Anna Fletcher serves as Trustwell’s Vice President of Revenue Enablement & GTM Strategy, bringing more than 15 years of experience in sales and sales leadership to the organization. With a strong background in private equity-backed companies, Anna has built revenue enablement functions from the ground up, helping organizations strengthen their sales capabilities, align teams, and drive sustainable growth.

At Trustwell, Anna leads initiatives that equip customer-facing teams with the knowledge, skills, and resources to deliver meaningful value to customers. Her focus includes developing comprehensive onboarding and training programs, advancing consultative selling practices, and aligning Sales, Marketing, Product, and Customer Success teams around a consistent, customer-focused approach.

Passionate about developing people and building high-performing teams, Anna works across the organization to connect strategy with execution. Her goal is to empower Trustwell’s teams to better understand customer challenges, recommend effective solutions, and build lasting partnerships that contribute to customer success.