
Hosted by Onwardly
Upwards is the podcast making security accessible for startups and tech leaders. Phil Howie, founder and CEO of cloud security platform Onwardly, chats candidly to startup founders and tech pros about their security and leadership journeys.
25 episodes · publishes weekly · latest 2023-07-28 · ~26 min/episode
Rank
#4275
Substance
54.0
/ 100
Breakdown
Scored 2026-07
Updated monthly
Across the index
#4275 of 6183
Substance
Top 69%
outscores 31% of the index
Upwards ranks #4275 on The B2B Podcast Index with a substance score of 54.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and insight density. Pip Spyksma is a legitimate practitioner with five years running a people/culture/recruitment consultancy specifically serving early-stage startups, giving her cross-portfolio pattern recognition; however she is an advisor rather than a founder who has personally scaled a company, which limits the depth of hard-won operational experience on display.
Averaged across 1 recently scored episode, with cited evidence.
There are a handful of useful practical observations - the 15-25 employee tipping point, the lines-of-communication math, and the operational/leadership/cultural three-part silo framework - but the bulk of the episode is padded with mutual affirmation, anecdotes, and high-level platitudes that add little for a seasoned operator.
“when you have 10 people, that's 45 lines of communication. So if you're just letting things naturally evolve, there's just so much room for error”
“taking time to look at the organizational structure...what your organizational structure would look like in order to deliver $10 million versus where it is now, $1 million”
Every major concept - psychological safety, culture must be designed not accidental, values must be lived not just posted on walls, 7 direct report limit - is well-established and widely circulated; there is no contrarian argument or first-principles reasoning that a B2B operator would find genuinely novel.
“there's a really, it's. I'm glad this term is gaining heaps attraction of psychological safety”
“it's not enough to have them and to slap them on the wall, but how do they dictate the behaviors”
Pip Spyksma is a legitimate practitioner with five years running a people/culture/recruitment consultancy specifically serving early-stage startups, giving her cross-portfolio pattern recognition; however she is an advisor rather than a founder who has personally scaled a company, which limits the depth of hard-won operational experience on display.
“Sprout's been around five years and it is people culture and recruitment for high growth and early stage businesses”
“starting to gather the three key problems that every single one of our customers was facing”
A few concrete data points appear (15-25 tipping point, the 45 lines-of-communication figure, a passing reference to Octopus/donut Slack pairings) but there are no named client outcomes, no revenue or retention metrics, no case studies, and the $1M vs $10M org structure example is purely illustrative rather than evidenced.
“there's even been like, I think Harvard Business Review articles written about why does everything break when you hit 20 employees”
“I think there's a company called Octopus and they do donut time and they'll set people up on slack, randomly peer them”
The host asks broadly structured questions that keep the conversation moving, but he frequently answers his own questions with extended anecdotes (Pushpay, the Slack emoji story) rather than pressing the guest for specifics; there is no meaningful challenge to any claim made and follow-ups rarely probe deeper than restating the point.
“What breakage points do you see in this, in the growth evolution of companies?”
“Is there anything else you thought of Pip did in terms of helping people? You know, that kind of go from this is not my problem”
First period on the Index - history builds from here.
1 scored on substance · 25 tracked in total.
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