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Upwards

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

Startups & Founders rank

#619 of 923

Best B2B Startups & Founders Podcasts →

Across the index

#4275 of 6183

Substance

Top 69%

outscores 31% of the index

Why it scores where it does

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.

The five-dimension breakdown

Averaged across 1 recently scored episode, with cited evidence.

Insight Density

11.0 / 20

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”

Originality

9.0 / 20

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”

Guest Caliber

13.0 / 20

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”

Specificity & Evidence

10.0 / 20

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”

Conversational Craft

11.0 / 20

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”

Standout episodes

  • Creating a culture of ownership beyond the tech team | Pip Spyksma from Sprout NZ

    2023-07-28

    54

Rank over time

First period on the Index - history builds from here.

Episodes

1 scored on substance · 25 tracked in total.

  • Creating a culture of ownership beyond the tech team | Pip Spyksma from Sprout NZ

    2023-07-28 · 31 min

    54 / 100

Frequently asked

What is Upwards's substance score?
Upwards scores 54.0 out of 100 for substance and ranks #4275 on The B2B Podcast Index. That puts it ahead of 31% of the B2B podcasts we rank and #619 of 923 in Startups & Founders. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Upwards worth listening to?
Upwards is ranked on The B2B Podcast Index with a substance score of 54.0/100. See the five-dimension breakdown above to judge whether it fits what you're after.
Who hosts Upwards?
Upwards is hosted by Onwardly.
How often does Upwards publish?
Upwards publishes weekly, has 25 episodes, released its most recent episode on 2023-07-28.
Which Upwards episode should I start with?
Our highest-scoring recent episode is "Creating a culture of ownership beyond the tech team | Pip Spyksma from Sprout NZ" (54/100) - a good place to start.

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Guests who've appeared

Pip Spyksma

Topics this show covers

The themes that come up most across this show's episodes.

Psychological safetyOrganizational structurecross-functional collaborationDistributed teamsSilosSprout NZpeer recognition systemsOctopus (Slack donut tool)all-hands meetingsleadership layers

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