September 2021 marked a significant moment in fintech and payments capital markets, with Toast and Remitly both completing NYSE IPOs that reflected peak investor appetite for technology-enabled financial services platforms. Toast's $20 billion valuation at IPO and its 56% first-day gain demonstrated the market's willingness to pay premium multiples for restaurant technology with embedded payment economics. Remitly's listing reinforced interest in cross-border payments infrastructure as a category. These transactions were emblematic of the 2021 liquidity environment and provide useful benchmarks for understanding how far multiples in this sector have compressed since the rate cycle turned.
Marcus Magarian
Managing Director
Published
September 30, 2021
Key Question
What did Toast and Remitly's September 2021 IPOs reveal about fintech and payments investor appetite?
Toast's $20 billion valuation and 56% first-day gain alongside Remitly's listing in September 2021 reflected peak fintech investor appetite that has since compressed significantly with rising rates.
Key Takeaways
- Toast priced its NYSE IPO at $40 per share in September 2021, valuing the company at $20 billion with shares rising 56% on the first day
- Toast provides integrated restaurant technology including point-of-sale hardware, software, and embedded payments
- Remitly's September 2021 IPO reflected strong investor appetite for cross-border payments infrastructure and international remittance platforms
- Both transactions occurred at peak liquidity cycle multiples that have since compressed significantly with the rate environment
- The 2021 IPO vintage provides useful benchmarks for understanding current fintech and payments valuation dynamics relative to the prior peak
In September 2021, both Toast and Remitly began trading publicly, marking a significant month for payments and fintech IPOs and reinforcing investor appetite for technology companies operating across the payments ecosystem.
Toast priced its NYSE IPO at $40 per share on September 22, 2021, valuing the company at approximately $20 billion. Shares rose 56% on the first day of trading. Toast provides a comprehensive restaurant technology platform, integrating point-of-sale hardware and software, payment processing, payroll, and supplier management into a single system designed specifically for the food service industry.
Remitly, a digital remittance platform, also went public in September, raising over $300 million in its IPO. Remitly enables international money transfers to over 100 countries, primarily serving immigrants sending money to family members abroad. The company has grown rapidly as digital remittance displaces traditional wire transfer services.
Both listings reflect strong themes that Chatsworth Securities tracks closely: the verticalization of payments software, where horizontal payment processors give way to industry-specific integrated platforms, and the digitization of cross-border financial flows, where incumbents like Western Union face structural pressure from mobile-first challengers.
For companies operating in adjacent spaces, the success of these IPOs provided important data points on public market valuations, investor appetite for payments technology, and the multiples available for high-growth SaaS-enabled payment platforms.
CS
Chatsworth View
September 2021 marked a significant moment in fintech and payments capital markets, with Toast and Remitly both completing NYSE IPOs that reflected peak investor appetite for technology-enabled financial services platforms. Toast's $20 billion valuation at IPO and its 56% first-day gain demonstrated the market's willingness to pay premium multiples for restaurant technology with embedded payment economics. Remitly's listing reinforced interest in cross-border payments infrastructure as a category. These transactions were emblematic of the 2021 liquidity environment and provide useful benchmarks for understanding how far multiples in this sector have compressed since the rate cycle turned.
When to speak with Chatsworth
You may benefit from an advisory conversation if your board is evaluating timing, valuation expectations, buyer universe quality, or diligence readiness. Chatsworth provides senior-led perspective on process design and execution risk independently of whether a mandate results.
The Discipline Problem. What two months of building with artificial intelligence taught me about production risk.
September 4, 2025
Zero-Click Search: The Silent Crisis Reshaping Digital Marketing
October 12, 2025
YOU Don't Matter Anymore, Economically Speaking
December 28, 2024
A Year in Review: Financial Markets in 2024
February 12, 2016
Wild Markets
December 10, 2025
Why SpaceX's $1.5 Trillion IPO Breaks Every Traditional Valuation Model
December 20, 2024
Why France's Economy Is Doing Better Than It Looks
April 25, 2025
Why Expanding Your Business from France to the USA Is a Strategic Move From a Tax Perspective
January 26, 2023
Why Europe Should Utilize U.S. Capital Markets to Maximize M&A Exit Valuations
May 1, 2016
Why Brazil Is Attractive from a NYC Real Estate Perspective
January 6, 2023
Why 2023 Is the Perfect Time for European Companies to Enter the U.S. Market
June 5, 2025
Where to Launch: A Global Deep Dive into the Best Ecosystems for Startups
May 29, 2025
What's Up With All of This Debt?
September 10, 2024
What Does Michel Barnier as France's PM Mean for U.S. Investors and French Companies?
November 1, 2025
When Excel Breaks: How Python Became My Best Analyst in an M&A Deal
March 30, 2025
What U.S. Tech Companies Need to Know When Acquiring a French Counterpart
April 9, 2020
What Do Retail Leaders Need to Embrace During COVID-19?
January 5, 2023
What Can Be Said About the 2022 and 2023 Tech Layoffs
April 3, 2025
The U.S. Tariff Strategy: A Bold Play for Fair Trade
March 28, 2025
The U.S. Economic Plan for 2025: A Bold Vision to Reshape America's Financial Future
December 18, 2024
Unlocking the Power of R: The Ultimate Statistical Tool for Investment Banking and M&A
December 20, 2025
Understanding Shadow AI and the Systems No One Sees
November 26, 2024
Understanding the Economic Impact of Tariffs: Key Considerations for Economists and Investors
September 19, 2025
The UK-US Tech Prosperity Deal: A Partnership or a Surrender of Sovereignty?
August 17, 2016
Technology Is Finally Eliminating Geography as a Barrier to Real Estate Investing
May 16, 2016
How Do Taxes Impact Retail Leases?
April 7, 2025
Tariffs, Turbulence, and Timing: Navigating Today's Market Volatility
December 12, 2024
Unlocking U.S. Market Opportunities: How Trump's Tax Plans Could Benefit European Companies
July 28, 2025
Trump and the EU Strike a Major Trade Deal: 15% Tariffs, Energy Purchases, and Strategic Shifts
July 28, 2025
Trump and the EU Strike Major Trade Deal: 15% Tariffs, Energy Purchases, and Strategic Shifts
December 18, 2024
Unlocking the Power of R: The Ultimate Statistical Tool for Finance
May 16, 2016
How Do Taxes Impact Retail Leases in NYC?
February 8, 2023
Surtout Pas de Capitaux Americains? But You Really Should Consider It.
May 1, 2017
Stop Obsessing Over Conversion: 3 Reasons to Opt for Engagement
February 23, 2016
The State of the Manhattan Apartment Market
July 27, 2016
S&P 500 Dividend Yields vs. 10-Year Treasury Yields and What It All Means
February 18, 2016
What Is NYC Real Estate Worth? And Where Are We Headed?
October 10, 2016
Snapchat as Your Marketing Tool in 2017
February 25, 2016
Should We Be Buying or Renting in Manhattan?
February 27, 2016
Shop Till You Drop: Manhattan's Growing Retail Market
March 3, 2025
SEC Expands Confidential Review Process for Draft Registration Statements
October 22, 2024
Sanofi's Opella Deal with CD&R: A Strategic Win for France
September 25, 2024
SaaS Valuation Multiples YTD 2024
June 10, 2025
Stealth Churn: The Silent Threat to SaaS Growth and How AI Is Rewriting the Rules
April 10, 2025
Reviving American Manufacturing: The AI and Nano Revolution
October 22, 2025
Be Ready, Not Early: The Real Competitive Edge in AI Adoption
September 29, 2024
The SaaS Era Is Over: Software as a Business Tool, Not a Business Model
July 27, 2023
The Rule of 40 Effect: The Impacts of Being Below 40%
July 27, 2023
The Rule of 40: A Critical Metric for SaaS Exits
May 25, 2016
Retail Takes a Dip: Manhattan Ground Floor Rents Decline Across Most Corridors
Speak with Chatsworth
Turn Market Perspective Into Transaction Strategy
If this insight raised a question relevant to your situation, Chatsworth Securities can help frame the strategic alternatives, prepare the process, and engage the right market.