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
    Label Insight

    Label Insight

    E-Commerce Software

    Label Insight collects, aggregates and analyzes CPG label data to allow the government, retailers, manufacturers and app developers a comprehensive view of food labels. This includes allergens, additives, ingredient, and claims analysis.

    $10M

    $35M

    103

    2008

    Chicago

  2. 02
    Revenew

    Revenew

    Procurement Software

    Revenew International LLC located in Houston, TX, offering Cost Recovery, Cost Recovery Audit, Accounts Payable Audit, Supplier Payment Review, Duplicate Payments Audit, Statement Reviews, Vendor Master, Performance Improvement and Cost Containment ser...

    $9M

    $11M

    104

    2006

    Chicago

  3. 03
    Adeptia

    Adeptia

    Information Technology Software

    Provider of a business integration software designed to enable business users to create connections with customers and partners in minutes. The company's business integration software automates and optimizes business processes, enabling users to access inf

    $9M

    $6M

    140

    2000

    Chicago

  4. 04
    Ycharts

    Ycharts

    Vertical Industry Software

    YCharts Enables Smarter Investment Decisions

    $8M

    $16M

    4K

    84

    2009

    Chicago

  5. 05
    Vibes

    Vibes

    Marketing Software

    Vibes Media is a provider of mobile marketing solutions. The company provides a technology platform that delivers mobile marketing options ranging from self service license to application development and strategic services. It was founded in 1998 and is he

    $7M

    $60M

    233

    1998

    Chicago

  6. 06
    dscout

    dscout

    Marketing Software

    Provider of a Software as a Service (SaaS) video research platform designed to share images, videos and texts, as well as get real-time feedback. The company's platform helps users to share the moments of delight, frustration, unboxing, shopping or anythin

    $7M

    $11M

    108

    2011

    Chicago

  7. 07
    Rocketmiles

    Rocketmiles

    E Commerce Software

    Provider of a hotel-booking website offering free airline miles as a booking incentive. The company offers an airline-mile stockpiling program, for users making multiple bookings.

    $6M

    $9M

    96

    2012

    Chicago

  8. 08
    ReviewTrackers

    ReviewTrackers

    Enterprise Feedback Management Software

    Provider of enterprise management software platform designed to empower businesses to leverage customer feedback to act today and predict tomorrow. The company's platform includes review notifications, a centralized monitoring and management dashboard, rep

    $5M

    $18M

    79

    2012

    Chicago

  9. 09
    Apervita

    Apervita

    Hospital & Health Care

    Provider of a healthcare analytics platform intended to deliver health insights. The company's healthcare analytics platform de-couples analytics from data and significantly reduces the barriers to create, improve and re-purpose them, enabling health profe

    $5M

    $58M

    62

    2012

    Chicago

  10. 10
    CustomerGauge

    CustomerGauge

    Enterprise Feedback Management Software

    CustomerGauge's Account Experience software excels at collecting feedback and signals at the account-level and distributing this information in real-time to…

    $5M

    $3M

    56

    2007

    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.