Agency profile · Updated October 2026
Working at Winning Assistants
A healthcare-only VA agency with many open medical and dental admin roles in the Philippines and Latin America, part-time and full-time. Openings and fit are strong, but there is little public employee feedback and few published details on benefits.
The facts
- What VAs say
- No employee reviews found
- Type
- Medical VA staffing agency
- Founded
- Not published
- Hires
- Philippines and Latin America (current openings in the Philippines, Mexico, El Salvador and Colombia)
- Roles
- Medical VAs, virtual receptionists, patient care coordinators, medical billers and coders, insurance verification and prior authorization, medical scribes
- Work setup
- 100% remote
- Schedules
- Full-time and part-time roles (11 of 37 openings part-time when checked)
- Hiring process
- Application, recruiter interview, candidate profile prepared, client interview, agreement and onboarding, then ongoing support; no tests or timing published
- Applicant fees
- Not published
- Impostor warning
- Not published
- Support for VAs
- Dedicated recruiter support, ongoing support during each placement and help finding the next one; no specific benefits listed. Publishes pay ranges in job ads: yes
- Openings
- 37 open remote roles listed, about 30 in medical or dental admin
What's good
- Lots of openings: 37 remote roles, about 30 in medical or dental admin
- Hires in the Philippines and several Latin American countries, with both full-time and part-time roles
- Publishes its hiring steps, from recruiter interview to client interview and onboarding
What to watch
- No employee reviews found on Glassdoor, and no founding year published
- Benefits are described only in general terms, and there is no applicant-fee statement or scam warning
Score breakdown
Rubric score 5.7/10, from the same six criteria we use for every agency.
Winning Assistants vs VA MASTERS
Published by Outsourcing Insider, a VA MASTERS company. VA MASTERS is ranked here using the same rubric as every other agency. How we rank.
| Fact | Winning Assistants | VA MASTERS Parent company |
|---|---|---|
| What VAs say | No employee reviews found | 4.9 on Glassdoor (16 reviews) · 4.9 on Indeed (32 reviews) |
| Hires | Philippines and Latin America (current openings in the Philippines, Mexico, El Salvador and Colombia) | Filipino professionals, for clients worldwide |
| Schedules | Full-time and part-time roles (11 of 37 openings part-time when checked) | Part-time, full-time and project roles (40 to 180 hours a month in current listings), in the client's time zone |
| Openings | 37 open remote roles listed, about 30 in medical or dental admin | 86 open remote roles listed on its careers page; 492 posted since May 2025 |
| Rubric score | 5.7 | 8.0 |
Questions people ask
Is Winning Assistants legit?
Winning Assistants hires through its own careers channels; its founding year isn't published. It doesn't publish a statement about applicant fees, so be careful with anyone asking you to pay in its name. Employee ratings: No employee reviews found.
Does Winning Assistants hire remote VAs?
100% remote. It hires Philippines and Latin America (current openings in the Philippines, Mexico, El Salvador and Colombia).
What is Winning Assistants's hiring process?
Application, recruiter interview, candidate profile prepared, client interview, agreement and onboarding, then ongoing support; no tests or timing published
How do I apply to Winning Assistants?
Through the careers page on Winning Assistants's own website. We don't link to the agencies we rank, so search for its careers page directly and make sure you're on its real website.
Sources: Winning Assistants website; Winning Assistants job board; Winning Assistants careers page. Checked Oct 2026. We don't link to the agencies we profile.