Innovation and the Digital Enterprise

DragonSpears
Innovation and the Digital Enterprise

What does it take to keep your organization growing? Innovation and the Digital Enterprise is a podcast dedicated to providing insights and resources to executives and entrepreneurs focused on 10x growth for themselves and the organizations they lead. We interview leaders from early-stage start-ups to billion-dollar enterprises who have boots on the ground experience to distill their lessons from their victories and their failures. Learn how these leaders are organizing their teams, establishing a growth-minded culture, and leveraging new technologies such as DevOps and Cloud. Co-hosts Patrick Emmons of DragonSpears, and Shelli Nelson of Madison Industries, chat with guests such as Gene Kim of the DevOps Enterprise Summit, Mik Kersten of TaskTop, and Thomas South of Northern Trust, to uncover tips, tools, and insights gleaned from spearheading innovation initiatives. Listen Notes

  1. Impatience, Impact, and Exceeding Expectations with Jay Topper

    8H AGO

    Impatience, Impact, and Exceeding Expectations with Jay Topper

    In today’s episode Patrick and Shelli welcome Jay Topper, Chief Customer Officer at Fabric, to discuss his extensive career, leadership practices, and retail trends in 2025. In our wide-ranging discussion, Jay emphasizes the importance of curiosity, self-awareness, and a 'hero culture' within organizations to foster quick and effective change. As an advocate for rapid execution and overcoming complacency, he offers practical advice for leaders to push their teams, but not push them away. Jay unpacks how to strike a balance between speed and thoughtful decision-making to achieve attainable and sustainable successes. (00:23) Welcome Jay Topper(02:15) Jay's Role at Fabric(03:47) Retail Industry Insights for 2025(09:00) Navigating Technology and AI in Retail Tech(14:30) Pushing for Speed in your Teams(23:56) Building a Hero Culture(26:36) Handling Crisis with Levity(29:11) Building Trust in a New Company(41:42) Embracing Impatience(44:31) The Value of Being Proven Wrong(49:02) Closing Thoughts Jay Topper, Chief Customer Officer at Fabric, is a US Army and Coast Guard veteran, who earned a Bachelors degree at the US Coast Guard Academy, and a Masters degree at NYU Tandon School of Engineering. After a decade serving our nation, he’s had an exceptional 30 year civilian career, holding technology leadership roles like Chief Digital Officer, Chief Information Officer, Chief Technology Officer at Chico's FAS, FTD, Vitacost, and Rosetta Stone. He hosts his own podcast for Fabric exploring leadership and retail tech, called “Chiefly Digital.” If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    51 min
  2. Piloting Transformation in Tamper Evident Solutions with Ben Rogers

    JAN 9

    Piloting Transformation in Tamper Evident Solutions with Ben Rogers

    In this episode of Innovation and the Digital Enterprise, Patrick Emmons and Shelli Nelson chat with Ben Rogers, the President of TydenBrooks, a global leader in the manufacture of tamper evident safety and security seals. Ben has had a notable career at Madison Industries, primarily focusing on growth and strategic acquisitions. Ben unpacks his roles, specifically discussing his customer focused approach to innovating tamper evident products. He explains the importance of providing tamper evidence in real-time through digital capabilities, addressing theft and contamination issues in the medical and transportation sectors, and leveraging customer feedback for product development. Ben shares anecdotes from his career, emphasizing the significance of speed and rapid iteration, resource allocation, the value of trust in customer communication, and the role the Covid pandemic played in encouraging leadership growth and transformation. (00:26) Welcome Ben Rogers(01:34) Ben's Role at TydenBrooks(02:43) Innovative Solutions in Tamper Evidence(05:33) Challenges in the Supply Chain(07:19) Career Path and Lessons Learned(11:11) Developing Digital Products(14:07) Customer Collaboration and Feedback(16:39 Reflections on Innovation and Speed(20:26) Final Thoughts  Ben Rogers has spent his entire career at Madison Industries, recently taking on the role of president at TydenBrooks. Previously Ben served as general manager of direct to consumer at Conair Industries. Ben earned his Bachelor of Science in Applied Economics and Management from Cornell University graduating cum laude with concentrations in finance and entrepreneurship. And he was also captain of the Cornell football team. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    22 min
  3. Driving Data-Informed Growth in Financial Services with Michael Lambert

    12/19/2024

    Driving Data-Informed Growth in Financial Services with Michael Lambert

    In this episode of Innovation and Digital Enterprise, we sit down with Michael Lambert, Chief Innovation Officer at Wintrust Financial. Michael discusses his role in driving innovation and technological advancements within Wintrust, focusing on the significant growth and transformation he has witnessed during his tenure. We chat about strategies for leveraging data to make informed decisions, and about the fundamental importance of building strong relationships to fostering a supportive workplace culture. Shelli, Patrick, and Michael discuss the role of AI and automation in the financial services sector and specifically the importance of AI oversight, governance, and human in the loop. Michael shares insights into the ways that Wintrust is able to maintain a community-focused approach while embracing forward-looking technological solutions, like AI. (00:24) Introducing Michael Lambert, Chief Innovation Officer(01:40) Michael's Role at Wintrust Financial(03:14) Technological Innovations at Wintrust(05:50) Maintaining Relationships Amidst Growth(08:46) Leadership and Change Management(13:46) The Role of AI and Automation(16:59) AI Dataset Analysis(20:25) Future of AI and Emerging Roles(26:35) Data Security and AI Training Michael Lambert is the Chief Innovation Officer at Wintrust Financial. Before stepping into his current role, Michael served as the Senior Vice President of IT Services and the Chief Technology Officer at Wintrust. In his early career, he served as Director of Operations at Open Solutions Group, and as Lead Data Proof Operator at Algonquin State Bank. Michael earned a Bachelor of Science in Business Administration and Management from Penn Foster Group. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    29 min
  4. Balancing Security, Trust, and Transformation with Deepak Kaimal

    12/05/2024

    Balancing Security, Trust, and Transformation with Deepak Kaimal

    In this episode of the Innovation and the Digital Enterprise, Shelli and Patrick chat about industry advancements and leadership with Deepak Kaimal, Chief Technology Officer at COMPLY. He was previously CTO at Exostar, and held that role when this episode was recorded. Exostar, founded in 2000 by industry leaders like Boeing, Raytheon, and Lockheed Martin, provides secure collaboration and risk management solutions to the defense and life sciences sectors. Deepak shares his journey from an engineering student in Mumbai to becoming the CTO of this pivotal player in secure technology. We discuss Exostar's mission, the balance between secure collaboration and innovation, and trends in identity and access management. Deepak emphasizes the importance of curiosity, dealing with change, and leading teams in ways that foster a culture that balances trust, security, and innovation. (00:25) Meet Deepak Kaimal(02:49) Deepak's Early Education and Career Journey(07:05) The Founding and Mission of Exostar(10:40) Balancing Security and Innovation at Exostar(16:11) Trends in Identity and Access Management(18:17) Leadership and Technological (22:35) The Excitement of New Tech Advancements(29:13 Final Thoughts and Advice for Leaders Deepak Kaimal is currently the Chief Technology Officer at COMPLY, a compliance solution provider for global financial services firms. Previously, at Exostar, he oversaw the design, development, operations and evolution of The Exostar Platform. Prior to Exostar, Deepak served as CTO at ArrowStream and VP of Engineering at Flexera. Earlier in his career, Deepak held roles at Cars.com, JPMorgan Chase, Rolls-Royce, Capgemini, and Intiqua International.  He earned a degree in Engineering from the University of Mumbai. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    31 min
  5. Manage Complexity, Maintain Quality: Hospitality Tech with Jeff Miller

    10/31/2024

    Manage Complexity, Maintain Quality: Hospitality Tech with Jeff Miller

    Today we talk with Jeff Miller, Chief Product Officer at Coates Group, about his extensive experience in retail and restaurant technology, emphasizing the role of digital transformation in enhancing customer and employee experiences across Quick Service Restaurants (QSRs). We explore the integration of digital and in-store experiences, the significance of mobile ordering and loyalty programs, along with the challenges of managing a complex partner ecosystem. Looking forward, Patrick, Shelli, and Jeff discuss AI-driven innovations, the transition from static to dynamic digital environments, and the physical and technological trends that are reshaping the industry. Jeff highlights the importance of scalable innovation, and goes deep on his commitment to balancing technological advancements, while maintaining essential human connections. (00:27) Meet Jeff Miller(01:21) Jeff's Role at Coates Group(03:51) From Construction Engineering to Tech Consulting(11:28) Innovations in the QSR Space(15:28) Global Growth and Customer Connection(15:41) Evolution of Menu Boards(16:17) Optimizing Customer Experience(17:54) Challenges in Restaurant Technology(19:29) Traditional vs. New QSRs(25:42) Future of Customer Interactions Jeff Miller is the Chief Product Officer at Coates Group, and former Vice President of Retail Technology at Foxtrot. He has more than a decade of expertise in the retail and restaurant technology space, specializing in creating modern in-store experiences that seamlessly integrate with digital technology to enhance customer experiences. Prior to his leadership roles, Jeff earned his Bachelor of Science in Engineering from the University of Illinois Urbana-Champaign. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    29 min
  6. Building Collaborative, User-Centered Product Teams with Kal Walkden

    10/17/2024

    Building Collaborative, User-Centered Product Teams with Kal Walkden

    On today’s show, we chat with Kal Walkden, the Vice President of Product Engineering at Double Good. Double Good’s virtual fundraising app connects teams with their supporters to help athletes, coaches, and students raise funds through popcorn sales. Focusing on seamless ease-of-use for both the fundraisers and their supporters, Double Good turns online snack sales into “uniforms, safety pads, cleats, calculators, test tubes, travel opportunities, and brand new experiences.” Kal's extensive expertise in product and technology leadership has been vital in advancing Double Good’s mission. He talks to Innovation and the Digital Enterprise about how Double Good's virtual platform flourished during the pandemic, a key pivot during a moment that challenged traditional in person fundraising.  Kal explains the significance of user-centered design, and the adoption of the Spotify engineering model to enhance his team’s efficiency. We talk hiring practices, core values, future growth strategies, and how Kal’s 25+ years of hands-on leadership has successfully shaped tech-driven organizations. (00:25) Meet Kal Walkden: VP of Product Engineering at Double Good(01:13) Double Good's Journey and Success(06:09) The Spotify Engineering Model(13:51) Implementing the Spotify Model at Double Good(19:38) Challenges and Future Goals Kal Walkden is the Vice President of Product Engineering at Double Good. His past roles include Chief Technology Officer at Paladin; Head of Engineering at HelloFresh; CTO at Lextegrity; CTO at ForeverCar. He currently serves as a mentor at Code Platoon. He holds a Bachelors in Computer Engineering and a Masters in Parallel and Distributed Computing both from Northwestern University.  If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    27 min
  7. How Local Content Creators are Reshaping Marketing with Emily Steele

    10/03/2024

    How Local Content Creators are Reshaping Marketing with Emily Steele

    “It’s marketing through people instead of at them,” says Emily Steele, CEO and Co-founder of Hummingbirds. In this episode of Innovation and the Digital Enterprise we talk with Emily about how Hummingbirds is leveraging hyperlocal content creators to drive brand awareness and sales. Emily shares her journey from running a local marketing agency to founding Hummingbirds, emphasizing the power of word-of-mouth marketing and community-driven content. She explains Hummingbirds’ unique approach of fostering relationships between local businesses and hyperlocal content creators, who serve as community-scale advocates for the brand. We discuss how in our oversaturated digital marketing landscape, Hummingbirds delivers meaningful, authentic, relationship-driven results. We close our conversation chatting about Emily’s future goals and plans for growth, and the challenge of scaling while maintaining that authenticity. (01:28) Emily Steele on the beginnings of Hummingbirds(02:36) The power of local influence(08:12) Scaling, Community Building and Exploring new verticals(11:51) The Hummingbirds community(16:52) Emily's journey to entrepreneurship(18:13) Building a successful brand and Achieving rapid growth(20:36) Strategies for success(24:38) Measuring impact and ROI(27:44) Exciting opportunities ahead(30:29) Fun facts about Hummingbirds Emily Steele is the CEO and Co-founder of Hummingbirds, a SaaS company helping brands connect to local customers through digital word-of-mouth marketing. Before launching Hummingbirds, Emily proved a passionate advocate for local Des Moines businesses as the owner of Love Local. She has a Bachelor's in business administration, from Drake University, and studied at Richmond, the American International University in London. When she’s not championing local business, she helps organize The Water Ride, an annual bike ride that raises funds for clean water efforts in Ghana. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    33 min
  8. Continuous Learning and Sharing from Engineer to Executive with Ann Yeung

    09/19/2024

    Continuous Learning and Sharing from Engineer to Executive with Ann Yeung

    Wouldn’t it be great if your boss had a user guide for achieving success under their leadership? Ann Yeung’s team at GEICO, where she serves as the Vice President of Engineering, Head of Enterprise Engineering, received one. In her “user guide,” Ann shares her expectations, values, and tools for successful collaboration that go well beyond pet peeves to establish communicative, empowered teams.  In this episode, Ann discusses her transition to GEICO and the critical role of managing corporate functions during transformation. She shares her journey from individual contributor to leader and how she applies the lessons she’s learned along the way. Ann offers how her perspective has changed over time, (ex. how experience is important but unique application to any particular scenario is key) and outlines how her leadership values match her personal values: integrity, transparency, and direct communication.  As a leader, Ann ensures that her approach includes two critical elements: understanding the problem from the lens of the business stakeholders and carving out time for reflection. Ann discusses welcoming feedback and challenging her teams with growth opportunities with intentional mentorship. She discusses how, as an engineer at heart, her love of data couples with empirical evidence to guide her decision making and the importance of responsible leadership.  (2:10) – Enterprise engineering at GEICO(4:22) – Playbook for success(8:46) – Transition to leadership(13:46) – “Ann Yeung User Guide”(20:47) – Building relationships and trust(23:34) – Opening the door to feedback(27:52) – Recovery (30:09) – Decision-making(32:06) – Empowering your team Ann Yeung is the Vice President of Engineering, Head of Enterprise Engineering at GEICO. Ann is a senior technology executive and business strategist with over twenty years of experience in various industries, including roles at Northwestern Mutual, Capital One, and US Foods. She is the Director of Women Who Code Chicago Network and serves on the Board of Directors for Chinese American Service League and STEM Forward. Ann earned a bachelor’s degree in computer science and mathematics from the University of Illinois Urbana-Champaign. If you'd like to receive new episodes as they're published, please subscribe to Innovation and the Digital Enterprise in Apple Podcasts, Spotify, or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show. Podcast episode production by Dante32.

    38 min
5
out of 5
12 Ratings

About

What does it take to keep your organization growing? Innovation and the Digital Enterprise is a podcast dedicated to providing insights and resources to executives and entrepreneurs focused on 10x growth for themselves and the organizations they lead. We interview leaders from early-stage start-ups to billion-dollar enterprises who have boots on the ground experience to distill their lessons from their victories and their failures. Learn how these leaders are organizing their teams, establishing a growth-minded culture, and leveraging new technologies such as DevOps and Cloud. Co-hosts Patrick Emmons of DragonSpears, and Shelli Nelson of Madison Industries, chat with guests such as Gene Kim of the DevOps Enterprise Summit, Mik Kersten of TaskTop, and Thomas South of Northern Trust, to uncover tips, tools, and insights gleaned from spearheading innovation initiatives. Listen Notes

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