Top SaaS Companies in Chicago

List of the largest SaaS companies in Chicago, United States (Click to apply)

These are the top SaaS companies in Chicago, United States. In todays day and age its possible to launch a company from anywhere. We wanted to show some love for Chicago by featuring these 165 companies with combined revenues of $7.6B.

Together, Chicago SaaS companies employ over 29K employees, have raised $253.4M capital, and serve over 1M customers around the world.

$0 - $1M ARR
  1. Performitiv $980.6K
  2. ADSHIFT $973.3K
  3. Channel IQ $927.8K
  4. MarketMaker4 $907.6K
  5. Nimbulis $837.4K
$5M - $10M ARR
  1. Revenew $9.4M
  2. Adeptia $9.0M
  3. Ycharts $8.4M
  4. Vibes $7.5M
$10M+ ARR
  1. InterCall $2.7B
  2. Flexport $861.0M
  3. Inteliquent $533.0M
  4. OneSpan $201.0M
  1. 01
    Total Attorneys

    Total Attorneys

    Legal Software

    Total Attorneys is a leading developer of Web-based marketing automation and sales tools for the legal industry, helping SMB attorneys connect with customers and transact business more efficiently. Thousands of SMB lawyers rely on Total Attorneys to help

    $4M

    $15M

    55

    2002

    Chicago

  2. 02
    NextLevel Health

    NextLevel Health

    Healthcare Software

    Provider of a cloud-based health information platform. The company's platform offers health information, medications, doctor information, healthcare education and health plan for people.

    $4M

    $3M

    50

    2013

    Chicago

  3. 03
    Capital Markets Gateway

    Capital Markets Gateway

    Analytics Software

    Developer of a workflow management and data analytics platform intended to enhance productivity in the public capital markets. The company's SaaS-based platform incorporates client feedback into an integrated roadmap, enabling banks, asset managers and bro

    $4M

    $39M

    51

    2015

    Chicago

  4. 04
    Aclaimant

    Aclaimant

    Customer Service Software

    Developer of an enterprise incident reporting system designed to help businesses manage workplace incidents and insurance. The company's enterprise incident reporting system helps employees report any type of work place incident, manage incident informatio

    $4M

    $28M

    49

    2013

    Chicago

  5. 05
    SingleHop

    SingleHop

    Cloud Computing Software

    Provider of automated Internet infrastructure-as-a-service (IaaS) and cloud computing services designed to deploy and manage enterprise infrastructure. The company's automated Internet infrastructure-as-a-service (IaaS) and cloud computing services offer a

    $4M

    $58M

    55

    2006

    Chicago

  6. 06
    Sertifi

    Sertifi

    E-Signature Software

    Sertifi offers the fastest and most secure way to close business, from legally-binding eSignatures to secure online payment capture and secure online credit card authorization capture. Thousands of companies around the world trust Sertifi to close busi...

    $4M

    51

    2008

    Chicago

  7. 07
    CITYBASE

    CITYBASE

    Governance|Risk & Compliance Software

    Operator of an urban technology company. The company provides research and development services to improve connection between cities and citizens at affordable costs via cloud-based platform accessible through multiple channels, including Web, mobile, kios

    $4M

    $13M

    77

    2013

    Chicago

  8. 08
    Getoccasion

    Getoccasion

    Online Appointment Scheduling Software

    Business Management Software for Experiences Providers

    $4M

    $2M

    5K

    9

    2013

    Chicago

  9. 09
    Logiwa

    Logiwa

    Supply Chain & Logistics Software

    Provider of a cloud-based warehouse and inventory management software designed to focus on inventory management. The company's warehouse and inventory management software offers international supply chain management, warehouse management, order fulfillment

    $3M

    $13M

    54

    2004

    Chicago

  10. 10
    SAVO

    SAVO

    Analytics Software

    Provider of collaborative sales enablement services. The company provides on-demand sales-enabled software to help companies achieve their revenue initiatives by harnessing the resources and knowledge of the entire company to support the selling process.

    $3M

    $69M

    46

    1999

    Chicago

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What are the fastest growing companies doing?

83 of the fastest growing companies that also have the most revenue have a clear expansion revenue strategy. On average, sales reps are selling plans where starting contract value is $4,606.

Those same companies employ 1,678 sales reps that carry a quota. The most common compensation plan used by these companies is a 1:5 ratio of sales rep on target earnings (OTE) to quota. Meaning if a rep can earn $200k in base and commissions, quota target for that year is set at 5x, or $1m in new ARR closed.

If you’re going to build a high growth SaaS company, you need to figure out how to scale with quota carrying sales reps.

Which CEO’s are the most efficient capital allocators?

We can measure this a variety of ways. Which company has the most revenue per employee? What about dollars in revenue compared to dollars raised? What about time, which founder went from $0 to $10m the fastest?

Looking deeper at dollars in revenue compared to dollars raised, bootstrappers take the cake because they self fund (denominator zero). When we look at companies that have raised at least $1m, Actito is the clear winner generating $21m in revenue, growing 100% yoy, on just 1m raised ($.05 dollars raised for every $1 of revenue).

Omnisend comes in a close second with $.08 dollars raised for every dollar of revenue. Doing $19m as of December 2020. Proposify gets honorable mention with $0.46 dollars raised (3.25m) for every dollar of revenue ($7m).

The worst performers here are companies like YayPay with $3.68 dollars raised ($14m) per dollar of revenue ($3.8m). Many of the worst performers just did a round of funding and haven’t had a chance to deploy to drive growth yet. That makes this data less valuable but still illustrative.