
Hosted by Peter Maddison and Dave Sharrock
Adopting new ways of working like Agile and DevOps often falters further up the organization. Even in smaller organizations, it can be hard to get right. In this podcast, we are discussing the art and science of definitely, maybe achieving business agility in your organization.
226 episodes · publishes weekly · latest 2026-07-02 · ~27 min/episode
Rank
#2113
Substance
66.8
/ 100
Breakdown
Scored 2026-07
Updated monthly
Across the index
#2113 of 6183
Substance
Top 34%
outscores 66% of the index
Definitely, Maybe Agile ranks #2113 on The B2B Podcast Index with a substance score of 66.8 out of 100, scored across 5 recent episodes. It scores highest on insight density and conversational craft. The episode offers moderate substance with some concrete learnings around data quality, human-in-the-loop validation, and AI adoption patterns, but relies heavily on exploratory discussion and surface-level observations rather than novel frameworks or deep analysis. Several points (nimbleness, compliance as market signal, MCP workflows) feel underdeveloped or speculative rather than backed by operational depth.
Averaged across 5 recently scored episodes, with cited evidence.
The episode offers moderate substance with some concrete learnings around data quality, human-in-the-loop validation, and AI adoption patterns, but relies heavily on exploratory discussion and surface-level observations rather than novel frameworks or deep analysis. Several points (nimbleness, compliance as market signal, MCP workflows) feel underdeveloped or speculative rather than backed by operational depth.
“Data quality is important. An example I'm seeing now is with our conference call transcripts endpoint. We recently created a product that transcribes earnings conference calls, and it utilizes AI under the hood to transcribe speaker names, but the AI is just looking at the audio and it doesn't have a great enrichment engine to properly transcribe those names.”
“My biggest learning is that so much changes so quickly with AI, and every week there's a new advancement. So my biggest learning is just to be nimble and adaptive.”
The core ideas - humans in the loop for quality assurance, compliance as competitive signal, adaptability in AI adoption - are increasingly standard in B2B tech discourse circa 2024-2025. The specific application to financial data is useful but not contrarian. The MCP discussion is forward-looking but vague and not distinctively original thinking.
“I think having a human in the loop nowadays is as important as ever.”
“If you've done the work to invest in your security posture, both from a time and money standpoint, you're a legitimate business.”
Tommy Cotter is a relevant operator with real responsibility for data products at a 15-year-old financial platform processing significant volume and complexity. He speaks from lived experience scaling AI and data infrastructure. However, he is not a founder or C-level executive with broader strategic mandate, which limits the seniority bar; his role is specialized (director of data products) rather than broadly applicable to diverse B2B operators.
“My name's Tommy Cotter. I'm a director of data products at Benzinga.”
“I'm mostly focused on the licensing side of our business. All of the news content and data within Benzinga, all that outbound flow to other businesses where they may use that data and white label it within their platforms.”
The episode includes some concrete examples (earnings call transcription, SEC releases, SOC2/GDPR compliance, speaker name enrichment), but lacks quantitative metrics, timelines, business impact figures, or detailed failure/success stories. The financial arbitrage example is illustrative but anecdotal. Most claims remain at the level of 'we're doing X' rather than 'X generated Y% improvement' or 'we had Z problem that cost us.'
“A lot of times the official SEC document for an earnings release will come out at say 4 p.m. And investors maybe buy based on what's in that official document. And then an hour or two later, the official conference call happens where the executive is speaking about how the company performed. And a lot of times investors will find one nugget of information in that earnings call that contradicts what they just previously read in the SEC release.”
“We're focusing on our SOC2 and GDPR compliance.”
The hosts ask reasonable follow-up questions and show domain familiarity, but the conversation rarely pushes back, challenges claims, or explores contradictions. Questions are often open-ended and exploratory rather than sharp. The hosts occasionally offer their own takes (e.g., Peter on orchestration engines) but don't use them to pressure the guest or test his thinking. The exchange feels collegial but lacks productive tension.
“Can I just... what has changed in 15 years?”
“Can you describe what nimble looks like?”
2026-07-02
First period on the Index - history builds from here.
10 scored on substance · 61 tracked in total.
Organizational Honesty in Agile Teams
2026-07-02 · 18 min
AI Is Speeding Up Delivery. Are You Building the Right Thing?
2026-06-25 · 18 min
Data, AI, and Knowing When to Let Go - with Tommy Cotter
2026-06-18 · 26 min
AI Adoption Starts With How People Think, Not Which Tools They Pick - with Royce Sin
2026-06-11 · 34 min
What Organizations Get Wrong About Junior Engineers and AI
2026-06-04 · 15 min
AI in the room, helping non-technical teams actually use it
2026-05-28 · 17 min
Why Your SDLC Is Broken with Andre Kaminski
2026-05-14 · 46 min
Intent Is Not Enough
2026-05-07 · 14 min
Why AI and PowerPoints Are Quietly Killing Your Product Intent
2026-04-30 · 17 min
Do You Actually Have a Capacity Problem?
2026-04-23 · 20 min
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