E16: The Pricing Playbook
1 to 10025 Jul 2025

E16: The Pricing Playbook

In this episode of The SaaS Operators, we dive into Prime Day data, shifting consumer behavior, and what it signals about the broader slowdown in e-commerce.


Jeremiah breaks down why Prime Day underperformed and why Amazon is no longer the discovery engine it once was. We explore how DTC brands are getting squeezed and why the winners are pulling further ahead.


Rishabh raises tough questions around pricing strategy, flat-rate ceilings, and whether today’s growth is just pulling forward demand. We talk through SaaS retention, CAC misalignment, and why median order value might be the better metric.


Zach shares how one DTC brand rebuilt their business from the ground up post-tariffs and the pricing insights that unlocked their next wave of growth.


We also go deep on nostalgia-driven investing, broken brand stories like Harley-Davidson and Kodak, and the case for a PE fund that buys and revives brands built on childhood memories.


The episode closes with a debate on flat pricing, competition, NRR tradeoffs, and whether private equity will start using AI agents to turn around bloated service-heavy SaaS companies.

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Episoder(53)

E67: How to create an AI team with August

E67: How to create an AI team with August

In this episode of 1 to 100, Jack, Jeremiah, and Rishabh discuss AI adoption, token budgets, and how they organize work for agents.The discussion opens with AI-generated documents and the time they ta...

22 Sep 30min

E66: Revenue Solves Every Problem with Andrew J Faris

E66: Revenue Solves Every Problem with Andrew J Faris

In this episode of 1 to 100, Andrew Faris joins us to talk about scaling an agency when the details matter, what should be automated, and what still needs a strong operator in the loop.Andrew explains...

15 Sep 44min

E65: Building an Ad Platform

E65: Building an Ad Platform

In this episode of 1 to 100, formerly the SAAS Operators podcast, Gabriel and Jordi from Publicit join us to talk about making connected TV, digital out of home, and other ad inventory accessible to s...

10 Sep 52min

E64: Profitable Marketing with Bryan Bumgardner

E64: Profitable Marketing with Bryan Bumgardner

In this episode of 1 to 100, formerly The SAAS Operators Podcast, Bryan Bumgardner from Northbeam joins us to talk about AI adoption, measurement, software moats, and how Northbeam is growing.We start...

3 Sep 49min

E63: The AI War Machine with Rabah Rahil

E63: The AI War Machine with Rabah Rahil

In this episode of 1 to 100, formerly The SAAS Operators, Rabah Rahil joins us to talk about what software businesses look like when AI makes development cheaper, increases leverage, and changes how c...

26 Aug 48min

Building David with Brandon Doyle

Building David with Brandon Doyle

In this episode of 1 to 100, formerly The SaaS Operators , Brandon from DAVID AI joins us to talk about building an AI transformation company across e-commerce, construction, law, and other industries...

19 Aug 43min

E61: How Alex Persson Rebuilt Privy

E61: How Alex Persson Rebuilt Privy

In this episode of 1 to 100, formerly The SaaS Operators Podcast, Alex Persson joins us to talk about rebuilding Privy after it went from a nine-figure acquisition to a business that was close to wort...

17 Aug 45min

A big announcement....

A big announcement....

Jeremiah is officially a free agent.In this episode, we talk about his departure from KnoCommerce and Stamped, what he learned operating inside Tiny, and the decision he now faces, take a break, spend...

17 Aug 1h 5min

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