Designing Successful Startups

Designing Successful Startups

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Professor-turned-entrepreneur, and founder of nine companies, Jothy Rosenberg talks with business leaders and personal achievers. A companion to his book Tech Startup Toolkit, the “Designing Successful Startups” podcast tells the stories of Jothy's guests as they took on the challenges of building a new startup. The lessons conveyed come from both things done right and things done wrong that can help listeners learn the best way to design their own startups to be successful. Along the way thi...
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Episode List

From the Principal's Office to 100 Episodes: Luis Derechin on Grit, Talent, and Going Global

Dec 17th, 2025 10:30 AM

Luis DerechinBioLuis Derechin is a serial entrepreneur, global talent strategist, and author of "The Nearshore Edge: How Smart Companies Scale With Latin American Talent." As the founder and CEO of Nir-Yu, Luis created the REMOTE Intelligence framework, helping ambitious startups and mid-market enterprises access top talent while cutting costs by up to 70%.IntroThe salient point of today's discussion is that a staggering 73% of offshore or nearshore projects culminate in failure, a statistic that underscores the critical need for a paradigm shift in hiring practices for startups. I, Jothy Rosenberg, am joined by the esteemed Luis Derechin, a repeat entrepreneur who has navigated the complexities of building successful teams across borders. Luis shares his transformative revelation that extending a startup's runway is not solely reliant on securing additional funding, but rather hinges on rethinking talent acquisition strategies. By leveraging the vast pool of world-class talent available in Latin America, companies can dramatically reduce operational costs while fostering real-time collaboration. This episode, marking our centenary, is a profound exploration of effective hiring practices that can significantly enhance a startup's prospects for success.ConversationThe conversation with Luis Derechin, a seasoned entrepreneur and founder of Nir-yu, delves into the pressing issue of talent acquisition in the startup ecosystem. With a staggering 73% of offshore projects failing, Derechin posits that the solution to extending a startup's runway may not lie solely in securing additional funding but rather in strategically rethinking hiring practices. He shares his personal journey from selling candy as a child to successfully raising venture capital for his tech startup in Mexico. Derechin advocates for hiring Latin American talent, which not only reduces costs significantly but also facilitates real-time collaboration across time zones, thereby enhancing the effectiveness of agile methodologies. The episode culminates in a discussion about the critical importance of intentionality in hiring, integration, and communication, emphasizing that remote workers must feel connected to the company's culture to thrive and contribute effectively. This episode serves as a valuable resource for entrepreneurs grappling with the complexities of building and sustaining their teams in an increasingly competitive landscape.TakeawaysThe podcast reveals that a staggering 73% of offshore or nearshore projects ultimately fail, underscoring the critical importance of effective management and strategy in such ventures. Luis Derechin emphasizes that extending a startup's runway may be more about rethinking hiring strategies, particularly by sourcing talent from Latin America at more sustainable costs. Effective communication and cultural understanding are essential for the success of remote teams, especially when integrating talent from diverse geographical locations. The discussion elaborates on the significance of real-time collaboration, highlighting how working within similar time zones can enhance team dynamics and productivity. The concept of 'grit' is explored, suggesting that resilience and a deep-seated determination to succeed are key traits among successful entrepreneurs in the startup ecosystem. Luis shares insights on a framework for remote team success, which includes rigorous talent selection and optimized team performance as pivotal components. LinkedInNir-Yu | Your nearshore staffing solutionWho Says You Can't Startup online program for startup foundersJothy's TEDx talk - On why those with disabilities tend to overachieveOur YouTube channelDesigning Successful Startups — Jothy Rosenberg | Author | Speaker | Podcaster - Site with all podcastsTech Startup Toolkit bookPlease leave us a review

Stop Waiting for Perfect—How to Launch Your Way to Product-Market Fit

Dec 10th, 2025 10:30 AM

Lubna HameedBioLubna Hameed is a fractional design leader who helps early-stage startups go from blank brief to product market fit without accumulating creative debt. As the co-founder of The Company Advice, she leads design across product and web in partnership with marketing from day one—keeping the message and the experience in sync.Her work spans user flows, information architecture, UX writing, and polished UI—all grounded in fast learning, intentional structure, and measurable impact. Previously Director of Design at Particle Health, Lubna built the design function from zero to one and shipped web and mobile experiences across complex healthcare workflows.She’s known for her “designer who loves data” mindset, her no fluff approach to discovery, and her belief that design isn't just how it looks—it’s how it works, converts, and earns trust.SummaryThe central theme of this podcast episode revolves around the critical understanding that early-stage startup founders often fall prey to the debilitating misconception that their product must attain a state of perfection prior to its launch. Lubna Hameed, an esteemed expert in guiding startups from inception to product-market fit, articulates the imperative that readiness should not be equated with flawlessness, but rather with the clarity of objectives and the willingness to learn from iterative processes. Drawing from her extensive experience as the founder of Advice, she emphasizes the detrimental effects of delaying launches in pursuit of an ideal product, which frequently results in missed opportunities and wasted resources. We delve into the necessity of integrating design and marketing from the outset, highlighting that these functions must collaborate closely to ensure a cohesive user experience. This episode is essential for founders who are contemplating their next steps in navigating the tumultuous waters of startup development, particularly those grappling with the question of when their product is truly ready for the market.NotesThe dialogue between Jothy Rosenberg and Lubna Hameed delves into the challenges that early-stage startup founders encounter, particularly the common pitfall of striving for perfection before launching a product. Hameed emphasizes that many founders erroneously believe that they must await a flawless product before entering the market, which can ultimately derail their startup aspirations and hinder potential growth. Instead, she advocates for a mindset centered on iterative learning: the notion that each launch, irrespective of its perceived completeness, serves as a crucial opportunity for gathering invaluable user feedback and insights. The conversation elucidates the significance of clarity regarding the target audience, the problems being addressed, and the metrics of success. Hameed's insights are rooted in her extensive experience in working alongside various startups, where she has observed firsthand the transformative power of launching minimally viable products and utilizing the ensuing data to inform future iterations. This episode serves as a clarion call for founders to embrace the learning process inherent within the launch experience, rather than being paralyzed by the fear of imperfection.TakeawaysThe fundamental principle for startup founders is that they must prioritize learning over achieving a state of completion when launching their products. Perfectionism acts as a significant barrier to progress; one should focus on iterative development rather than waiting for an ideal product. Integrating marketing and design from the outset is crucial; these functions must collaborate closely to ensure a cohesive user experience. Founders should engage directly with users to gather insights about their needs before developing features, avoiding the pitfalls of assumption-driven design. A critical mistake many founders make is delaying product launches in pursuit of perfection, which ultimately hinders their potential for growth and learning. Understanding the user’s journey is paramount; this insight should shape the product’s design and development to meet actual user needs effectively. LinkedIn (personal)The Company Advice | LinkedInThe Company Advice | Fractional Marketing + Design Support for StartupsWho Says You Can't Startup | Full Bundle | Incorrigible Entrepreneur - The online course for startup foundersJothy's TEDx talk - On why those with disabilities tend to overachieveOur YouTube channelDesigning Successful Startups — Jothy Rosenberg | Author | Speaker | Podcaster - Site with all podcastsTech Startup Toolkit bookPlease leave us a review

After 32 Years at US Steel—How One Layoff Created a Serial Entrepreneur

Dec 3rd, 2025 10:30 AM

Richard SidesBioRichard Sides is Founder and CEO of Adroit North America and Adroit Hardware Solutions. Adroit North America was recently named to the Inc5000 at #1026 representing annual growth in excess of 40%. Rich is a driven entrepreneur that has founded and exited multiple ventures, some more successful than others including lawn care, systems consulting, an E-Commerce based chocolate truffles business, foreign language translations, supply chain software, ERP systems reseller, and plant floor computing hardware and integration. He has a passion for the food and beverage industry having started his career at Kraft Foods in 1990 and serving as SVP Of Information Systems at Preferred Meal Systems. He formed a jazz band called Blue Orbit Combo in 2019 that plays regularly through the Chicago area and speaks decent Spanish which he started to learn about 15 years ago. IntroRichard Sides’ transformative journey from a timid engineer to a successful entrepreneur underscores a pivotal revelation about career security: corporate loyalty is an illusion. This profound realization was catalyzed by witnessing his father’s abrupt termination after three decades at U.S. Steel, an experience that imbued him with a steadfast resolve to forge his own path. Throughout our conversation, Richard recounts his evolution, detailing how he overcame his introversion by immersing himself in consulting, ultimately leading to the establishment of multiple thriving enterprises within the food industry. He elucidates the critical importance of cultivating resilience and adaptability in the face of challenges, as well as the necessity of creating one’s own security through skills and relationships. Join us as we delve into Richard’s insights, which illuminate the intricate interplay between personal growth and entrepreneurial success.ConversationRichard Sides' journey from a seemingly secure corporate environment to the precarious realm of entrepreneurship unfolds like a compelling narrative, punctuated by significant life events that shaped his perspective on career security. At the tender age of seventeen, Richard witnessed the abrupt termination of his father's three-decade career at US Steel, an event that indelibly altered his understanding of corporate loyalty and job security. This pivotal moment instilled in him a profound conviction to never relinquish control over his professional destiny. As the discussion progresses, we delve into Richard's evolution from a shy, introverted engineer who struggled with interpersonal interactions to a formidable entrepreneur who has successfully launched multiple ventures in the food industry. His decision to pursue consulting as a means of personal growth is a testament to his resolve to confront and overcome his inherent challenges. Through his experiences, Richard elucidates the importance of cultivating skills, fostering relationships, and embracing calculated risks to build one's own security and autonomy in an ever-changing job market.TakeawaysThe notion of corporate loyalty is fundamentally flawed; individuals must cultivate their own security and resilience. Richard's early experience with his father's sudden job loss profoundly influenced his entrepreneurial journey and career decisions. To achieve personal growth, one must confront discomfort; Richard's choice to pursue consulting forced him to overcome his introverted tendencies. Success in entrepreneurship relies on mastering delayed gratification; setting long-term goals allows for sustained effort and achievement. Building optionality through skills and relationships is critical; do not wait for unforeseen circumstances to compel your growth. Richard's journey illustrates the importance of navigating failures as learning opportunities, essential for eventual success in business. LinkedInAdroit hardwareAdroit North AmericaWho Says You Can't Startup | Full Bundle | Incorrigible Entrepreneur - The online course for startup foundersJothy's TEDx talk - On why those with disabilities tend to overachieveThe Who Says I Can't Foundation - Jothy's non-profit that helps disabled kids get back into a sport they love to restore their self-esteemOur YouTube channelDesigning Successful Startups — Jothy Rosenberg | Author | Speaker | Podcaster - Site with all podcastsTech Startup Toolkit bookPlease leave us a review

The Million Dollar Mistake—How Tech Companies Blow International Expansion (And How to Avoid It)

Nov 26th, 2025 10:30 AM

Shan NairBioDr. Shan Nair is an entrepreneur and consultant on international expansion. He was the first to spot and develop the niche market of International Expansion Services (IES) which was previously fragmented. In the process he has worked with many companies in their early stages who have since become household names such as Tesla Motors, FaceTime and Sonus Networks. His role is to promote the services offered by Nucleus and to work with the management team to ensure a high level of technical excellence and client care is maintained at all times.Nucleus is unique in that it provides true one stop, multi-disciplinary, multi-country shopping for companies seeking international expansion or with international operations. A single experienced Client Services Director and an Accounting Manager will be your sole points of contact for all of your foreign consulting needs – you will not need to chase multiple accountants, lawyers and HR consultants in different geographies or have a single contact point with little expertise acting simply as a postbox. The Client Services team is backed by staff at senior and mid-management level each having more than a decade of experience in providing IES services.Shan has a doctorate in nuclear physics from the University of Oxford. He has received multiple recognitions for his contribution to business in the US, UK and India.IntroThe conversation with Shan Nair elucidates the two predominant errors that enterprises frequently commit when endeavoring to expand internationally. Foremost among these missteps is the absence of a well-defined strategy, which often leads to a host of operational challenges and unanticipated legal ramifications. Additionally, Nair emphasizes the peril of attempting to navigate foreign markets with a constrained budget, a decision that can culminate in exorbitant costs in the long run. Drawing upon his extensive experience as an international expansion expert, he shares cautionary tales that illustrate the potential consequences of neglecting local legal frameworks. This dialogue serves as a critical resource for any organization contemplating global growth, underscoring the necessity of thorough planning and informed decision-making in the pursuit of international success.ConversationIn this enlightening discourse, Jothy Rosenberg engages in a profound dialogue with Shan Nair, a distinguished expert in international expansion. The core of their conversation revolves around the intricate challenges faced by companies as they venture into global markets. Nair elucidates two pivotal missteps that frequently plague startups embarking on international journeys: the absence of a coherent plan and the inclination to economize on essential legal and operational frameworks. He stresses that a lack of foresight in understanding the regulatory landscape of foreign nations can lead to catastrophic financial repercussions, thus underscoring the necessity for thorough preparatory measures. Nair's extensive experience, spanning fifteen countries, provides him with a unique vantage point, enabling him to share harrowing examples of companies that have suffered dire consequences due to neglecting these fundamental aspects. Through this episode, listeners gain not only insights into the operational complexities of international business but also practical advice on how to navigate these treacherous waters effectively, ensuring their ventures are both profitable and sustainable.TakeawaysThe foremost error companies commit when expanding internationally is a lack of a coherent and well-defined plan. Companies often underestimate the costs associated with international expansion, leading to financial difficulties later on. Utilizing an inappropriate employment agreement in foreign markets can result in severe legal repercussions and financial losses. Attention to detail and effective communication with clients are critical components of successful international business practices. Employers must ensure that their business model complies with local laws governing foreign entities to avoid costly mistakes. Startups should either prepare a realistic budget for international expansion or delay their plans until they can afford to do so. Global Expansion Experts | NucleusWho Says You Can't Startup | Full Bundle | Incorrigible Entrepreneur - The online course for startup foundersJothy's TEDx talk - On why those with disabilities tend to overachieveThe Who Says I Can't Foundation - Jothy's non-profit that helps disabled kids get back into a sport they love to restore their self-esteemOur YouTube channelDesigning Successful Startups — Jothy Rosenberg | Author | Speaker | Podcaster - Site with all podcastsTech Startup Toolkit bookPlease leave us a review

Why PR Has a Bad Reputation—And Why Communications Is Now Make-or-Break for Startups

Nov 19th, 2025 10:30 AM

Jean SerraBioJean Serra is Founder and CEO of V2 Communications, an award-winning Boston-based communications strategy firm specializing in AI, B2B, healthcare and climate technologies. Since launching V2 in 2006, her firm has created high-impact programs for organizations including UiPath, Cloudera, AlphaSense, Breakthrough Energy Ventures and Instride Health. A pioneer in communications, PR/AR, social media, content marketing, and brand visibility in the AI era, Jean is known for developing programs that shift market perception, fuel growth and deliver measurable business impact. Learn more at www.v2comms.com.IntroThe primary focus of today's discussion revolves around the transformative nature of communications in the tech industry, as articulated by our distinguished guest, Jean Serra, the founder of V2 Communications. With a wealth of experience, Jean elucidates how traditional perceptions of public relations are fundamentally misguided, positing that effective communications are pivotal for establishing credibility in an increasingly competitive market. She emphasizes that many founders fail to grasp that securing press coverage is merely a facet of a broader narrative-building strategy essential for their survival and growth. Jean's insights are particularly salient in today's landscape, where the advent of AI answer engines is redefining how brands are perceived and interacted with in digital spaces. As we delve into this conversation, we aim to illuminate the critical importance of strategic communication for startups, ultimately challenging preconceived notions about its role and efficacy.ConversationThe dialogue between Jothy Rosenberg and Jean Serra unveils the transformative landscape of public relations (PR) in the technology sector. Jean, the founder of V2 Communications, elucidates how her agency has redefined the conventional paradigms of tech PR by prioritizing genuine communication that fosters credibility rather than merely securing press coverage. She recounts her journey from being an English major with no clear career path to establishing a successful agency that has navigated challenging economic climates, particularly during the 2008 financial crisis. Through this narrative, listeners are introduced to the notion that effective communication is essential for startups not just for visibility, but as a fundamental component of their survival and growth in a competitive market. Jean emphasizes that many founders misconstrue PR as a luxury rather than a necessity, thereby highlighting the critical need for startups to recalibrate their understanding of communication as an integral part of their operational strategy, essential for attracting investment and building a brand narrative that resonates in an ever-evolving digital landscape.TakeawaysThe fundamental tenet in communications for startups is to regard it as infrastructure rather than mere marketing, which is critical to establish credibility and market presence. Jean Serra's agency, V2 Communications, emphasizes a service-oriented approach, aiming to be indispensable partners to their clients amidst the competition in the tech industry. In the rapidly evolving landscape of AI, startups must now consider their visibility in AI answer engines, as traditional Google searches become increasingly less relevant. The foundation of success in public relations lies in building trust and a solid reputation, which Jean has cultivated through transparency and integrity with her clients. During financial crises, like the one in 2008, maintaining a conservative approach to business growth can be pivotal for survival and long-term success in the industry. Founders must understand that effective communications are crucial for investor relations and that narrative crafting can significantly impact fundraising efforts. YouTubeFacebookTwitter/XInstagramV2 Communications | LinkedInV2 Communications: Top Boston Tech PR FirmWho Says You Can't Startup | Full Bundle | Incorrigible Entrepreneur - The online course for startup foundersJothy's TEDx talk - On why those with disabilities tend to overachieveOur YouTube channelDesigning Successful Startups — Jothy Rosenberg | Author | Speaker | Podcaster - Site with all podcastsTech Startup Toolkit bookPlease leave us a review

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