AT A GLANCE

Block (Square)
Dandy
2009
Founded
2020
San Francisco, California
HQ
New York, NY
$590 Million
Total Raised
$250M+
Jack Dorsey
Founder
Henry Stott
Fintech
Type
Health Tech
Public (NYSE: XYZ)
Status
Private (Series C)

FUNDING HISTORY

Block (Square)

Series A2009
$10M raised$40M val.
Series B2011
$28M raised$240M val.
Series C2012
$200M raised$3.3B val.
Series D2014
$150M raised$5.0B val.
IPO (NYSE: SQ)2015
$0 raised$2.9B val.

Dandy

Seed2020
$6M raised
Series A2021
$20M raised
Series B2022
$90M raised
Series C2023
$130M raised$1.8B val.

BUSINESS MODEL

Block (Square)

Block makes money across several business lines. Square (the seller ecosystem) charges merchants a flat percentage per transaction — 2.6% + $0.10 for in-person payments, higher for online.

Cash App takes a fee on instant deposits, Bitcoin trading, and Cash App Pay transactions. Afterpay (acquired for $29 billion in 2022) earns merchant fees on buy-now-pay-later transactions.

TIDAL is the music streaming service (acquired from Jay-Z). Block also earns Bitcoin revenue — Cash App is one of the largest Bitcoin brokers in the US, though margins on BTC trading are razor-thin.

Dandy

Vertical SaaS plus manufacturing. Dandy provides dental practices with intraoral scanners (often subsidized or free to eliminate the switching cost), cloud-based software for managing cases, and its own network of digital dental labs that manufacture the final restorations.

Dentists pay per case — each crown, bridge, veneer, or implant restoration is priced individually. The margin comes from manufacturing efficiency: digital workflows are faster, more precise, and require less manual labor than traditional hand-sculpted methods.

As volume grows, Dandy's labs get more efficient and per-unit costs drop. It's the classic razor-and-blades model — give away the scanner, make money on every restoration.

HOW THEY STARTED

Block (Square)

The origin story starts with Jim McKelvey, a glass blower in St. Louis and old friend of Jack Dorsey.

In 2009, McKelvey lost a $2,000 sale on a glass faucet because he couldn't accept credit cards. The customer wanted to pay with Amex.

McKelvey couldn't process it. The sale fell through.

McKelvey called Dorsey, who was already CEO of Twitter, and they started brainstorming. The problem was obvious: millions of small businesses, street vendors, farmers market sellers, and independent contractors couldn't accept credit cards because merchant accounts required monthly fees, credit checks, and clunky hardware that cost hundreds of dollars.

Dorsey and McKelvey wanted to make it so anyone could accept a credit card using just their phone.

They built a tiny white card reader that plugged into a smartphone's headphone jack. The reader cost almost nothing to manufacture and Square gave it away for free.

The software was simple — swipe the card, enter the amount, the customer signs on the screen, done. Square charged a flat 2.75% per transaction with no monthly fees, no contracts, and no minimums.

The product launched in 2010 and spread through small businesses like wildfire.

Dandy

Henry Stott was a repeat entrepreneur who had previously co-founded a tech company in the UK. When he looked at the dental industry, he saw a $15 billion lab market that was shockingly analog.

Here's how it worked: a dentist jams a tray of gooey putty into your mouth, waits for it to harden, mails the physical mold to a dental lab, where a technician hand-sculpts your crown out of ceramic. Turnaround: 2 to 3 weeks.

Error rate: high. Patient experience: miserable.

The technology to do this digitally had existed for years — 3D intraoral scanners, CAD/CAM software, CNC milling machines — but nobody had stitched it into a seamless end-to-end platform for the average dental practice. Stott started Dandy in 2020 to be that platform.

Provide the scanner, build the software, run the lab — and make it so easy that any dentist can switch from analog to digital without changing how they practice.

HOW THEY GREW

Block (Square)

Square grew by giving away the hardware. The card reader was free.

That eliminated the biggest barrier for small businesses. A food truck operator, a yoga instructor, a farmers market vendor — anyone could start accepting cards in five minutes without spending a dollar upfront.

Square made its money on the transaction fees that followed.

The simplicity was the pitch. Traditional merchant services involved contracts, monthly minimums, tiered pricing, and hidden fees that required a finance degree to understand.

Square charged one flat rate for everything. No surprises.

That transparency built enormous trust with small business owners who had been burned by traditional processors.

Cash App grew through peer-to-peer payments and a brilliant viral strategy. The app launched in 2013 as a simple way to send money to friends.

Rappers, influencers, and content creators started using their $cashtag for tips and payments. Cash App sponsored hip-hop events and partnered with musicians.

By 2024, Cash App had over 55 million monthly active users — more than most banks.

Dandy

Land-and-expand with dental practices. Dandy gives practices the scanner for free or at heavy discount, which eliminates the biggest barrier to switching from analog.

Once a practice starts submitting digital scans, they become recurring revenue — every patient who needs a crown is a Dandy order. Sales team targets mid-size practices (3 to 10 dentists) that are high-volume but haven't invested in digital yet.

Referral programs where existing dentists recommend Dandy to colleagues. Geographic density strategy — build lab capacity in a region, then saturate practices nearby to optimize logistics and turnaround times.

Content marketing educating dentists on why digital is better, faster, and more profitable than analog workflows.

THE HARD PART

Block (Square)

The Afterpay acquisition for $29 billion in 2022 was controversial. Buy-now-pay-later was already facing regulatory scrutiny and growing delinquency rates.

Critics argued Dorsey overpaid at the peak of the market. Afterpay's revenue growth slowed significantly after the acquisition, and write-offs on bad consumer debt increased.

It remains the biggest bet Block has ever made.

The Bitcoin obsession worries investors. After renaming Square to Block in December 2021, Dorsey went all-in on Bitcoin — investing company cash in BTC, building Bitcoin mining hardware, and creating TBD (a Bitcoin-focused developer platform).

While Cash App's Bitcoin revenue is huge on paper ($10+ billion annually), the margins are tiny. Investors question whether the Bitcoin focus distracts from the core payments business.

Competition is intense on every front. Square competes with Stripe, Toast, and Clover for merchants.

Cash App competes with Venmo, Zelle, and Apple Pay for consumers. Afterpay competes with Klarna, Affirm, and bank-native BNPL products.

Block has to fight multiple wars simultaneously with finite resources.

Dandy

Dental practices are notoriously resistant to change — many dentists have used the same lab for 20 years and switching feels risky. The scanner hardware is expensive to subsidize at scale, creating a capital-intensive land grab.

Quality control across distributed manufacturing is hard — a crown that doesn't fit means a remake, an unhappy patient, and a dentist who might switch back to their old lab. Competition from established digital players like Align Technology and legacy lab companies investing in their own digital capabilities.

The dental industry is fragmented — 200,000+ practices in the US, mostly small businesses, which means enterprise-style sales don't work. Each practice is its own decision maker with its own habits.

THE PRODUCTS

Block (Square)

Square is the merchant ecosystem — point-of-sale hardware, payment processing, invoicing, payroll, loans, and online stores for businesses of all sizes. Cash App is the consumer side — peer-to-peer payments, direct deposit, investing, Bitcoin buying, and the Cash App Card (a debit card).

Afterpay is the buy-now-pay-later product — split any purchase into four interest-free payments. Square Banking offers business checking accounts and loans.

Square Online lets merchants build e-commerce websites. TIDAL is the music streaming platform that pays artists higher royalties.

Dandy

Dandy Scanner — provided to dental practices, captures a full 3D digital impression of the patient's mouth in minutes. No more putty molds.

Cloud-based case management platform where dentists submit scans, approve designs, and track orders. AI-powered restoration design that generates crown and veneer designs automatically from 3D scans, reducing turnaround from weeks to days.

Digital dental lab network with automated CNC milling and 3D printing for manufacturing restorations. Shade matching technology using AI to color-match restorations to surrounding teeth.

Integration with practice management software so cases flow seamlessly from scan to delivery.

WHO BACKED THEM

Block (Square)

Khosla Ventures, Sequoia Capital, Kleiner Perkins, Visa, Goldman Sachs, GIC (Singapore)

Dandy

Investors include Bessemer Venture Partners, IVP, DST Global, and IA Ventures. Series C in 2023 valued the company at approximately $1.8 billion.

MORE COMPARISONS

Block (Square) vs Dandy — Head-to-Head Comparison | Netfigo