oversee their new initiatives, the two began interviewing prospective CEOs to head their new family office. Having defined the family's needs and wants for their family office, how could they find someone that resonated with their values and priorities? How could the family establish the governance and legacy institutions necessary to fulfill their goals and wishes? Knowing that their decisions would set a precedent for all generations to come, how could the family translate their strategic vision into an optimal family office structure, and how could they identify the best partner to guide them through the process?
Zak Pym Williams, mental health advocate, grappled with the question of how to create a proactive mental health family environment for his children. Having witnessed how mental health challenges such as addiction and depression had impacted the past four generations of his family, Williams sought to break the cycle for his children and future generations ahead. He himself was among the approximately 20% of American adults who had experienced a mental health condition annually, as he himself had been diagnosed with generalized anxiety disorder, depression, and PTSD as a young adult. Although his children were still quite young, he considered how he could enact an optimal family mental health strategy to break the family's intergenerational cycle once and for all.
Shinya Deguchi, Founder and Managing Partner of Star Magnolia Capital, a Shanghai-based multi-family office (MFO), considered how to convince a new prospective family that the MFO's endowment model approach would best suit their needs. In recent decades, there has been a rapid growth of Chinese high net worth individuals, and mainland China faced a shortage of services available to their families. Deguchi believed that Star Magnolia would not only help the MFO's families build wealth over generations through the endowment approach but also possessed the capability to recruit the top and most diligent investment managers in the field. How could he introduce and convince the family of his conviction? In what cases did Star Magnolia offer a competitive advantage as a MFO over individual SFOs? Furthermore, as the MFO continued to grow, how could all member families ensure that their interests remained aligned into the future? At the end of the day, what 'pitch' could Deguchi offer to win the family over?
Fernando Scodro, a third-generation member of his family, mulled over the next step in integrating an ESG strategy into his family office's investment portfolio. While his family office, Grupo Baobá, had made excellent progress in incorporating his family's values into their individually owned assets, such as VC and real estate, he weighed how to expand their ESG strategy in future investments. How should the family evaluate the relative benefits of an asset's return on investment versus return on impact? What would a forward-looking ESG strategy look like for his family - and other families who were their co-investment partners? How could Fernando convince external partners of his strategy's imperative and cultivate like-minded managers and financial products to achieve his goals? Finally, when should the family instead prioritize achieving impact through philanthropic initiatives? However he chose, he knew that the paths he advocated for within his family would impact all future generations of the Grupo Baobá Family Office.
Roy He, founder and majority shareholder of his family construction material production company, was preparing to pass down the family business through its first generational handover to his children. His decision would establish his familial legacy and set a precedent for both future generational takeovers and the future of family unity and identity. To assist, He had brought in Hefeng Family Office to develop his succession plan by establishing a family ownership structure, governance system, family trust, and family agreement. However, he remained dubious: was now the time for him to step back and pass on his legacy to the next generation? He remained reluctant to give up control of the company, and the succession process would require passing on the majority of his shares to his successor. How should he establish a family governance structure that would protect the next generation's interest and benefits while also allowing flexibility for future generations' decisions? The structures were now in place, but was the family truly ready for him to pass the baton?
Anthony Scaramucci, Managing Director of SkyBridge Capital, considered whether he should officially greenlight the launch of SkyBridge's own NFT platform - Flatter NFT. He had led the investment firm to push first into Bitcoin and then Ethereum to make SkyBridge a central node in the crypto industry. He further believed SkyBridge could differentiate itself from OpenSea and other platforms by tying non-fungible tokens with fungible experiences. The technology behind the platform was solidly proven. However, in his head he weighed the tradeoff between launching a full platform versus other ways of investing in the space. With a potential announcement of the platform pending for the September 2021 SALT NYC conference, Scaramucci believed now was the time to make a decision. The NFT space swelled in users and value by the day. Should SkyBridge jump in or move on to another venture?
Karl Naim, Co-Founder and CEO of Purpl, embarked on a venture to lower remittance costs for his native Lebanon. Since October 2019, the Lebanese economy had entered a free fall as its banking sector collapsed and large swathes of its population were plunged into poverty. As a repeat technology entrepreneur, Naim alongside his two co-founders decided to launch a new remittance aggregator to improve access to low-cost remittances, which acted as a lifeline for most local families. By becoming a fiat-to-fiat aggregator and eventually leveraging stablecoin technology, he expected that in the first phase he could cut remittance fees in half from 9-12% to 5-6% -- and eventually up to 1%. With the Lebanese population's trust in financial and banking institutions shattered, could Purpl succeed in its mission? How could it convince its potential users, the broader Lebanese public and the 20 million-strong Lebanese diaspora around the world, to adopt a different way of sending and transacting with digital cash? For primary remittance users, who only needed to reliably receive a monthly $100-$200 for basic goods and other necessities, could Purpl convince them both to change their habits and to trust the financial system that had put them in this situation in the first place? Moreover, given Purpl's ultimate goal to upend the current establishment, would its "playing nice" with current established institutions haunt the firm's "anti-establishment" credibility from ever materializing?