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Thoughtful Automation: Funding, Investors & Team (Aug 2026)

Our mission is to enable all organizations to free their workforce. Thoughtful Automation designs, builds, and manages intelligent digital workers on our digital workforce management platform.

www.thoughtfulautomation.com LinkedIn Chicago, United States 11-50 employees
Total raised
$5.0M
Rounds
1
Latest
Seed
Sep 2021

Thoughtful Automation has raised $5.0M across 1 funding round on record, the most recent a Seed of $5.0M announced in Sep 2021.

That round is above the $3.0M median round size for Other companies tracked on FundedIQ over the last two years.

Thoughtful Automation Company Profile and Key Stats

Total funding raised
$5.0M
across 1 round on record
Funding rounds on record
1
Latest funding round
Seed
$5.0M in Sep 2021
Employees
11-50
reported band
Headquarters
Chicago, United States

Latest funding round on record: Sep 2021.

Thoughtful Automation Funding Rounds

Date
Round
Amount
Seed
$5.0M

Thoughtful Automation Founders and Leadership Team

Name
Role
Contact
Alex Zekoff
CEO

No contact details are on record for this team yet.

Thoughtful Automation Funding Compared to Other Other Startups

Segment
Companies
Median round
1,391
$3.0M
29,722
$7.5M
16,485
$3.1M

Thoughtful Automation's latest round of $5.0M is above the median round in Other. Medians cover the last 24 months of disclosed rounds.

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Thoughtful Automation Funding FAQs

What does Thoughtful Automation do?

Our mission is to enable all organizations to free their workforce. Thoughtful Automation designs, builds, and manages intelligent digital workers on our digital workforce management platform.

How much funding has Thoughtful Automation raised?

Thoughtful Automation has raised $5.0M across 1 round on record. The most recent is a Seed of $5.0M announced in Sep 2021.

When did Thoughtful Automation last raise funding?

Thoughtful Automation's most recent funding round on record is a Seed of $5.0M, announced in Sep 2021.

Who is the CEO of Thoughtful Automation?

Alex Zekoff is listed as CEO at Thoughtful Automation.

Where is Thoughtful Automation headquartered?

Thoughtful Automation is based in Chicago, Illinois, United States.

How many employees does Thoughtful Automation have?

Thoughtful Automation is in the 11-50 employee band.

How does Thoughtful Automation's funding compare to other Other startups?

Thoughtful Automation's latest round of $5.0M is above the $3.0M median round size for Other companies on FundedIQ across 1,391 tracked companies over the last two years.

About FundedIQ's Thoughtful Automation Funding Data

FundedIQ tracks announced funding rounds and refreshes this profile every week. Round dates, stages and amounts are normalised to a single format, converted to US dollars, and de-duplicated: two records of the same round announced days apart are merged, and two genuinely different rounds are kept apart on the amounts they disclose. Amounts shown are the disclosed figures only — a round announced without a number is listed and excluded from the total rather than estimated.

Employee counts are reported bands, not exact headcounts. Founder and executive names carry the job title on record. Anything we do not hold for Thoughtful Automation is left off this page rather than filled in.

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