Ep. 10 — From Employee #7 to a $2B Valuation (Nick Small, CompanyCam)

Second guest episode of Slow & Steady — A Podcast by ARTILLERY.

In this episode, Jake and John sit down with Nick Small, SaaS marketing leader and co-founder of Driive, to unpack what real growth looks like when you zoom out and play the long game.

Nick joined CompanyCam as an early employee (somewhere between #7 and #12, depending on who’s counting) and helped scale it from under $1M in ARR to a $2B valuation. But this conversation isn’t about hype, hacks, or shortcuts.

It’s about compounding effort, humility, and building something that lasts.


Episode at a Glance

Nick Small went from early employee at CompanyCam to helping scale it to a $2B valuation — and then chose to go back to zero.

In this episode, we talk about compounding growth, learning through failure, building community-driven trust, and why your website is more than a marketing asset — it’s your storefront, concierge, and hardest-working salesperson.

Action Step

Pick one part of your business that truly drives growth (a core service, product, or audience).

Then:

  • Clarify the outcome you’re committing to.
  • Build one focused page or campaign around that outcome.
  • Align your messaging, ads, and follow-up around it.
  • Commit to it long enough to actually learn from it.

Stop debating. Start committing.


Main Idea

Growth is rarely a viral moment.

It’s consistent, intentional action — repeated over time — with enough humility to learn from what doesn’t work.

“Slow and steady” doesn’t mean moving slowly.
It means moving with intention.


Why It Matters

Most businesses stall because they:

  • Chase too many ideas at once.
  • Optimize pixels instead of outcomes.
  • React emotionally to failure.
  • Forget that trust compounds.

The companies that win:

  • Commit to outcomes.
  • Learn from mistakes.
  • Build community, not just customers.
  • Treat their website like a living system.

Compounding beats chaos.


Quick Tool

Your website + one clear promise.

Ask:

  • Where is this visitor coming from?
  • What promise did we just make?
  • What do we want them to do next?
  • What value are we giving before we ask for their information?

If your website can’t answer those clearly, fix that first.


Listen & Subscribe

Podcast page: https://artillerymedia.com/podcast/
Apple Podcasts: https://podcasts.apple.com/us/podcast/slow-steady-a-podcast-by-artillery/id1840249614
Spotify: https://open.spotify.com/show/37ZzVcI8N7xnEDqkap2vCW?si=70b138e65b8c42ca

Follow along:
Instagram: https://www.instagram.com/artillery_media/?hl=en
Jake on X: https://x.com/jakekramer15?lang=en
Facebook: https://www.facebook.com/artillerymedia
Contact us: https://artillerymedia.com/contact/


About Nick

Nick Small is a SaaS leader with over a decade of experience building mutual value for employees, customers, and shareholders — in that order.

He has:

  • Built and managed websites across freelance and agency work
  • Served as Marketing Director at Nonprofit Hub
  • Led marketing as VP at CompanyCam during massive growth
  • Co-founded Driive, where he’s back in founder mode building from scratch

His mantra:

“Never the expert. Always the student.”

Nick on LinkedIn: https://www.linkedin.com/in/nixmall/
Driive: https://getdriive.com
CompanyCam: https://companycam.com


Highlights & Timestamps

00:00–03:00 — What “Slow & Steady” really means
Compound interest, long horizons, and taking things the right amount of serious.

03:00–08:30 — The early days at CompanyCam
Pre-$1M ARR, Facebook ads, and the “extra zero” budget mistake.

08:30–15:00 — Learning through failure
Growth mindset, humility, and why failure only hurts if you ignore it.

15:00–22:00 — What makes a good ad
Empathy over polish. Competing with the feed, not just your competitors.

22:00–29:00 — Commitment vs. consensus
Why the best idea isn’t what wins — committed execution does.

29:00–35:00 — Community as a growth signal
When your customers defend you in the comments, you’re building something real.

35:00–43:00 — Websites that convert
Relevance, trust, social proof, and why your site is never “done.”

43:00–End — Leaving a $2B company to start again
Why Nick chose founder mode again — and what zero-to-one teaches you that scale doesn’t.


“Slow” Doesn’t Mean Small

At CompanyCam, growth wasn’t calm.
It was intense.

But underneath it was something steady:

  • Clear outcomes.
  • Consistent action.
  • A willingness to test and learn.
  • Long-term thinking.

Nick describes building a billion-dollar company as a proxy goal — proof that the process works.

And once it worked?

He wanted to do it again.


The Website Lesson: Relevance Builds Trust

Nick’s framework is simple:

  1. Match the promise of your ad or outreach.
  2. Make your headline hyper-relevant.
  3. Show proof (real proof).
  4. Give value before asking for information.

Nobody wants to fill out your form.

Your job is to make the exchange feel worth it.

If someone comes from a social ad, they don’t trust you yet.
Your website has seconds to build that trust.

Clarity beats cleverness.


Community > Metrics (But You Still Need Metrics)

Yes, KPIs matter.
Yes, you need a North Star metric.

But one of Nick’s biggest signals of health at CompanyCam wasn’t a dashboard number.

It was this:

Customers defending the company in Facebook comments.

When your users fight for you publicly, you’ve built more than a product.

You’ve built belonging.


The Founder Reset

After helping scale to a $2B valuation, Nick stepped into something most people avoid:

Zero.

New product.
New website.
Unfinished systems.

At Driive, he’s building in public again — with the same mindset:

Commit.
Ship.
Learn.
Adjust.

Never the expert.
Always the student.


Call to Action

Want help building a website that earns trust, aligns with your growth goals, and compounds over time?

Start here: https://artillerymedia.com/contact/


Show Credits

Hosts: Jake Kramer & John Wooten
Guest: Nick Small
Produced by: ARTILLERY, Lincoln, Nebraska

Slow & Steady — A Podcast by ARTILLERY
🎧 https://artillerymedia.com/podcast/


Previous

Next

Submit a Comment

Your email address will not be published. Required fields are marked *