Puzzle

San Francisco, United States Founded: 2019 • Age: 7 yrs
Data management and accounting software is provided for startups.

About Puzzle

Puzzle is a Technology company based in San Francisco (United States) founded in 2019 by John Cwikla and Sasha Orloff. Data management and accounting software is provided for startups. It operates on a SaaS (Software-as-a-Service) and Freemium model. Puzzle has raised $66.52 million across 3 funding rounds from investors including OnDeck, XYZ Venture Capital and General Catalyst. Its chief executive, as recorded, is Sasha Orloff. Its website puzzle.io draws about 73 thousand monthly visits. Puzzle offers products and services including Puzzle Accounting Software and AI Bookkeeping Assistant. Its focus areas include Software and Accounting Software. Its legal entity is Puzzle Financial Inc. Its competitors include Anaplan, Workday Adaptive Planning and Host Analytics; 3 of its 3 listed competitors have raised funding.

Company details

Puzzle is focused on providing AI-native accounting software tailored for startups, small businesses, and accounting firms. Solutions are offered across various stages and user types, including founders and accountants. Automation of repetitive tasks is emphasized, alongside real-time financial insights and seamless integrations with tools like Stripe and Brex. The platform is designed to save time, improve accuracy, and support better decision-making in financial management.

  • Headquarters San Francisco, United States
  • Founders John Cwikla, Sasha Orloff
  • Sectors
    Technology
  • Website category Games · Puzzles and Brainteasers
  • Website puzzle.io
  • Social LinkedIn X YouTube
  • Legal Name Puzzle Financial Inc.
Key Metrics
  • Total Equity Funding
    $66.52M (USD)

    in 3 rounds

  • Latest Funding Round
    $30M (USD), Series B

    Nov 2023

  • Investors
    OnDeck

    & 12 more

Products & Services of Puzzle

Puzzle offers a comprehensive portfolio of products and services, including Puzzle Accounting Software and AI Bookkeeping Assistant.

Puzzle Accounting Software
Accounting Software

Accounting software is provided for startups and businesses.

AI Bookkeeping Assistant
Bookkeeping Tool

AI assistance is offered for automated bookkeeping tasks.

Apps and channels of Puzzle

its YouTube channel Puzzle has 251 subscribers and 24 videos.

Puzzle
YouTube 251 subscribers 24 videos Science & Technology
Open channel

Videos from Puzzle

The most watched videos on Puzzle's YouTube channel, Puzzle (251 subscribers). Click a video to play it here.

🧩 Founders: How to Set up your Accounting from Day One
5K views
Puzzle Accounting Demo
2.2K views
🧩 Accountants: Here's how Autonomous Accounting can work in your favor!
1.5K views
New Feature Release: Can AI Categorize My Transactions For Me?
858 views

More on Puzzle.

Funding Insights of Puzzle

Puzzle has successfully raised a total of $66.52M across 3 strategic funding rounds. The most recent funding activity was a Series B round of $30 million completed in November 2023. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.

  • Total Funding $66.52M
  • Total Rounds 3
  • Last Round Series B β€” $30M
  • First Round $21.52M

    (Jun 2021)

  • Investors Count 13

All 3 funding rounds of Puzzle with amounts and investors; the two latest post-money valuations are shown, the rest are part of the premium plan.

DateAmountTransaction NameValuationLead InvestorsInvestors
Nov 2023$30MSeries B–XYZ Venture Capital, S32
Feb 2023$15MSeries A–General Catalyst, FOG Ventures
Jun 2021$21.52MSeries A–General Catalyst
–
Valuation history

13 investors in total: 10 institutional and 3 angel.

Investors in Puzzle

Puzzle has secured backing from 13 investors, including venture fund, angel, and institutional investors. Prominent investors backing the company include OnDeck, XYZ Venture Capital and General Catalyst.

All
Venture Fund
Institutional
Angel
InvestorDescriptionFounded YearDomainLocation
Investments in early-stage companies are managed by XYZ Venture Capital.
xyz.vcSan Francisco, United States
Investment and transformation services for entrepreneurs in technology and finance sectors.
generalcatalyst.com
Investments in technology startups are made by Felicis Ventures.
felicis.comMenlo Park, United States
Seed stage venture capital firm investing in US
kaporcapital.comOakland, United States
Investments are focused on pre-seed and seed stage startups.
sterlingroad.comSan Francisco, United States
Tech startups are funded by S32, a venture capital entity.
s32.comSunnyvale, United States
Born Capital is focused on investing in CFOTech startups.
borncapital.vc
Investments in multiple sectors are handled by FOG Ventures.
fog.venturesSan Francisco, United States
Early-stage venture capital investing, network building, and founder support services.
villageglobal.vc
Online platform for business loans
2007ondeck.comNew York, United States
Premium access

Investor details for Puzzle

The complete investor list, round-by-round participation and investor portfolios require an active premium plan.

  • Complete investor list
  • Round participation
  • Investor portfolios
  • Co-investor network

Verified entity values are shown only after access is granted.

People of Puzzle

31 people are tracked at Puzzle (5 in leadership, 26 in team).

NameRoleGroup
John Cwikla
Co-Founder & CTOLeadership
Sasha Orloff
Co-Founder & CEOLeadership
Lisa Kleinsorge
VP, PartnershipsLeadership
J. Michael Welsh
Director Of Software EngineeringLeadership
Charles Crabtree
VP Of Accounting ChannelLeadership
Jason Mitchell
Principal Software EngineerTeam
Brendan Saunders
Senior Software EngineerTeam
Jonah Grossberg
Senior Software EngineerTeam
🦁 Aslan Bakri
Senior Software EngineerTeam
Ian Gorrie
SecurityTeam
Philip Chan
Staff Software EngineerTeam
Elliott Noel
Senior Software EngineerTeam
Brandon Skari
Software EngineerTeam
Tyler Geery
Software EngineerTeam
Vivian Li
Software EngineerTeam
Naveen Venkatesh
Software Engineering ManagerTeam
Omid Shamoil
Software Engineer IITeam
Jian Zhang
Senior Product DesignerTeam
Josh Scotland
Senior Software EngineerTeam
Adnaan Mukadam
Software EngineerTeam

11 more people are available in the full profile.

Premium access

Complete people profiles for Puzzle

Full employee and board profiles, team structure, tenure and professional contact details require an active premium plan.

  • Full employee list
  • Team structure
  • Board tenure
  • Professional contacts

Verified entity values are shown only after access is granted.

Timeline of Puzzle

3 dated milestones of Puzzle across 4 years, from founding to its latest funding, stage changes and deals.

  1. Founded Puzzle is founded.
  2. Funding First funding round of $21.5M.
  3. Funding Latest funding round, Series B, of $30.0M.

Competitors of Puzzle

Puzzle has 3 listed competitors in our database, 3 of them funded. They include Anaplan, Workday Adaptive Planning and Host Analytics.

Company NameDomainFoundedHQ LocationTotal fundingEmployeesDescription
anaplan.com2006San Francisco, United States$300M834
Operational planning and forecasting solutions are offered to businesses.
adaptiveinsights.com2003Palo Alto, United States$150.35M416
Cloud-based financial planning and analytics are delivered via SaaS.
hostanalytics.com2000Redwood, United States$72.15M153
Cloud-based EPM applications for financial planning and analytics are delivered.
Premium access

Detailed competitors of Puzzle

The full competitor set, operating metrics and side-by-side benchmarks require an active premium plan.

  • Full competitor set
  • Operating metrics
  • Benchmarks
  • Competitive positioning

Verified entity values are shown only after access is granted.

Web traffic of Puzzle

The website of Puzzle (puzzle.io) receives about 72.8K visits a month and ranks #457,140 among all websites worldwide, #412 in Puzzles and Brainteasers.

  • Monthly visits
    72.8K

    ▲ 16.8% vs previous month

  • Unique visitors
    23.3K

    per month

  • Global rank
    #457,140

    among all websites

  • Category rank
    #412

    Games · Puzzles and Brainteasers

Similar websites

Websites whose visitors overlap most with Puzzle. Affinity shows how closely the audiences match.

WebsiteDomainAudience affinityMonthly visitsGlobal rankProfile
im-a-puzzle.com
im-a-puzzle.com
100%
#1,116,394–
buffalogames.com
88%
219.5K#136,868View details
jigsawpuzzles.io
jigsawpuzzles.io
80%
#150,364–
puzzel.org
puzzel.org
78%
#69,649–
jigzone.com
jigzone.com
78%
#52,610–
β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’.comβ€’β€’%β€’.β€’M#‒‒‒‒‒–
β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’.comβ€’β€’%β€’.β€’M#‒‒‒‒‒–
β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’β€’.comβ€’β€’%β€’.β€’M#‒‒‒‒‒–
Premium access

All 14 similar websites and full traffic analytics for Puzzle

The complete similar-websites list, audience overlap and engagement analytics require an active premium plan.

  • 14 similar websites
  • Audience overlap
  • Engagement analytics
  • Traffic by brand

Verified entity values are shown only after access is granted.

Top companies in Finance & Accounting Applications

3 companies that operate in the same segment as Puzzle (Finance & Accounting Applications) in United States, ranked by their profile score on The Company Check.

CompanyDescriptionFoundedLocationTotal fundingRevenueEmployees
Cloud-based accounts payable and receivable software for businesses
2006Palo Alto, California, United StatesUSD 325.6 MUSD 1.65 B3,108
Corporate travel and expense management are facilitated through SaaS platform.
2015Palo Alto, California, United StatesUSD 1.58 BUSD 3.52 M847
Financial and accounting software is developed for businesses and individuals.
1983Mountain View, California, United StatesUSD 49.62 MUSD 21.45 B18,200
Upgrade to premium

Unlock complete access to The Company Check

Get unrestricted viewing across everything we track β€” from companies and brands to investors, funding rounds, acquisitions, financials, and more.

Upgrade to Premium No viewing limits. Your plan controls exports and screening usage.
Included in your Premium account
  • βœ“
    Unlimited viewing on all profiles Companies, investors, financials, funding, acquisitions & directors
  • βœ“
    Full access to every database India & global coverage, advanced filters and rich profile details
  • βœ“
    Always-on access from your team account Single premium plan for everything you see on the portal

Related news about Puzzle

Premium access

Complete news archive for Puzzle

Full article history, source details, and older brand coverage require an active premium plan.

  • Full article archive
  • Source and publication date
  • Older coverage
  • Brand-specific news history

Verified entity values are shown only after access is granted.

Frequently Asked Questions about Puzzle

Puzzle was founded in 2019 and raised its 1st funding round 2 years after it was founded.

Puzzle is headquartered in San Francisco, United States. It is registered at San Francisco, California, United States.

Sasha Orloff is the CEO of Puzzle, as recorded in our data. They have also founded this company.

Puzzle is a funded company, having raised a total of $66.52M across 3 funding rounds to date. The company's 1st funding round was a Series A of $21.52M, raised on Jun 2021.

Puzzle is focused on providing AI-native accounting software tailored for startups, small businesses, and accounting firms. Solutions are offered across various stages and user types, including founders and accountants. Automation of repetitive tasks is emphasized, alongside real-time financial insights and seamless integrations with tools like Stripe and Brex. The platform is designed to save time, improve accuracy, and support better decision-making in financial management.

Puzzle's top competitors include Workday Adaptive Planning, Anaplan and Host Analytics.

Puzzle offers Puzzle Accounting Software and AI Bookkeeping Assistant.

Puzzle has 13 investors. Key investors include OnDeck, XYZ Venture Capital, General Catalyst, Felicis Ventures, and Kapor Capital.

Puzzle operates through Puzzle Financial Inc..

Explore millions of companies β€” effortlessly

Access structured, verified intelligence on 7M+ companies across industries, sectors, and global markets. From early-stage startups to large enterprises, discover ownership, leadership, funding, financials, acquisitions, and market signals β€” all in one powerful platform.

Free account with essential features Instant access to company reports Enterprise solutions available