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. 11
    FanSided Inc

    FanSided Inc

    Digital Advertising Platforms

    Operator of sports and entertainment network on the internet. The company has unique sports and entertainment sites dedicated to team-specific, sport-specific, genre-specific and fanbase-specific coverage.

    $82M

    1K

    2007

    Chicago

  2. 12
    G2

    G2

    CRM and Related Software

    G2 offers enterprise software ratings and reviews services. The company provides an online service that provides recommendations, reviews, and best practice information for technology product and services.

    $56M

    $258M

    3K

    693

    2012

    Chicago

  3. 13
    Sphera

    Sphera

    Enterprise Software

    Sphera Solutions is a provider of software and information services intended to help customers advance operational excellence to create sustainable value. The company's SaaS-based platform offers software information services in the operational risk, envir

    $51M

    8K

    804

    2016

    Chicago

  4. 14
    ShipBob

    ShipBob

    Distribution Software

    Providing Amazon level logistics to e-commerce businesses.

    $44M

    $331M

    5K

    369

    2014

    Chicago

  5. 15
    Miller Heiman Group

    Miller Heiman Group

    Sales Software

    Provider of sales performance software. The company provides a framework for sales leaders to understand their performance gaps and prioritize initiatives. It provides sales performance improvement services that enable its clients to fundamentally improve

    $43M

    4K

    513

    1978

    Chicago

  6. 16
    Copado

    Copado

    DevOps Software

    Copado is an end-to-end native DevOps platform built for Salesforce.

    $40M

    $131M

    400

    340

    2013

    Chicago

  7. 17
    Dialogtech

    Dialogtech

    CRM and Related Software

    DialogTech’s AI call tracking and conversation analytics helps digital marketers and agencies track ROI, drive sales, and personalize experiences.

    $40M

    $76M

    3K

    206

    2007

    Chicago

  8. 18
    Yello

    Yello

    HR Software

    talent acquisition software

    $30M

    $46M

    600

    216

    2008

    Chicago

  9. 19
    ShowingTime

    ShowingTime

    Real Estate Software

    ShowingTime is the real estate industry’s leading showing management and market stats technology provider, serving more than 950,000 agents and more than 250 MLSs.

    $25M

    $2M

    278

    1999

    Chicago

  10. 20
    RLDatix

    RLDatix

    Healthcare Software

    Developer of a cloud based patient safety software. The company's software, enables the healthcare organizations to generate and implement strategies to enhance the delivery of efficient, targeted and effective healthcare.

    $24M

    4K

    396

    1986

    Chicago

11-20 of 172

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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.