Kathy Slowinski

CEO

Salt Lake City, Utah, United States20 yrs 9 mos experience
Highly StableAI Enabled

Key Highlights

  • Led AI-first initiatives to automate customer support.
  • Founded a newsletter providing practical AI guidance for leaders.
  • Managed a portfolio with over $100M in revenue.
Stackforce AI infers this person is a SaaS executive with a strong focus on AI-driven product management and customer success.

Contact

LinkedIn

Skills

Other Skills

Agile MethodologiesAnalyticsBig DataBusiness DevelopmentBusiness StrategyChange ManagementCommunicationCross-functional Team LeadershipCustomer Relationship Management (CRM)Data ManagementDigital MarketingDigital MediaEmail MarketingHBaseHadoop

About

As CEO of a leading mid-market customer support platform, I help forward-thinking companies scale support without scaling headcount. At Kayako, we power an AI-first help desk that automates 80% of tickets, accelerates resolution times, and boosts CSAT, all without the cost of hiring more support agents. I created The AI Boss newsletter to cut through the noise and give leaders clear, no-fluff guidance on bringing AI into their organizations. It’s not theory or hype, it’s direct, practical moves you can use to lead teams, scale smarter, and make your business AI-forward without drowning in complexity. If you want to stop guessing about AI and start leading with it, The AI Boss will give you the playbook. Just subscribe here: https://theaiboss.beehiiv.com/

Experience

20 yrs 9 mos
Total Experience
2 yrs 3 mos
Average Tenure
1 yr 6 mos
Current Experience

The ai boss

Founder

Dec 2024 – Present · 1 yr 6 mos · Chicago, Illinois, United States · Remote

  • I created The AI Boss newsletter to cut through the noise and give leaders clear, no-fluff guidance on bringing AI into their organizations.
  • It’s not theory or hype, it’s direct, practical moves you can use to lead teams, scale smarter, and make your business AI-forward without drowning in complexity.
  • If you want to stop guessing about AI and start leading with it, The AI Boss will give you the playbook.

Trilogy

Chief Executive Officer

Apr 2023 – Present · 3 yrs 2 mos · Salt Lake City Metropolitan Area · Hybrid

  • Portfolio CEO | AI-First Turnarounds
  • Leading a multi-company portfolio with $100M+ revenue under management. I’m brought in to integrate and stabilize complex businesses, reset strategy, and deliver fast, measurable improvements in margin, product execution, and customer experience.

Circleup

Chief Product and Revenue Officer (CPO/CRO)

Jul 2021 – Apr 2023 · 1 yr 9 mos · San Francisco, California, United States

  • Responsible for Product, Design, Sales, Marketing and Customer Success for the software and credit businesses. Sold CircleUp to Brightflow.ai.

Neighborhoods.com

VP of Product

Sep 2019 – Aug 2021 · 1 yr 11 mos · Chicago, Illinois, United States

  • Responsible for Product, Design and Customer Success for both 55places.com and Neighborhoods.com

Numerator

SVP Product

Sep 2018 – Sep 2019 · 1 yr · Chicago, Illinois, United States

  • Responsible for Product and Design for both the InfoScout and Ad Intel businesses.

Pure naturals and organics

Co-Founder - Product and Revenue

Sep 2015 – Sep 2019 · 4 yrs · Sydney, Australia

Trilogy

SVP of Product/CPO

Mar 2015 – Mar 2017 · 2 yrs · Austin, Texas, United States

  • Head of Product for the IgniteTech Portfolio

Centro

Senior Director - Data

Sep 2014 – Sep 2015 · 1 yr · Chicago

Spins

Vice President - Product Management

Jul 2013 – Sep 2014 · 1 yr 2 mos · Chicago, IL

Experian

3 roles

Senior Director - Product Design

Jun 2011 – Jul 2013 · 2 yrs 1 mo · Chicago, Illinois, United States

Director Corporate Strategy

Promoted

Mar 2009 – Jun 2011 · 2 yrs 3 mos · Chicago, Illinois, United States

Project Manager

Oct 2007 – Mar 2009 · 1 yr 5 mos · Chicago, Illinois, United States

Newcastle university sport (nusport at the forum)

Information Technology Manager

Mar 2005 – Apr 2007 · 2 yrs 1 mo · Newcastle, New South Wales, Australia

Education

University of Newcastle

Master Degree — Information Technology

Jan 2003 – Jan 2005

University of Newcastle

Master Degree — Marketing

Jan 2004 – Present

University of Newcastle

Master Degree — Business Administration (MBA)

Jan 2004 – Present

Northern Illinois University

Bachelor's Degree — Business Administration

Jan 2001 – Present

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