Up Arrow Podcast

Francesco Gatti is the Co-founder and CEO of Opensend, a data company for e-commerce brands that converts anonymous visitors into leads. The company works with brands, including TrueClassic, OatsOvernight, Benchmade, AlexaderWang, and Rhone. With over a decade of digital marketing experience, Francesco held roles at companies, including VOLTN, Burrata House, Herb, and Grata. In this episode… Most brands invest heavily in driving website traffic, yet the majority of visitors stay invisible and never convert. How can companies uncover these hidden audiences and turn them into engaged customers without invading their privacy? According to identity resolution and data-driven marketing expert Francesco Gatti, brands can recognize high-intent visitors and nurture them into buyers by analyzing on-site behavior — like reading product details or checking contact pages — to gauge purchase readiness. He recommends filling ad platforms with rich, accurate data to improve look-alike audiences and cut acquisition costs. By combining quality data with careful personalization, companies can elevate ROI while respecting consumer trust. In this episode of the Up Arrow Podcast, William Harris chats with Opensend Co-founder and CEO Francesco Gatti about turning anonymous traffic into known, marketable relationships. Francesco explains how high-intent signals reveal purchase readiness, why rich data strengthens Meta ad performance, and how AI-driven cohort analysis powers personalized ad creative.

Akash Nigam is the Founder and CEO of Genies, Inc., an avatar-technology company building personalized 3D avatars and digital identities for consumers, creators, and brands. Under his leadership, Genies has established partnerships with celebrities and major brands, including Unity, Warner Music Group, Justin Bieber, Cardi B., and Shawn Mendes. Akash is also the Founder of Humans, an AI-native venture studio. In this episode… As online interactions evolve, brands must build connections with their customers. Traditional tools like email campaigns or social media posts fall short in creating meaningful relationships. How can companies create a more personal, two-way experience that feels less like marketing and more like a genuine conversation? According to interactive digital experience designer Akash Nigam, AI avatars can become the next user interface of the internet. Brands can create emotionally intelligent AI companions that gather user insights and build authentic relationships through natural conversations, games, and shared experiences. By leveraging AI to capture personality traits for personalized experiences and designing guardrails that prevent emotional dependency on chatbots, companies can turn followers into engaged users. In this episode of the Up Arrow Podcast, William Harris speaks with Akash Nigam, Founder and CEO of Genies, Inc., about how AI avatars are reshaping brand relationships. Akash explains why avatars will replace mobile apps as the primary interface, how Unity’s integration with Genies brings these companions into games, and the ethical concerns of emotional dependence on AI.

Jim Moorhead is the Founder and CEO of STAND BRAVE, a consulting and coaching firm that helps organizations build empowering cultures. As a former assistant US attorney, investment banker, and law firm partner, he has advised Fortune 500 companies in crises and high-stakes settings. Jim is also the author of The Instant Survivor: Right Ways to Respond When Things Go Wrong. His STAND BRAVE™ framework guides leaders and teams to take calculated risks and respond boldly when faced with adversity. In this episode… Bravery is often celebrated in hindsight, yet in the moment, it can feel anything but heroic. With organizations facing rapid change and constant pressure, how can leaders and teams act boldly during uncertainty and high stakes? What does it take to build a culture that consistently chooses courage over comfort? Crisis management and brave leadership authority, Jim Moorhead argues that bravery is not a rare trait but a muscle to be trained. He advises making bravery a shared team value and starting small by openly identifying problems or asking for help before scaling to bigger risks. Leaders can create structures that reward innovation and use clear company values to decide when to walk away from revenue drivers that aren’t the right fit. These habits enable agility and resilience during chaotic times. In this episode of the Up Arrow Podcast, William Harris sits down with Jim Moorhead, Founder and CEO of STAND BRAVE, to talk about building a culture of courageous leadership. Jim explains why innovation slowdowns are often bravery problems, how his STAND BRAVE™ framework turns single acts of courage into sustained brave leadership, and why taking even one small step can spark a cycle of bold action.

Alan Gregerman is the President and Chief Innovation Officer at VENTURE WORKS Inc, a consulting firm that helps organizations create innovative strategies, products, and services. He is a keynote speaker, award-winning author, and business consultant who helps companies and organizations unlock their teams’ genius zones. For over 25 years, Alan has designed and delivered high-impact keynotes for organizations, including Google, Marriott, Verizon, Mercedes-Benz, Kaiser-Permanente, Citibank, and Lockheed Martin. In this episode… With the speed of innovation, businesses often fall into the trap of relying on what they already know. While past expertise can bring incremental improvements, it rarely sparks the kind of breakthroughs that transform industries. How can companies avoid getting stuck in the comfort of their knowledge and uncover fresh ideas to stay relevant? Innovation expert Alan Gregerman encourages brands to embrace enlightened ignorance, a mindset that values curiosity, humility, and openness to the unknown. Outsiders often disrupt industries because they see problems without being blinded by past experiences. Alan also emphasizes the importance of balancing iteration with innovation, continually raising the bar for customer expectations, and finding creative ways to differentiate in increasingly competitive markets. He pushes leaders to reevaluate their expertise and adopt a mindset of constant learning. In this episode of the Up Arrow Podcast, William Harris chats with Alan Gregerman, President and Chief Innovation Officer at VENTURE WORKS Inc, about how enlightened ignorance can catalyze innovation. Alan discusses why outsiders often spark breakthroughs, how businesses can balance iteration with bold innovation, and why raising customer expectations is crucial to long-term growth.

DeDe Halfhill is the Founder and Principal Consultant at TAIOH Partners, a leadership consulting firm. As a retired US Air Force Colonel, keynote speaker, and advisor, she has over 25 years of leadership experience, including advising the Commander General in Iraq and the Chairman of the Joint Chiefs. DeDe has developed the Master the Unseen™ framework — the hidden and emotional dynamics shaping alignment, trust, and momentum in teams. In this episode… Leaders often believe that data, KPIs, and dashboards tell the whole story of their organization. Yet, beneath the numbers are unspoken emotions and hidden dynamics that drive or derail performance. When leaders avoid difficult conversations or overlook the emotional undercurrents within their teams, they risk making costly mistakes and missing opportunities. How can leaders confront these invisible forces and lead more effectively? Retired Air Force Colonel and leadership advisor DeDe Halfhill emphasizes the importance of curiosity, reframing negativity, and making team members feel seen and heard. Leaders can engage in coaching techniques to uncover the fear behind resistance, promote accountability, and recognize when their strengths and ideas can become liabilities. By addressing emotions directly and building trust outside of crisis moments, leaders can foster resilience and connection and boost performance. In today’s episode of the Up Arrow Podcast, DeDe Halfhill, Founder and Principal Consultant at TAIOH Partners, joins William Harris to discuss uncovering the leadership blind spots that can derail performance. DeDe talks about reframing dissent as care, the identity crisis leaders often face after major transitions, and the importance of acknowledging humanity in the workplace.

Jon Sneider is the Founder, President, and Executive Producer of Wild Gravity, an award-winning creative production company. With more than 25 years of experience in marketing and advertising on the agency and client sides, he’s held senior roles at L.L.Bean, Microsoft, and Redfin. Jon is also the author of Hacking Advertising, which talks about building effective advertising campaigns. In this episode… Many businesses still rely on large agencies to produce their advertising, only to face bloated costs, long timelines, and diluted creative. The traditional agency model often creates inefficiencies, with multiple vendors and layers of approval that hinder the process. How can companies deliver world-class ads without sacrificing quality? Advertising veteran Jon Sneider has created an approach to challenge traditional advertising inefficiencies. He maintains that small, expert teams eliminate unnecessary hierarchies and deliver stronger results with less overhead. By focusing on breakthrough, brand and message recall, likability, and purchase intent, companies can create effective ads that scale industries. Additionally, combining AI with human expertise accelerates production while retaining high-performing creative. In this week’s episode of the Up Arrow Podcast, William Harris hosts Jon Sneider, Founder, President, and Executive Producer of Wild Gravity, to talk about reinventing advertising for efficiency and impact. Jon shares examples from high-performing insurance campaigns, his experience managing sales teams and advertising budgets at large corporations, and how growing up before the internet fueled his creativity.

Jeff Webb is the Founder and President of the International Cheer Union (ICU), the world governing body for cheerleading. Under his leadership, the ICU has grown to represent over 116 national federations and achieved recognition by the International Olympic Committee. Jeff also founded the Universal Cheerleading Association and Varsity Brands (formerly Varsity Spirit), where he elevated cheerleading into a global sport before selling the company for $2.5 billion. In this episode… Cheerleading has become a widely recognized global sport, but scaling it into a multibillion-dollar category was no easy feat. From undercapitalization to supplier failures and resistance from industry leaders, it required resilience, creativity, and bold leadership. How did the king of cheerleading transform his niche passion into a worldwide movement recognized by the Olympic Committee? Modern cheerleading pioneer Jeff Webb reinvented team uniforms to match athletic performance and created competitions that captured TV audiences. He emphasizes the importance of staying close to the field, practicing continuous improvement, and cultivating a strong culture through rigorous hiring and leadership standards. By treating cheerleading like other popular global sports, Jeff scaled it into a distinct category. Join William Harris in today’s episode of the Up Arrow Podcast as he chats with Jeff Webb, Founder and President of the International Cheer Union (ICU), about how he built cheerleading into a global sport. Jeff discusses how he created a new market through innovation and shares leadership philosophies and hiring practices.

Rishabh Jain is the Co-founder and CEO of FERMÀT, the leading e-commerce experience platform. Before co-founding FERMÀT, he held leadership roles at LiveRamp, where he launched and scaled three new ventures, including a multimillion-dollar healthcare business. Rishabh also co-founded startups in solar energy and laboratory data sharing. In this episode… Mid-market e-commerce brands are feeling the strain as tariffs raise costs and acquiring new customers becomes more expensive. With CACs climbing on major ad platforms and inventory risks increasing, many operators face tough trade-offs between growth and operational stability. How can they adapt strategies to maintain margins during economic uncertainty? According to e-commerce growth strategist Rishabh Jain, brands are adapting by investing in channels like email and SMS to maximize existing customers. He warns against relying too heavily on multi-touch attribution and instead recommends using multiple data sources, monitoring cash flow closely, and aligning on-site experiences with each audience segment. Rishabh also advises expanding into new audience cohorts, designing purposeful bundles, and gradually adding products to support long-term growth. Join William Harris in the latest episode of the Up Arrow Podcast as he chats with Rishabh Jain, Co-founder and CEO of FERMÀT, about practical strategies for scaling e-commerce brands in a volatile market. Rishabh explains how mid-market brands can survive market pressure, replace flawed measurement with practical insights, and adapt site experiences for various audiences.

Erik Christiansen is the Co-founder and CEO of Justuno, a conversion optimization SaaS platform. With over 20 years of experience in e-commerce and tech, he specializes in sustainable growth and product development. Before co-founding Justuno, Erik scaled Sierra Snowboard from $0 to over $20 million in annual revenue. In this episode… Many website visitors leave without purchasing, and abandoned carts represent millions in lost revenue for e-commerce brands. Even as traffic and ad spend grow, conversion rates often stagnate, and customer acquisition costs continue to rise. How can online retailers capture more value from existing website traffic? According to e-commerce expert and entrepreneur Erik Christiansen, improving on-site conversions can unlock immediate revenue gains. His three-step revenue approach, which includes capturing, identifying, and converting leads, prioritizes real-time engagement, visitor segmentation, and actionable promotions. Additionally, techniques like cart abandonment campaigns, shopper preference pop-ups, and high-quality SMS collections boost conversions and strengthen margins by maximizing the lifetime value of each visitor. In this week’s episode of the Up Arrow Podcast, William Harris chats with Erik Christiansen, Co-founder and CEO of Justuno, about driving revenue through smarter on-site conversions. Erik also discusses creative cart abandonment strategies, the difference between vanity metrics and meaningful KPIs, and why hands-on entrepreneurship builds resilience.

Andrew Christison is the Co-founder and CEO of Retencity, a full-service customer lifecycle and loyalty marketing agency. Under his leadership, Retencity has worked with fast-growing brands like epres, Revision Skincare, and Diamond Art Club. The agency is also a member of 1% for the Planet and has planted over 80,000 trees and served over 100,000 meals through food banks across the US. Before Retencity, Andrew was the Vice President of Strategic Partnerships at Sendlane. In this episode… Many e-commerce brands struggle to scale sustainably because they rely on short-term tactics like discounting or top-of-funnel traffic generation, neglecting the long-term impact of customer retention and lifecycle marketing. Even brands generating $10 million in annual revenue can lack the infrastructure and strategy to nurture lasting relationships with their customers. How can companies rethink their tech stacks and messaging to build genuine brand intimacy and retention that drives growth? As an expert in lifecycle marketing and customer relationships, Andrew Christison maintains that brands can shift from transactional messaging to experience-driven communication. This requires building trust from the first interaction by treating email and SMS acquisition like the beginning of a meaningful relationship rather than a sales funnel. Brands can also employ zero- and first-party data to personalize messaging over time and integrate tech stack automations, like back-in-stock notifications, to address hidden retention gaps. Additionally, aligning your marketing calendar to seasonality, customer lifecycle stages, and weather patterns can guide more relevant and timely campaigns. Tune in to the latest episode of the Up Arrow Podcast as William Harris chats with Andrew Christison, Co-founder and CEO of Retencity, about creating customer retention strategies that drive growth. Andrew explains why authenticity matters more than automation, how to balance list quantity and quality, and how he diagnoses retention issues in growing brands.

Rand Fishkin is the Co‑founder and CEO of SparkToro, a software company he launched in 2018 to make audience and market research more accessible to marketers and creators. He previously co‑founded Moz (originally SEOmoz) in 2003 and helped scale it into a leading SEO software company before stepping down as CEO in 2014. Rand authored Lost and Founder: A Painfully Honest Field Guide to the Startup World, co‑authored The Art of SEO, and is widely recognized for his Whiteboard Friday video series and keynote speaking at over 100 international events. In this episode… Modern marketers face a harsh reality: The tools they once relied on to track performance — like attribution models — are now deeply flawed. As data becomes increasingly fragmented across devices, platforms, and privacy barriers, understanding what truly drives customer behavior has grown more complicated than ever. How can brands measure success when attribution data can no longer be trusted? Rand Fishkin, a digital marketing and audience research specialist, offers a compelling case for abandoning rigid attribution models in favor of more human-centric, lift-based measurement. He recommends marketers return to fundamentals and observe customer behavior across multiple touchpoints, test messaging across regions or channels, and evaluate net impact over time. Rand encourages brands to shift focus from granular ROI tracking to identifying where their audience spends time and investing in channels, like podcasts and blogs, where competitors aren't yet visible. He also cautions against over-optimizing for paid media and emphasizes the power of brand presence and share of mind in an era dominated by AI-driven discovery. In this episode of the Up Arrow Podcast, William Harris interviews Rand Fishkin, Co-founder and CEO of SparkToro, about how marketers can adapt to the changing digital landscape. Rand explores why traditional attribution is breaking down, how audience research unlocks new opportunities, and the flaws in post-purchase surveys. He also dives into AI’s role in SEO, the influence of brand mentions over backlinks, and the importance of leading with transparency and kindness.

Daniel Brady is the Co-CEO of Orita, a software company that improves email deliverability. As a neuroscientist turned data scientist, he has helped leading e-commerce brands organize their data sets. Daniel has also worked with CEOs, CTOs, and other leaders to build eCommerce companies. In this episode… Email marketing promises big returns, but many brands unknowingly sabotage their success. They blast generic campaigns, over-segment based on recency, and trigger inbox fatigue that leads to declining engagement, retention, and revenue. How can e-commerce brands rebuild trust, retain overlooked buyers, and turn emails from a cost center into a compounding asset? Neuroscientist turned machine learning strategist Daniel Brady has developed a behavior-driven approach to email marketing. By analyzing long-term customer behavior beyond recent clicks, brands can use intelligent segmentation to both reduce email volume and boost conversions. Daniel recommends recategorizing inactive subscribers, validating leads before sending campaigns, and treating email engagement as a dynamic two-way relationship. He also emphasizes the importance of rethinking post-signup flows, preventing deliverability spirals, and aligning marketing cadence with buyer behavior. Join William Harris in today’s episode of the Up Arrow Podcast as he chats with Daniel Brady, Co-CEO of Orita, about turning email marketing into a scalable, intelligent revenue driver. He explains how neuroscience informs strategic audience segmentation, the impact of acquisition on retention, and how to adapt as you scale.

Matt Kovacs is the President and Lead Strategist at Blaze PR, a boutique PR agency that works with lifestyle brands. With over two decades of experience in PR and marketing, he has led campaigns for major brands like ESPN, Honest Tea, and Marriott Hotels. Matt specializes in helping brands leverage PR to attract investments, shape category dynamics, and build reputations that convert. In this episode… For consumer brands aiming to scale, public relations often feels like an uncertain investment. While performance marketing offers measurable ROI, PR can seem intangible, focusing more on image than impact. How can founders ensure their PR efforts support business outcomes like fundraising, acquisition, or retail expansion? Public relations strategist Matt Kovacs has developed a practical framework for aligning PR with business goals. He emphasizes the importance of clarifying a brand’s objectives before launching any campaign, whether building thought leadership, category awareness, or retail traction. Matt recommends building cross-functional buy-in, investing in influencer product sampling, and leveraging media audits and strategic messaging to improve placement outcomes. To quantify results, he suggests using tools like an “impact index” to rate coverage based on business-relevant criteria. In today’s episode of the Up Arrow Podcast, William Harris sits down with Matt Kovacs, President and Lead Strategist at Blaze PR, to discuss how to execute PR that drives measurable business growth. He talks about aligning PR with acquisition or retail goals and best practices for media training, leveraging influencer partnerships, and supporting founder-led storytelling.

Dani Dufresne is an Emmy Award-winning executive producer and the Founder of The Auxiliary Co, which provides executive production, consulting, and creative project management for top agencies and brands. With over two decades of experience spanning broadcast, digital, experiential, and branded content, she has led high-impact campaigns for major brands, including Nike, Apple, Google, and Sephora. Dani also serves as an agency leadership consultant, helping creative agencies navigate growth, sales, and operations. In this episode… Many brands struggle to create content that truly connects, let alone converts. In a fragmented digital landscape dominated by short-term thinking and data overload, creative work is often diluted, reactive, and forgettable. How can marketers craft branded content that captures attention, earns trust, and builds a lasting community? Emmy Award-winning executive producer Dani Dufresne urges brands to stop chasing trends and start building deeper relationships through clear, bold, and emotionally resonant storytelling. Integrating media strategy earlier in the process and investing in long-term thinking can dramatically improve creative outcomes. Dani emphasizes thoughtful execution, creative bravery, and audience empathy as the keys to developing a sustainable, long-term creative strategy. In this week’s episode of the Up Arrow Podcast, William Harris chats with Dani Dufresne, Founder and Executive Producer of The Auxiliary Co, about how to produce branded content that converts. Dani shares how misaligned incentives break creative, why building slow beats burning fast, and what brands can learn from influencers and legacy agencies.

Carly Chenault is the Founder of MARKET EDIT, a strategic advisory and media firm that shares retail strategy and cultural insights through its publication, Retail Roundtable. With over 15 years of experience in retail and luxury brand strategy, she covers fashion and retail trends to empower emerging founders. Carly is also an Advisor at Need It For Tonight, a same-day fashion delivery platform. In this episode… Many retail brands believe they’re delivering a compelling customer experience until sales dip and consumers lose interest. Why do so many businesses miss the signs that their customer relationships are slipping? Even with a solid product and strong brand recognition, growth can plateau when companies ignore evolving customer behavior, overlook internal leadership shortcomings, and fail to adapt their strategies. How can brands remain relevant in today’s retail environment? According to fashion and retail strategist Carly Chenault, overcoming growth plateaus requires founder self-awareness, customer insight, and adaptability. She recommends employing structured experimentation, building community by integrating physical and digital retail experiences, and leveraging technology like digital try-ons and wardrobe AI to streamline the customer experience. Carly also advises innovating with intention, collecting customer feedback, and prioritizing ease, trust, and transparency in customer interactions. Tune in to this episode of the Up Arrow Podcast as William Harris invites Carly Chenault, Founder of MARKET EDIT, to discuss scaling a retail brand by transitioning back into brick-and-mortar. Carly talks about building a community through immersive pop-ups, the psychology of retail layouts, and how to fail strategically.

Robert Gilbreath is a fractional executive specializing in CEO, CMO, and COO roles for SaaS and e-commerce companies. He provides consulting services in areas including go-to-market strategies, SEO, product development, and C-suite coaching. Robert is also an Executive at Rivur, a technology startup for managing construction projects online. Previously, he served as the Vice President and General Manager of ShipStation, where he led teams of over 175 employees and managed substantial marketing budgets. In this episode… Running a business requires constant decision-making, but over time, even high-performing leaders can find themselves mentally drained. The barrage of choices, from the smallest daily tasks to high-stakes strategic moves, can lead to decision fatigue, quietly killing momentum, clarity, and joy. How can founders and executives protect their mental energy while leading effectively? According to fractional executive Robert Gilbreath, leaders can reduce decision fatigue by simplifying routines, creating clear macro-level goals, and building frameworks that empower teams to make decisions independently. He suggests documenting your decision-making process, blocking out your calendar, and leveraging structured frameworks like SBAR (situation, background, assessment, recommendation) and the double diamond diagram to clarify problems and guide teams. Additionally, prioritizing sleep and exercise and reducing unnecessary decisions allows founders and leaders to preserve mental clarity for crucial choices. In this episode of the Up Arrow Podcast, William Harris interviews Robert Gilbreath, fractional executive CEO, CMO, and COO, about overcoming decision fatigue in business leadership. Robert talks about breaking decision-making paralysis, how fear impacts leadership choices, and how to empower teams to make informed decisions.

Panagiota Hatzis is the VP of Human Resources at HexClad Cookware, a hybrid cookware company. With over 15 years of experience in HR, she has led people and teams through hyper-growth, global expansion, and major cultural transformation. Panagiota is also an Executive Coach at MentorPass and Leaderology. Before HexClad Cookware, she was the Vice President of Human Resources at Common Thread Collective, where she helped scale the company from 20 to 80 employees across 10 states. In this episode… Scaling a company from $10 million to $100 million requires more than just great products or marketing; it demands an intentional and strategic approach to building and leading teams. Yet many leaders overlook people operations as a vital growth lever, treating HR as an administrative function rather than a revenue and culture driver. How can businesses rethink their people strategy to avoid burnout, misalignment, and stalled growth? People operations and organizational psychology expert Panagiota Hatzis emphasizes repositioning HR as a strategic business partner aligned with EBITDA goals. This requires maintaining relational equity — trust and mutual respect — between leaders and teams and optimizing processes to minimize burnout. Building culture intentionally through frequent communication, transparency, and accountability is crucial for maintaining alignment as you scale to the next stage of revenue. In this episode of the Up Arrow Podcast, William Harris interviews Panagiota Hatzis, VP of Human Resources at HexClad Cookware, about using people operations as a strategic growth engine. She explains how to encourage guilt-free time off for employees, the difference between effort and authentic business results, and how to close the gap between leadership intent and the employee experience.

Sam Nebel is the Co-founder and Chief Commercial Officer of Goodwipes, an eco-friendly personal care brand known for its flushable and biodegradable wipes. He launched the brand with his college friend to create a stigma-free alternative to traditional bathroom products. Sam is also a board member of the Responsible Flushing Alliance and was a Regional Manager and a founding team member at Party Degree, where he catalyzed the growth of one of its branches to over seven figures in annual event and nightclub sales. In this episode… Some consumer products entrepreneurs stall when trying to scale from $10 to $100 million in revenue. They often underestimate operations, overestimate the impact of marketing, and delay building scalable systems until it’s too late. What does it take to build a durable, category-leading brand that lasts? Operations-focused entrepreneur Sam Nebel scaled his brand by committing to operational excellence, product superiority, and category leadership. He emphasizes the importance of establishing supplier relationships early, hiring specialized talent to elevate execution, and prioritizing product quality and the consumer experience. Data-driven decision-making is crucial for outperforming the competition and positioning your brand as a category leader. Sam also recommends planning your infrastructure ahead of growth by reverse-engineering from long-term goals and identifying the capacities, vendor relationships, and supply chain redundancies needed to scale. In the latest episode of the Up Arrow Podcast, William Harris sits down with Sam Nebel, Co-founder and Chief Commercial Officer at Goodwipes, to discuss building and scaling a high-performing CPG brand. Sam talks about shifting your role as a founder to scale, how operations impact product performance, and the value of consumer-driven product design.

William Harris is the Founder and CEO of Elumynt, an e-commerce growth agency focused on profit through hyper-scaling. Elumynt has been featured in Inc. Magazine as an Inc. 5000 Winner and Best Workplace Winner. William has helped acquire 13 companies, including one that sold to GoDaddy. He’s also published over 200 articles on the topic of e-commerce in Entrepreneur, Fast Company, Shopify, and more. In this episode… Scaling an e-commerce brand from $10 to $100 million requires forward-thinking strategies and adaptability. Many companies rely too heavily on what worked during earlier growth stages, underinvest in systems, and fail to evolve leadership. In a rapidly shifting market flooded with noise, how can brands future-proof their strategy and leverage AI without losing their human touch? As an AI chatbot developed by xAI, Grok outlines a detailed 12-month growth playbook rooted in strategic diversification, operational upgrades, and smarter hiring. Grok emphasizes the importance of accurate attribution when expanding marketing channels, leveraging AI for hyper-personalized customer journeys, and setting strict performance benchmarks to know when to pivot or cut tactics. However, AI is not a silver bullet; if a brand lacks a compelling product or clear value proposition, no algorithm can compensate. AI should act as a strategic enhancer rather than a crutch. In today’s exclusive episode of the Up Arrow Podcast, William Harris interviews Grok, created by xAI, about using AI to scale e-commerce brands. Grok shares what an AI-first brand will look like in 2030, whether AI can become truly conscious, and the ethical concerns about its rapid development.

Caitlin Choate is the Global Head of Marketing at Boatsetter, a peer-to-peer boat rental platform. With nearly 15 years of experience building disruptive brands, she has led marketing efforts at companies like TOMS, Google’s Nest, Airbnb, and Yumi. Caitlin’s work has been recognized by Cannes Lions and the Webby Awards for innovation and storytelling. In this episode… Marketing isn’t just transactional; it requires building emotional resonance with customers through memorable experiences with a brand. It’s easy to sell a product, but how do you sell a lifestyle, a sense of identity, or even a community? How can companies balance bold creativity with performance and data-driven ROI? Brand builder and creative marketer Caitlin Choate believes that connecting with customers emotionally begins by designing marketing that mirrors real-life human experiences. She recommends leveraging user-generated visuals, generating stories that emphasize emotional connection over product specs, and integrating creative, data, and performance teams. Caitlin also highlights the value of running measurable, high-reward experiments to foster brand growth and category domination. In this episode of the Up Arrow Podcast, William Harris converses with Caitlin Choate, Global Head of Marketing at Boatsetter, about turning product transactions into lifestyle-driven brand movements. Caitlin discusses brand versus performance alignment, using PR and influencers as a storytelling medium, and why cultivating serendipity can catalyze unexpected career opportunities.