Dave Chookaszian

Co-Founder

Chicago, Illinois, United States18 yrs 11 mos experience
Highly Stable

Key Highlights

  • Proven track record in scaling businesses from $100K to $8B.
  • Expert in leading cross-functional teams of 5-40 members.
  • Strong background in business strategy and sales management.
Stackforce AI infers this person is a SaaS and Fintech expert with extensive experience in business development and strategy.

Contact

Skills

Other Skills

Management ConsultingBusiness AnalysisRequirements GatheringMarket EntryIT StrategyStart-upsInsuranceFinancial ServicesE-commerceAnalysisVendor ManagementOutsourcingSocial MediaManagementIntegrated Marketing

About

Entrepreneurial business and sales leader with experience in start-up, acquisition, scaling, and scaled environments. Firms ranged from $100K to $8B in revenue, both national and international. Adaptable and culture-building leader. Directed teams of 5-40 and across functions. Key skills include Business Strategy, Leadership, Sales, Sales Management, Project Management, and Product Management.

Experience

18 yrs 11 mos
Total Experience
3 yrs 3 mos
Average Tenure
5 mos
Current Experience

Building something new

Cofounder

Dec 2025Present · 5 mos · Greater Chicago Area

Quantiphi

3 roles

Applied AI Practice Head, Key Accounts

Promoted

Sep 2022Nov 2025 · 3 yrs 2 mos · Greater Chicago Area

Applied AI Practice Head, Latin America

Mar 2021Mar 2023 · 2 yrs · Greater Chicago Area

Applied AI Practice Head, US Central

Nov 2018Nov 2022 · 4 yrs · Greater Chicago Area

  • Quantiphi is a category-defining applied AI and machine learning software and services company focused on helping organizations translate the promise of big data and machine learning technologies into quantifiable business impact.

Kapow

Director Of Business Development

Sep 2017Nov 2018 · 1 yr 2 mos · Greater Chicago Area

  • I held three distinct roles:
  • For my entire tenure, I partnered with marketing and sales/account management to identify and directly sell to net new prospective clients using consultative selling strategies
  • From January - July 2018, I led a team of 2-4 inbound sales reps who qualified and sold to net new clients and existing SMB clients
  • From August - November 2018, I led the entire sales/account management organization (1 SDR + 9 reps)

Egencia, an expedia company

3 roles

Manager, SME Sales

Jan 2016Jun 2017 · 1 yr 5 mos · Chicago

  • Joined Egencia as part of Expedia's acquisition of Orbitz (including Orbitz for Business).

Manager, Inside Sales - Orbitz for Business

Sep 2013Dec 2015 · 2 yrs 3 mos · Chicago

  • Manager of the Inside Sales team, reporting to the head of Orbitz for Business sales. I lead a dedicated team of sales professionals that works with companies ranging from high-growth start-ups to growing middle market firms across all industries. We've developed an offering (Orbitz for Business Express - OFBx) specifically tailored to companies that have never managed or only lightly managed their corporate travel program.
  • My core responsibilities included:
  • Driving the strategic vision for the Inside Sales team and OFBx product
  • Developing the strategic and financial business cases for improvements to the team and product
  • Creating and nurturing 3rd party partnerships that enhance the value of our service to our customer base
  • Leading the day-to-day operations of the Inside Sales team

Manager, Strategy - Orbitz for Business

Jul 2013Oct 2013 · 3 mos · Chicago

  • Strategist for the Senior Leadership Team of Orbitz for Business. I worked across all the major business functions (product, marketing, sales, account management, customer service) to develop long-term growth strategies and short-term execution plans. My core responsibilities included:
  • Guiding the strategic planning process
  • Evaluating growth opportunities in new markets and with new products
  • Developing an integrated meetings management strategy

Orbitz for business

MBA Intern

Jun 2012Aug 2012 · 2 mos · Chicago

  • Strategy intern with Orbitz for Business. Completed projects included:
  • Analysis of strategic opportunities with OFB's airline partners, including how, when, and why corporate travelers are engaging with the new breed of airlines (e.g. Virgin America, Jet Blue) vs. the legacy carriers (e.g. American, Delta, United)
  • Overview of the social media landscape in the corporate travel industry

Urban offering

Co-Founder, Chief Operating Officer

Nov 2010Dec 2013 · 3 yrs 1 mo · Greater Chicago Area

  • We are a family business that is refreshing the custom tailored clothing experience through accessibility, personalization, and professional styling.

Capgemini

2 roles

Senior Consultant

Jan 2010Aug 2011 · 1 yr 7 mos · Chicago, Illinois, United States

  • Senior Business Analyst in the Insurance practice of the Financial Services group. Experience in Claims, Policy Administration, and Broker Administration using GuideWire ClaimCenter and PolicyCenter. My main responsibilities were to:
  • Conducting intensive user workshops and interviews to develop complex business requirements for software applications at a major US insurance company
  • Coordinating project teams of business resources, analysts, developers, and QA testers to successful completion of IT systems implementations

Consultant

Aug 2007Dec 2009 · 2 yrs 4 mos · Chicago, Illinois, United States

  • Business Analyst in the Insurance practice of the Financial Services group. Experience in Claims, Policy Administration, and Broker Administration using GuideWire ClaimCenter and PolicyCenter. My main responsibilities included:
  • Conducting intensive user workshops and interviews to develop complex business requirements for software applications at a major US insurance company
  • Coordinating project teams of business resources, analysts, developers, and QA testers to successful completion of IT systems implementations

Educational development organization of sudan (edoos)

Program Officer

Sep 2006May 2007 · 8 mos · Khartoum, Sudan

  • Program Officer for a small Sudanese NGO based out of Khartoum, Sudan. The organization focuses on building education and health programs among the Internally Displaced Persons (IDP) community throughout the country. My core responsibilities included:
  • Building and managing educational programs for communities of war refugees
  • Pursuing new project funding from local and international NGOs
  • Connecting short-term international aid teams with local high-need projects

Illinois coalition for immigrant and refugee rights

Intern

Jun 2005Aug 2005 · 2 mos · Greater Chicago Area

Education

Northwestern University - Kellogg School of Management

Master of Business Administration (M.B.A.) — Entrepreneurship & Innovation

Jan 2011Jan 2013

University of Illinois Urbana-Champaign

BA — International Relations

Jan 2002Jan 2006

Universidad de Chile

Political Science

Jan 2004Jan 2004

New Trier

Jan 1998Jan 2002

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