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A Digital Strategy Podcast
Tennis
26 episodes
1 hour ago
A Digital Strategy Podcast explores how design, technology, and business intersect to shape the way organizations grow and adapt. Through thoughtful discussions and interviews with leaders in tech, design, brand, and marketing, the show shares practical strategies, frameworks, and stories for navigating today’s digital landscape. Hosted by the team at Tennis, the podcast blends sharp takes on the industry with candid conversations about the systems, tools, and decisions that drive lasting impact.
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Management
Arts,
Technology,
Business,
Design
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All content for A Digital Strategy Podcast is the property of Tennis and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
A Digital Strategy Podcast explores how design, technology, and business intersect to shape the way organizations grow and adapt. Through thoughtful discussions and interviews with leaders in tech, design, brand, and marketing, the show shares practical strategies, frameworks, and stories for navigating today’s digital landscape. Hosted by the team at Tennis, the podcast blends sharp takes on the industry with candid conversations about the systems, tools, and decisions that drive lasting impact.
Show more...
Management
Arts,
Technology,
Business,
Design
Episodes (20/26)
A Digital Strategy Podcast
How to Choose the Right Design Dev Agency: What Most Teams Miss
In this conversation, Symon Oliver and Marcello Gortana discuss the complexities of selecting the right website design and development agency. They explore the prevalent mistrust among buyers in the industry, the importance of having a comprehensive brief, and the key factors to consider when evaluating potential agencies. The discussion emphasizes the significance of agency processes, technology expertise, portfolio analysis, cultural fit, and ongoing support. They also provide practical questions for clients to ask before hiring an agency, aiming to equip listeners with the knowledge to make informed decisions in their vendor selection process.
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4 days ago
27 minutes 17 seconds

A Digital Strategy Podcast
The Ultimate Guide to Choosing the Right CMS for Your Business
In this conversation, Symon Oliver and Marcello Gortana discuss various content management systems (CMS) and their implications for businesses. They explore the risks associated with third-party integrations, the evolution of CMS platforms, and the importance of evaluating options based on specific business needs. The discussion covers site builders, traditional CMS, headless CMS, and enterprise solutions, highlighting the pros and cons of each. They also touch on the role of open source in CMS choices and the emergence of digital experience platforms (DXP).
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1 week ago
33 minutes 16 seconds

A Digital Strategy Podcast
CMS Reality Check: Navigating the CMS Landscape
In this episode, Symon Oliver and Marcello Gortana delve into the world of Content Management Systems (CMS), exploring various types such as traditional, headless, and enterprise CMSs. They discuss the pros and cons of each, providing insights into what to look for and avoid when choosing a CMS. The conversation also touches on the scalability of different CMS platforms and their suitability for various business needs.
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2 weeks ago
21 minutes 22 seconds

A Digital Strategy Podcast
CMS Reality Check: Scale, Workflow and Tech Debt
This week, we talk through the red flags that show up long before a CMS becomes a problem. Slow publishing, brittle layouts, broken plugins, tech-stack friction—if any of this sounds familiar, it might be time to rethink your platform. We cover the core criteria teams should use when evaluating their next CMS.
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3 weeks ago
18 minutes 24 seconds

A Digital Strategy Podcast
Why Complex Projects Fail Before They Even Start
In this conversation, Symon Oliver and Marcello Gortana delve into the intricacies of managing complex projects. They explore what defines project complexity, the impact of that complexity on project management, and the critical role of discovery in navigating these challenges. The discussion emphasizes the importance of clarity, structured approaches, and effective communication among stakeholders to ensure successful project outcomes.
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1 month ago
19 minutes 12 seconds

A Digital Strategy Podcast
From Maintenance to Value: Rethinking Website Support Models
In this conversation, Symon Oliver and Marcello Gortana discuss the critical role of vendor support in website management. They explore the differences between good and bad support, the pitfalls of traditional support models, and the importance of shifting from a reactive support mindset to a partnership approach. The discussion emphasizes the need for value-driven retainers, the significance of knowledge transfer, and the red flags to watch for in vendor relationships. Ultimately, they highlight the challenges clients face in finding the right vendor partnership that aligns with their goals.
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1 month ago
21 minutes 43 seconds

A Digital Strategy Podcast
Web Design vs UX Design: What is the difference, and why UX wins long term
In this conversation, Symon Oliver and Marcello Gortana explore the distinctions and overlaps between UX design and web design. They discuss the evolution of these fields, the importance of treating websites as products, and the role of user experience in achieving business goals. The conversation emphasizes the need for continuous improvement and the challenges of defining roles within the design industry.
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1 month ago
21 minutes 3 seconds

A Digital Strategy Podcast
How to Plan a Website (Without These 7 Costly Errors)
In this conversation, Symon Oliver and Marcello Gortana discuss the intricacies of project management and vendor sourcing in digital transformation projects. They emphasize the importance of clear scoping, defining objectives, and involving stakeholders early in the process. The discussion also covers budgeting strategies and the significance of framing problems rather than solutions when initiating projects. The conversation concludes with a recap of key takeaways for marketers to ensure successful project execution.
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1 month ago
29 minutes 45 seconds

A Digital Strategy Podcast
7 AI Traps Killing UX Right Now and How to Avoid Them
In this conversation, Symon Oliver and Marcello Gortana discuss the evolving landscape of AI, focusing on significant developments such as Nvidia's massive investment in OpenAI. They explore different types of thinkers in the AI space, from pioneers to purists, and delve into the implications of AI on design and UX. The discussion also covers the 'Seven Deadly AI Sins' for UX professionals, emphasizing the need for critical thinking in the face of rapid technological advancement. Finally, they touch on speculative design as a means to envision a better future, drawing parallels to historical design practices.
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2 months ago
26 minutes 31 seconds

A Digital Strategy Podcast
Weekly Set: Design Thinking Is Out. Embedded AI Engineers Are In.
Ultra-walking, AI flops, and the slow death (and rebirth) of design thinking. We unpack OpenAI's new Forward Deployed Engineer role, why 95% of enterprise AI projects stall, and how design lost its strategic seat. Plus: Toronto's suffer-fest walking trend, car UX done right (hello, 360° sensors), and a quick detour through travel chaos with kids. (Short alt:) Walking trends, failing AI rollouts, and why design must be more than pixels.
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2 months ago
27 minutes 57 seconds

A Digital Strategy Podcast
Weekly Set: WCAG 3.0, Olivetti, and the AI Squeeze
A catch-up from Florence to typewriters to tech. We swap travel war stories (kids, lounges, gelato), then dig into WCAG 3.0's shift to bronze/silver/gold and what broader accessibility means for apps, VR/AR, and AI. We compare notes on AI's impact on agency margins, why generalists may have the edge, and how productization invites copyable workflows. Plus a quick detour through Italian design history—Olivetti's design-led culture and its influence on Apple—and a peek at CMA councils, speaking gigs, and early podcast metrics. All roads lead back to systems, not just screens. Alt (short): Airports, AI, accessibility, and Olivetti—why the future of design is systems, not just screens.
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2 months ago
37 minutes 56 seconds

A Digital Strategy Podcast
Weekly Set (vibe-cast): Pizza Intelligence, Fake MVPs, and Music is Dead
Marcello and Symon vibe-cast through the collapse of several industries while remaining oddly optimistic. The duo opens by confronting the death of human music via Suno AI (RIP popular music), before diving into the Financial Times' report on "Google Zero" - the race to zero organic traffic as AI search cannibalizes the entire internet. Marcello shares Ethereum's shocking discovery of user experience (only took them until 2026), promising to cut transaction times from a leisurely 19-minute coffee break to 15 seconds. Simon counters with MIT data showing 95% of enterprise AI projects are failing spectacularly, though mostly because nobody knows how to measure "vibes improved by ChatGPT." The conversation peaks with the Pentagon Pizza Index - a real website tracking Domino's deliveries to predict global crises - which somehow connects to Polymarket, where $56 million is currently riding on Federal Reserve decisions and Bad Bunny vs. Taylor Swift supremacy. They close with a requiem for the term "MVP," which has apparently lost all meaning in the wild, suggesting we just accept that proof-of-concepts are the new MVPs and MVPs are now just... the entire product. Also discussed: AI scrapers destroying websites, why UX designers should just call themselves web designers, and Marcello's shocking exit from the Ethereum game.
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2 months ago
28 minutes 1 second

A Digital Strategy Podcast
Weekly Set - Symon's PSA: AI Hype, Job Cuts, and the Future of Work
A candid 30-minute conversation between Symon and Marcello about algorithms, AI in the workplace, and the "fast fashion" era of SaaS. From LinkedIn rage-bait to AWS' stance on junior developers, they unpack hype, anxiety, and what democratized AI means for small teams, security, and creativity.
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3 months ago
26 minutes 20 seconds

A Digital Strategy Podcast
Accessibility Compliance for Marketers: Stay Legal, Stay Inclusive
Free Accessibility Audit Here!! https://www.designtennis.com/microsites/is-your-website-truly-accessible-find-out-now Don’t let accessibility issues put your business at risk. Discover how marketers can audit their websites, identify compliance gaps, and apply actionable fixes to meet AODA and ADA requirements. Learn more at: https://www.designtennis.com/microsites/is-your-website-truly-accessible-find-out-now Watch more videos at: / @tennis7631 Follow us on Instagram @tennis.digital Follow us on Linkedin https://www.linkedin.com/company/designtennis
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7 months ago
35 minutes 8 seconds

A Digital Strategy Podcast
Ep 12. What is Design?
What exactly is design? Design is a broad and multi-faceted field that spans various industries and disciplines. From graphic design to industrial design, from fashion design to web design, the concept of design is ever-present in our daily lives. But what exactly is design, and how does it impact our world? Co-founders Symon and Marcello of Tennis Inc, a user experience design firm, explore what they think design means from the context of web and user experience. They explore how they would define design, the different viewpoints of design from an aesthetic and planning perspective, how web design is a unique discipline, de-risking, and the importance of being agile in how you work as a designer.
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2 years ago
28 minutes 10 seconds

A Digital Strategy Podcast
Ep 11. Brand Economics with Mark Radha
We are back after a long hiatus with a new format discussing the role of digital and design in society, entrepreneurship, and businesses. In this episode, we dive deep into Brand Economics with Mark Radha a self-proclaimed "finance geek" and brand strategist who combines behavioral science and econometrics to formulate a data-backed strategy called Brand Economics which Mark has leveraged with tier 1 brands such as GE, Facebook, Cirque du Soleil, Canada Goose, SickKids, and Deloitte, to name just a few.
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3 years ago
46 minutes 44 seconds

A Digital Strategy Podcast
Nick Hobson
This week we wrap up our series with Nick Hobson, Ph.D. Chief Behavioral Scientist at The Behaviorist. In this episode, we talk with Nick about the origin of behavioural insights teams in government; and how the pandemic has pushed behavioural science back into the “lab of real-life.” This is our final episode in the series, and we are going to begin exploring some new themes moving forward. It has been an incredible experience, thanks for listening!
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5 years ago
36 minutes 34 seconds

A Digital Strategy Podcast
Emma Quin
In this episode, we speak with Emma Quin, Executive Director of The Textile Museum of Canada about re-opening and how organizations like Museums will have to evolve and adapt as they reopen in waves.
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5 years ago
36 minutes 35 seconds

A Digital Strategy Podcast
Shane Saunderson
We have 3 episodes left in our survive and thrive series before we end the series and archive it as a moment in time that we all experienced together. In this episode, we speak with Shane Saunderson co-founder of AI startup Babbly and currently researching human-robotic interactions during his PhD. We had a super interesting conversation about the evolution of robotics spurred by what we are currently experiencing through physical distancing.
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5 years ago
38 minutes 50 seconds

A Digital Strategy Podcast
Tatiana Soldatova
In our most recent episode we speak with Tatiana Soldatova, Managing Director and Co-Founder of Syllable, an architecture and interior design company. We talked about how the interior design industry has been affected and how physical distancing may change how we think about designing workspaces.
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5 years ago
30 minutes 16 seconds

A Digital Strategy Podcast
A Digital Strategy Podcast explores how design, technology, and business intersect to shape the way organizations grow and adapt. Through thoughtful discussions and interviews with leaders in tech, design, brand, and marketing, the show shares practical strategies, frameworks, and stories for navigating today’s digital landscape. Hosted by the team at Tennis, the podcast blends sharp takes on the industry with candid conversations about the systems, tools, and decisions that drive lasting impact.