Noah Glass (Olo) on 20 Years to Product-Market Fit, Enterprise SaaS, and “Embrace the Suck”

Olo founder Noah Glass shares lessons from a 20-year journey building enterprise restaurant software, finding product-market fit, and scaling through persistence.

In this episode of the Founders in Arms podcast, we sit down with Noah Glass, founder and CEO of Olo, to discuss what it really takes to build an enduring company over decades.

Noah shares the story of building Olo over 20 years—from the early days of mobile ordering before smartphones existed, to finding product-market fit after nearly a decade, to scaling into a public company and eventually partnering with private equity.

This is a rare look at long-term company building, persistence, and the realities of enterprise SaaS.

This conversation dives deep into:

  • What it takes to survive 10 years before product-market fit

  • Why “embrace the suck” became Olo’s core philosophy

  • The transition from B2C to B2B SaaS

  • How to win in enterprise software

  • Why speed is overrated in some startups

  • Building trust and reliability in enterprise markets

  • Lessons from going public and operating under private equity

  • How to think about market size in vertical SaaS

  • Why most founders underestimate enterprise complexity

In this episode, we cover:

(00:00) “Embrace the suck” — surviving the early years

Noah describes the first 8–10 years of Olo as constant struggle.

The team adopted a simple mantra:

Embrace the suck.

This mindset helped them push through setbacks and stay motivated despite slow progress.

(01:03) A decade-long wait for product-market fit

Olo launched mobile ordering before smartphones were mainstream.

At the time:

  • Less than 5% of users had smartphones

  • Consumers weren’t ready

  • The market hadn’t caught up

It took nearly 10 years for the vision to become viable.

(03:51) What Olo actually does

Olo is not a consumer marketplace like DoorDash.

Instead, it provides:

  • Enterprise software for restaurant brands

  • Infrastructure for ordering, payments, and delivery

  • Tools powering apps and websites for major chains

(05:27) Why “grow fast or quit” doesn’t always apply

Modern startup advice emphasizes early hypergrowth.

But Noah’s journey shows:

  • Some companies take years to mature

  • Timing matters as much as execution

  • Persistence can be a competitive advantage

(06:06) The power of early team culture

The early Olo team built deep bonds through shared struggle.

Many team members:

  • Stayed for nearly two decades

  • Built lifelong relationships

  • Grew alongside the company

(08:21) Why relationships matter long-term

Noah emphasizes treating early employees with care.

Key lesson:
How you part ways matters just as much as how you hire.

Reputation compounds over a long career.

(12:19) B2C vs B2B — finding the right model

Olo started as a B2C company.

The problem:

  • High customer acquisition costs (~$15 per user)

  • Unclear lifetime value

This made the model unsustainable.

(13:35) The pivot to enterprise SaaS

A key insight came from restaurant partners:

Restaurants could bring their own customers.

This led Olo to:

  • Shift to B2B

  • Build white-labeled solutions

  • Focus on enterprise brands

This pivot unlocked scale.

(17:24) Why B2B was fundamentally better

After the pivot:

  • Customer acquisition flipped from cost to revenue

  • Growth accelerated significantly

  • The business became profitable

The same effort produced dramatically better outcomes.

(19:06) Product-market fit is a maze

Many founders start with a product insight—but not a business model.

Finding product-market fit often requires:

  • Multiple iterations

  • Model changes

  • Strategic pivots

(20:46) The rise of delivery and a second inflection point

Olo’s next breakthrough came with delivery infrastructure.

By integrating with platforms like DoorDash:

  • Restaurants could offer delivery without building logistics

  • Olo added a new product layer (Dispatch)

  • Growth accelerated significantly

(23:56) Building a multi-product platform

Olo expanded from one product to many:

  • Ordering

  • Dispatch (delivery)

  • Rails (marketplace integrations)

Today, it offers 16+ modules.

(24:22) Going public — the pros and cons

Olo IPO’d in 2021.

Benefits:

  • Raised over $500M

  • Increased credibility with enterprise customers

Challenges:

  • Market volatility

  • Short-term pressure from quarterly reporting

(27:14) Why going public helped enterprise sales

Being public signaled:

  • Stability

  • Long-term commitment

  • Reliability

This helped win large customers who needed mission-critical partners.

(30:11) Public vs private — tradeoffs

As a public company:

  • Constant investor communication

  • Short-term performance pressure

  • Regulatory complexity

As a private company:

  • More focus on long-term building

  • Less distraction

  • Tighter, more aligned board

(33:50) The advantage of private equity ownership

Under Thoma Bravo:

  • Deep expertise in enterprise software

  • Strong pattern recognition

  • Focus on business building, not just financial engineering

(38:48) How to break into enterprise markets

Key strategies:

  • Build credibility through advisors

  • Leverage industry relationships

  • Deliver strong early case studies

Enterprise trust must be earned.

(41:04) Reliability is everything

Enterprise customers prioritize:

Reliability at scale.

This means:

  • Systems cannot fail

  • Support must be excellent

  • Trust must be absolute

(44:50) Thinking about market size in vertical SaaS

Even narrow verticals can be large:

  • US restaurant industry: ~$1.5 trillion

  • Expansion opportunities: new products, geographies, segments

Growth comes from both:

  • Product expansion

  • Market expansion

(48:53) A key leadership lesson: loyalty vs performance

Noah received feedback that he was overly loyal.

Lesson:

  • Loyalty is valuable

  • But performance still matters

Balancing both is critical.

(50:35) A passing fad: building your own tech stack

Many companies want to build internal tools instead of buying SaaS.

Noah argues this is a mistake:

  • Maintenance is costly

  • Reliability is hard

  • SaaS exists for a reason

Key Takeaways for Founders

Great companies can take a decade to emerge

Not every startup fits the “grow fast or die” model.

Timing matters as much as execution

Olo was early—and had to wait for the market to catch up.

Business models matter more than ideas

The shift from B2C to B2B unlocked everything.

Enterprise success is built on trust

Reliability, support, and stability are non-negotiable.

Persistence is a real competitive advantage

Most companies quit before the market turns in their favor.

Expand through products, not just markets

Vertical SaaS companies can grow by deepening their offering.

About the Guest

About Noah Glass

Noah Glass is the founder and CEO of Olo, a leading enterprise SaaS platform for the restaurant industry.

He founded the company in 2005 and led it through two decades of growth, an IPO in 2021, and a successful acquisition by Thoma Bravo.

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