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Zachary Little

@zacharylittle

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SaaS customer success pro passionate about people, growth, and creating great user experiences.

United States

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What I'm looking for

I'm looking for a role where I can grow, make an impact, and be part of a mission-driven team. I value autonomy, flexibility, and meaningful work that allows me to build relationships, solve problems, and keep learning along the way.

I'm a customer success and account management professional with over 7 years of experience in SaaS, EdTech, and real estate tech. Throughout my career, I’ve helped companies grow by building strong client relationships, improving onboarding, and driving engagement through strategic support and communication. I’ve led upsell efforts, developed training programs, and managed complex portfolios of 100+ clients, contributing directly to revenue growth and user retention.

Beyond work, I’m a full-time digital nomad with a deep love for travel, people, and shared experiences. I thrive in remote, fast-paced environments and value autonomy, flexibility, and mission-driven work. Whether I’m leading a webinar, launching a new process, or solving a customer issue, I always bring empathy, energy, and a desire to create meaningful impact.

Experience

Work history, roles, and key accomplishments

Customer Success Manager

Flatiron School

Mar 2021 - Mar 2025 (4 years)

I managed a portfolio of students and institutional clients, focusing on engagement, retention, and onboarding. I increased customer engagement by 34% in just six months by creating tailored onboarding experiences and leading educational webinars. I also conducted competitor research to improve user onboarding and product planning.

Project Management Communication Customer Engagement Customer Success Operations Soft Skills Critical Thinking Sales Strategy Sales Development

Account Executive

Divvy Homes

Nov 2020 - Mar 2021 (4 months)

At Divvy Homes, I supported 350+ clients through onboarding and retention, increasing satisfaction by 23%. I led a fast-paced B2C sales process with 67% MoM growth and drove renewals and product awareness campaigns to improve retention and adoption.

Direct Sales Experience HubSpot Problem Solving Driving Results Sales Enablement Relationship Building

Luxury Vacation Specialist

Inspirato

Dec 2017 - Jun 2019 (1 year 6 months)

Delivered personalized luxury vacation experiences for over 100 high-net-worth members annually, achieving a satisfaction rating of over 95%. Managed logistics for more than 50 high-touch experiences per month, and developed training materials to optimize the customer journey.

Customer Success Relationship Building Salesforce Sales Forecasting