Executives/Gladly CEO
Charlie Besecker, CEO of Gladly

Who is the CEO of Gladly in 2026?

Charlie Besecker is the Chief Executive Officer of Gladly. Charlie has held the CEO seat since June 2025, and was previously Chief Revenue Officer at GRIN.

Updated September 24, 2026
Time in seat
1 year
CEO since June 2025
Years at company
2 years
Joined Gladly July 2024
Career span
17 years
First recorded role February 2009
Summary
  • Charlie Besecker rose through Gladly: President from July 2024, before taking the CEO seat in June 2025.
  • Charlie Besecker was Chief Revenue Officer at Route from June 2019 to June 2022.
  • Charlie Besecker holds a BA, International Politics and Relations from University of Iowa.

Current company

Gladly

Gladly is a For business leaders who want to get AI right, Gladly is the only customer experience AI that delivers the cost savings you need AND the customer devotion that drives lasting business value.

Software DevelopmentHeadquartered in San FranciscoFounded 2014Private company

Source: Gladly on LinkedIn

Career and education

Charlie Besecker joined Gladly in July 2024 and has been CEO since June 2025. Before Gladly, Charlie was Chief Revenue Officer at GRIN from August 2022 until April 2024.

Career

  1. Gladly2024 to present
    • CEOJune 2025 to present
    • PresidentJuly 2024 to June 2025
  2. GRIN2022 to 2024
    • Chief Revenue Officer
  3. Route2019 to 2022
    • Chief Revenue Officer
  4. Qualtrics2013 to 2019
    • Multiple Positions
  5. IActionable2011 to 2013
    • Co-Founder
  6. Constant | Demand2009 to 2013
    • Founder
  7. Summit Outsourcing Group2009
    • Co-Founder

Sources: LinkedIn profile

Education

University of Iowa, BA, International Politics and RelationsSource

Decision makers by function

12 decision makers at Gladly in Unify, vice president level and above. Choose a function to see who leads it.

Decision maker preview

Top decision makers at Gladly

Vice president level and above, most senior first
Jason NelsonVP of Growth · USA@gladly.ai
T DoHead of Solutions Consulting · USA@gladly.ai
Christian EberleHead of AI Solutions · USA@gladly.ai
Steph BlackHead of Talent & Engagement · USA@gladly.ai
See every decision maker at Gladly

Unlock every decision maker at Gladly

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Leadership team at Gladly

Charlie Besecker leads a leadership team of 8 published executives.

Most senior 5 of 8

NameTitleIn seat since
Charlie BeseckerCEOJune 2025
Joseph AnsanelliCofounder and Executive ChairmanNot stated
Todd RakowChief Financial OfficerNot stated
Andy D'AmatoChief Revenue OfficerNot stated
Ali FazalChief Marketing OfficerNot stated

Sources: Gladly about page

Frequently asked questions

Who is the CEO of Gladly?

Charlie Besecker is the Chief Executive Officer of Gladly. Charlie has held the CEO seat since June 2025, and was previously Chief Revenue Officer at GRIN.

When did Charlie Besecker become CEO of Gladly?

Charlie Besecker has been CEO of Gladly since June 2025, according to LinkedIn profile.

What did Charlie Besecker do before Gladly?

Charlie Besecker was Chief Revenue Officer at GRIN from August 2022 until April 2024, according to LinkedIn profile.

How long has Charlie Besecker been CEO of Gladly?

Charlie Besecker has been CEO of Gladly for 1 year, since June 2025.

Who else leads Gladly?

Joseph Ansanelli (Cofounder and Executive Chairman), Todd Rakow (Chief Financial Officer), Andy D'Amato (Chief Revenue Officer), Ali Fazal (Chief Marketing Officer), and 3 more. Source: Gladly about page.

Reach Gladly's decision makers

12 leaders at vice president level and above, with verified work emails and phone numbers in Unify.

Methodology

The seat holder is identified in Unify's professional profile dataset, then confirmed against the company's published leadership page, its SEC filings, and Wikipedia before publication. Career and education rows carry the public document they were taken from. Leadership team membership follows the company's own leadership page; in-seat dates come from filings where available and otherwise from the profile record. Company figures are read from the Unify headcount page for the same company and are profile coverage measures, never company-reported workforce totals. The employee preview lists vice president and senior vice president level profiles by department. No personal contact details are published.

Identity confirmed against Gladly on LinkedIn. Last verified: September 24, 2026.