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The Peel with Turner Novak

Ultimate Startup Growth Playbook, Using AI to Automate Operations | Sam Ross, Numeral

The Peel with Turner Novak

Turner Novak

Technology

4.611 Ratings

🗓️ 8 May 2025

⏱️ 121 minutes

🧾️ Download transcript

Summary

Sam Ross is the Co-founder and CEO of Numeral.

This conversation is a master class on all things growth at the zero to one stage. We talk early growth lessons from Airbnb, and stories from being one of the largest, earliest Facebook advertisers.

We get into working backwards from pockets of strong demand to find business ideas, how to establish early social proof around your product, why you shouldn’t hire a growth person as your first growth hire, how he raised Numeral’s Series A in four days, and why sales tax is so complicated and how they’re using AI to make it easy.


Timestamps:

(3:03) Why sales tax is so complicated

(8:06) Running crazy Facebook ads in 2013

(11:58) Why you need to be aggressive on new growth channels

(16:55) How strong retention unlocks massive businesses

(18:24) Using pockets of demand to find business ideas

(21:34) Balancing performance vs brand marketing

(25:45) How to build a brand from scratch

(29:11) When cold outbound actually works

(36:18) Building early social proof around your product

(43:33) Don’t hire career growth people for growth roles

(49:31) Lessons building a jewelry business doing $30m in revenue

(58:44) How the 2018 Wayfair v South Dakota decision led to Numeral

(1:05:04) Hacking an early product together with spreadsheets

(1:07:32) Automating the product

(1:15:26) What happens if you don’t pay sales tax

(1:20:41) How Numeral uses AI and LLMs internally

(1:26:41) How to compete against non-technical incumbents

(1:32:57) Why they raised VC for Numeral

(1:38:19) Raising a Series A in four days

(1:45:43) How big can a sales tax company really be?

(1:48:55) Creating a better global tax system

(1:54:31) How San Francisco is losing its soul


Referenced

Check out Numeral: https://www.numeralhq.com/

South Dakota v Wayfair: https://en.wikipedia.org/wiki/South_Dakota_v._Wayfair,_Inc.


Follow Sam

Twitter: https://x.com/SpamRoss

LinkedIn: https://www.linkedin.com/in/sambross/


Follow Turner

Twitter: https://twitter.com/TurnerNovak

LinkedIn: https://www.linkedin.com/in/turnernovak


Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/

Transcript

Click on a timestamp to play from that location

0:00.0

There's this old term Facebook they used to use.

0:01.8

It's called, like, it makes a thumb-stopping.

0:04.8

Which is, like, so corny, but it's actually really true, right? You're, like, I'm doom-scrolling on my phone. And, you know, if I immediately identify it's an ad in, like, two seconds and it's boring, I'm just going to skip past it. I think the thing that's this hard most times to reconcile is, you know, a lot of folks that really in like performance marketing,

0:20.3

they'll tell you like ugly ads work better.

0:22.6

It breaks the paradigm.

0:23.6

Like you stop, you look at it. And so like usually from a metrics different thing, at least you'll get like, you know, higher click-through rates and things like that with ugly ads. The challenge obviously with that, you're not measuring the people who like saw that and now are totally turned off by your brand. And so I think it's always a balance. You want to look at the metrics, you want to make things engaging, but you also need to be very mindful of like, what are you not measuring? Are you cheapening things? And I think it's more like you have to have this like sort of synthesis between being qualitative and like, if I look at this, this is going to convince me to, like, buy this thing. Welcome to the Peel.

0:54.7

I'm your host, Turner Novak, founder of Banana Capital. Today's guest is Sam Ross, co-founder and CEO of Numero. And so what we're trying to do is make it so that anybody in the company can manage sales out without much expertise. A conversation is a masterclass of all things, growth at the zero to one stage. Growth doesn't matter at all if you don't have good retention.

1:13.4

You have these tactics that'll work is a masterclass of all things growth at the zero to one stage. Growth doesn't matter at all if you don't have good retention.

1:12.6

You have these tactics that'll work for a fixed period of time,

1:16.6

and while they work and while that arbitrage still exists,

1:19.6

you really have to go all out exploiting it.

1:21.6

We talk early growth lessons from Airbnb.

1:24.6

I figured out how to drive an incremental billion dollars of GMV.

1:28.3

Stories from being one of the largest, earliest Facebook advertisers.

1:32.3

Sam Malman came to our office, like, this is going to be a $10 billion company, no question.

1:35.3

How to work backwards from strong demand to find business ideas.

1:38.3

The match made in heaven is you pair these like growth tactics that get you out of the atmosphere

1:42.3

with an actual business that

1:44.4

you're able to drive and capture value over a long period.

1:47.0

How to establish early social proof around your product?

1:50.3

If someone you trust is using that product, that's a quick kind of like meta-rationality

1:54.5

to go and delegate your whole, you're searching. Why you shouldn't hire a growth person as your

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