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Customer Success & Operations Leader | 7+ Years Building CX Teams, Improving Processes & Scaling Startups

Stephen

Top Rated

Customer Experience Manager

Old Harbour, Jamaica🇯🇲

$3,000 – $4,310/mo

About

Customer Success and Operations professional with 7+ years of experience supporting customers, improving processes, and helping startups scale. I've built customer experience programs from the ground up, led remote teams, and implemented systems that improve efficiency and customer satisfaction. Known for combining empathy, problem-solving, and operational thinking to create better outcomes for customers and businesses alike.

Industry Experience

Online Audio & Video Media

Broadcast Media Production & Distribution

Legal Services

SaaS Platforms

Business Consulting & Services

Software Experience

Candidate Information

Availability

Full-Time, Part-Time

Work Arrangement

Remote

English Level

Native Fluency (C2)

Roles Qualified For

Customer Experience Manager

Head of Customer Support

Operations Manager

Operations Director

Marketing Operations Manager

Work Experience

Customer Success Specialist

11/2022 - 10/2023

https://www.doola.com/

● Support entrepreneurs worldwide through LLC and C-Corporation formation processes.

● Guide customers through compliance requirements, banking setup, and business onboarding.

● Manage approximately 100 customer interactions weekly across multiple communication channels.

● Collaborate with internal teams to improve customer experience and operational efficiency.

● Apply customer success and operational best practices to support company growth.

Operations Director

07/2021 - 10/2022

https://betterlegal.com/

● Promoted from Customer Experience Manager to lead Operations for a rapidly growing online business formation company.

● Managed a team of 6–12 employees across Customer Experience and Operations functions.

● Oversaw operational workflows supporting more than $2.5M in annual sales volume.

● Implemented process improvements that reduced order fulfillment times by 25%.

● Built scalable operational systems that improved team efficiency by 30%.

● Developed customer retention initiatives that increased retention by 20%.

● Led hiring, onboarding, coaching, and performance management for operational team members.

● Partnered directly with company founders to drive operational strategy and business growth.

Customer Experience Manager

09/2019 - 07/2021

https://betterlegal.com/

● Joined BetterLegal as the company's first employee and helped build the Customer Experience department from the ground up.

● Led a team of 6 Customer Experience professionals.

● Designed and implemented the company's Customer Experience Manual and core operating procedures.

● Created onboarding and training systems that reduced new-hire training time by 40%.

● Spearheaded Twilio automation initiatives that reduced customer wait times and improved communication efficiency by 30%.

● Developed self-service customer resources that reduced repetitive support requests and improved team productivity.

● Conducted coaching, performance reviews, and employee development initiatives.

● Increased subscription conversion rates by 25% through upsell and customer engagement strategies.

● Reduced customer churn by 20% through targeted customer success initiatives.

Customer Success Specialist

09/2018 - 09/2019

https://betterlegal.com/

● Managed customer interactions through phone, email, and live chat channels.

● Assisted customers with LLC and corporation formation services.

● Guided clients through compliance requirements and business setup processes.

● Identified revenue-generating upsell opportunities.

● Delivered exceptional customer support in a fast-paced startup environment.

Community Manager

07/2017 - 11/2019

https://www.zenomedia.com/

● Built strategic partnerships with broadcasters throughout Jamaica and the Caribbean.

● Increased brand awareness in Jamaica by 40% through partnership and promotional initiatives.

● Expanded platform reach through broadcaster acquisition and onboarding efforts.

● Created 30+ user stories that contributed to a 25% increase in platform engagement.

● Developed content strategies that contributed to 35% growth while strengthening industry relationships.

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