Client Success Manager (Remote)

Winning Assistants

El Salvador +1
Remote
Entry Level
Posted 21 Oct 2026

Skills

Required

responsive
NBI

Preferred

client onboarding

About Winning Assistants

Winning Assistants is one of the fastest-growing offshore staffing agencies in the U.S. We help doctors, clinic owners, and service-based businesses scale faster by connecting them with highly trained virtual assistants who streamline their operations, reduce costs, and increase profitability. We’ve helped thousands of businesses build leaner, smarter teams — and we’re just getting started. This is a fast-paced, high-performance environment — you must be able to stay composed under pressure, handle urgent issues, and solve problems quickly without getting overwhelmed.

We’re building something big — and we’re looking for passionate A-players who want to grow fast, lead from the front, and be part of something special.

Responsibilities

We’re looking for a proactive, detail-oriented, high-performance Client Success Specialist to serve as the main point of contact for a minimum of 30–50+ active client accounts. You’ll be the face of the company for our clients — ensuring their journey with us is smooth, responsive, and results-driven.
From onboarding and interview scheduling to follow-ups and daily support calls, you’ll be the heartbeat of the client relationship. You’ll work hand-in-hand with our Chief Client Success Officer and HR team to ensure we’re delivering a world-class experience every single time.
Serve as the primary point of contact for clients via Slack, email, text, and phone
Maintain a friendly, professional, and polished tone across all touchpoints
Respond quickly, follow up proactively, and escalate issues when needed
Manage client expectations, build trust, and ensure they always feel supported
Guide new clients through our onboarding process.
Have a basic understanding of recruitment and job analysis to help identify clients' staffing needs, job responsibilities, required skills, and ideal VA qualifications.
Assist clients in clarifying job requirements and expectations to ensure proper alignment with potential VA candidates.
Confirm and follow up on intake forms, expectations, and interview debriefs.
Schedule, confirm, and recap Zoom interviews between clients and VA candidates.
Collaborate with our internal HR and Talent Sourcing teams to ensure candidates align with client requirements and keep the hiring process moving smoothly.
Keep internal records and Google Docs updated in real-time based on clients' statuses
Ensure all action items and communications are documented and completed on time
Manage client email threads professionally and promptly

Flag and escalate time-sensitive messages

Maintain organized, prioritized communication across 30–50+ client accounts
Send out Zoom links, confirm meetings, and document next steps

Requirements

This Role Is Not for You If: You’re not thick-skinned or struggle to remain calm and professional during high-pressure situations or client escalations.
You’re uncomfortable communicating directly with clients via Zoom, phone calls, or video meetings.
You frequently make avoidable mistakes, lack attention to detail, or fail to double-check your work.
You lack initiative, critical thinking, or problem-solving skills and rely on others to resolve challenges.
You struggle to manage multiple clients and priorities or lack urgency, responsiveness, and follow-through.
You’re juggling multiple jobs or simply looking for “another remote job” rather than a role you can fully commit to and grow in.
Ability to stay composed and solutions-focused in high-pressure/fast-paced situations
Previous experience in client success, customer support, or account management
Fast, clear, confident, and professional communicator (written and verbal)
Proactive, self-motivated, and resourceful — able to take initiative and solve problems without constant supervision
Strong attention to detail — consistently double-checks work, catches mistakes, and follows through on responsibilities
Highly organized and responsive — able to manage multiple client accounts, prioritize tasks, and meet deadlines without reminders
Accountable and coachable — takes ownership of mistakes, welcomes feedback, and consistently applies what they've learned
Strong critical thinking and problem-solving skills — able to make sound decisions and use available resources independently
Tech-savvy and confident with:
Slack / Google Workspace (Gmail, Docs, Sheets, Drive)
Zoom and scheduling tools
Comfortable and confident joining daily video calls and client-facing meetings
Phone accessible during work hours
Reliable desktop/laptop
High-speed internet (10 Mbps minimum)

Must be available full-time (Monday–Friday)

Must pass a background check (NBI or local police clearance)
Must be proficient in speaking and writing English very clearly

Must have relevant work experience

Be able to submit an NBI clearance and/or Local Police Clearance background check before onboarding \[mandatory\]
Must be available for video meetings with your camera on (when needed)
Device: Reliable laptop or desktop computer.
Internet: High-speed connection (minimum 25 Mbps).
Premium VPN Access (Optional): A secure VPN license can be provided upon request to enhance privacy and security for client-related tasks.

Preferred

You’ve worked in an agency environment (e.g., digital marketing, staffing, recruitment, SaaS)
You’ve handled high-volume client accounts or worked with fast-paced teams
You’re passionate about customer experience, client satisfaction, and retention
You have experience with project coordination, client onboarding, or executive assistance

Pay

Salary: USD 18,000–30,000

Rate: $1,500-$2,500 USD/month depending on experience (with high opportunity for more as we grow)

Benefits

High-impact role with real leadership opportunity

Work with fast-growing U.S. companies and top-tier medical clinics
Room to grow into senior roles in Client Success or Operations

Performance-based raises and bonuses as we scale

Dedicated HR & Contractor Support Team: Access to world-class support for questions, guidance, contract matters, and client communication.
HIPAA & Cybersecurity Training + Certification (Provided): Access to our internal HIPAA compliance training, cybersecurity modules, and certification to help you confidently handle PHI for U.S. healthcare clients.
Top 1% VA Performance Training: Access to our proprietary training on communication, client management, productivity systems, and best practices to help you become a top-performing VA and increase long-term client retention.
Client-Approved U.S. Holidays: Contractors may take U.S. holidays off according to the client’s needs and schedule.
Client-Approved Paid or Unpaid Time Off: Time off may be granted by your client. Paid time off is optional and only if offered by the client.
Access to Tools & Resources: Templates, workflow guides, productivity tools, and client-specific SOP support to help you perform at your best.
Optional Performance-Based Incentives: Some clients may offer bonuses, incentives, or increased hours based on your performance.
_These are optional resources and client-approved allowances available to you as an independent contractor. Any resources, training, or allowances listed are optional contractor perks and not employee benefits._