Subscription & Retention Virtual Assistant

Cancellations Shouldn't Go Unworked While Churn Climbs

Save attempts made and win-backs handled
One person owns cancellations, renewals, and loyalty
Subscribers don’t lapse between billing cycles

No more win-back responses sitting unmanaged

4.8/5 avg.

Leader in Managed Virtual Assistant Services

2M+ applicants screened annually
10,000+ companies supported
20+ countries

10,000+ Active Assistants Powering 10,000+ Companies

What Wing Assistants Get Done Every Day

Save attempt made on incoming cancellation. No subscriber lost without a retention touch.

Updated in Churnkey

Failed payments worked and subscriber contacted. No lapsed billing left unactioned.

Updated in Recharge

Win-back replies managed and next step sent. No responses sitting idle.

Updated in Klaviyo

Loyalty points issued and rewards processed. No member balances falling behind.

Updated in LoyaltyLion

Your Subscription & Retention Virtual Assistant Handles

Cancellation Flow Management

Monitor cancellation requests
Make save attempts
Track outcomes and save rate

Win-Back Outreach

Execute win-back sequences
Manage replies and next steps
Track conversion activity

Renewal Coordination

Send renewal reminders
Follow up on expiring subscriptions
Flag at-risk renewals

Failed Payment Recovery

Work failed payment queues
Follow up on billing issues
Track recovery outcomes

Churn Tracking

Update churn logs
Flag cancellation patterns
Keep dashboards current

Loyalty Program Administration

Issue points and rewards
Respond to member inquiries
Keep balances current

How it Works

Be as involved (or uninvolved) as you prefer – our expert recruiters will guide you through every step, ensuring a smooth and seamless experience.

Step 1

Meet us to discuss
your requirements

Step 2

We shortlist talents
for your review

Step 3

We interview and
assess candidates

Step 4

The perfect Wing Assistant joins your team

Measured Results Across Teams

Real companies. Defined ownership. Measurable outcomes.

Quistem

Needed executive ops owned.

25% CEO time reclaimed
9 workflows offloaded
1,000+ days supported

Cybersecurity Startup

Needed outbound sales owned.

2,080+ hours delivered
22 sales workflows owned
Sales system live (2 wks)

Provida Family Medicine

Needed clinic ops streamlined.

50% faster admin ops
35% fewer billing errors
25% faster claims

Idaho Legal Estates

Needed intake owned.

100+ hours reclaimed
13+ hours saved weekly
10 workflows fully owned

My Personal Mentors

Needed revenue stabilized.

30+ deals closed monthly
3,600+ clients supported
48-hr inquiry resolution

Delegate Everything but Leadership.

More Virtual Assistant Services

We offer 25+ distinct plans in sales, marketing, customer service, and other operational areas. We also have dedicated industry-focused services such as Real Estate Assistants, Healthcare Virtual Assistants and E-Commerce Virtual Assistants.

Speak to a Wing Expert and find the right fit for your business.

Executive Assistant

Discover expert-tier talent to help with presentations, proposals and more

Sales Development Rep

Engages with prospects, grows your sales pipeline and drives sales

Personal Assistant

Manages your calendar both at work and outside of it

Real Estate Assistant

All-round help for your property listings

Top 1% of Talent

Start in one function, then expand coverage as the business grows.

Healthcare Assistant

Helps co-ordinate appointments with patients, data-entry and insurance filing

Digital Marketing VA

Discover experts in ppc ads, email marketing and growth

Bookkeeping Assistant

Tracks expenses, maintain your books and reconcile statements

Customer Service Rep

Delivers customer support for general queries, complaints and feedbacks

Churn Happens When
Cancellations Go Unworked

Cancellations go unworked. Win-backs miss the window. Failed payments sit. Small gaps. Real churn.

Your Wing Virtual Assistant stays inside your subscription platform so nothing stalls between cancellation and renewal.

How Wing Keeps Retention Moving

This isn’t a freelancer setup—one virtual assistant stays on your workflow, backed by support, so subscribers don’t lapse between billing cycles.

Flexible, No-Commitment Monthly Support

Add support when subscriber churn spikes. Scale back when things stabilize without changing how work gets handled.

NDAs and System-Level Access Control

Your assistant works inside your subscription platform and retention tools with defined permissions. You control what gets accessed, updated, and actioned.

Secure and Compliance-Ready

Wing is SOC 2–certified and HIPAA-compliant. Data is encrypted in transit and at rest, with restricted and logged access.

Coverage That Doesn't Drop Between Billing Cycles

One assistant stays on your workflow day to day. If coverage expands, work continues without re-explaining or losing context.

We Meet Challenging Talent Needs and Ensure Ongoing Success

Our resources and systems are designed to deliver tailored solutions that go beyond the basics, empowering your business to thrive.

Customer Success Manager

Benefit from a dedicated Client Success Manager (CSM) who will be your single point of contact for all your needs. Your CSM will ensure smooth onboarding, provide ongoing support, and proactively address any concerns to maximize the value of our services.

Free Replacements

We can work with you to analyze your requirements, and can launch new recruitment processes/ roles exclusively tailored to your needs, in your budget.

Quality Control & Supervision

Your assistant isn't alone. They're supervised by both Wing's Team Captains and Supervisors.

Additionally, you can opt-in to use sophisticated artificial intelligence technology that flags potential issues ahead of time to our supervisory team, who work to proactively resolve issues.

If quality is your goal, Wing remains the best choice in this industry.

Custom Roles

We can work with you to analyze your requirements, and can launch new recruitment processes/ roles exclusively tailored to your needs, in your budget.

Operational Ownership, Powered by the Wing Workspace App

Wing doesn’t just assign an assistant. We run execution through a centralized, human + AI–powered workspace built to keep work moving around the clock.

Real-time task visibility and status tracking
Documented workflows with built-in oversight
Structured handoffs and cross-time-zone continuity

Highly Rated by Operations & Leadership Teams

4.5

123 Reviews on Google

4.7

51 Reviews on Capterra

4.8

10 Reviews on Goodfirms

4.8

18 Reviews on Clutch

Hundreds of Stellar Client Reviews

Overall, I have been very pleased with each aspect of hiring my Wing VA. We were looking at a variety of virtual assistant programs; what made us choose Wing was the fact that their talent had specific marketing experience... Working with Wing is seamless. They have a robust platform that makes communicating with our VA incredibly easy. It also helps that they act quickly and are incredibly responsive...

Christine Mulvey

Director of Marketing
charlesgate.com

I've had the best VA experience so far after multiple tries. The app is easy to use to communicate and create tasks, there's loads of real-person communication, and my assistant was so capable at MANY things. He was so good that every week I found more things I could take off my plate and all for a low fixed price per month. Great value and it's taken a lot of stress off me.

Kelsey Galarza

Co-founder, Orange Marketing orangemarketing.com

Amazing service! Excellent customer support and the work done by my assistant Kirti S. from Wing is top notch. I’ve enjoyed the help and the genuine personality and willingness to learn. Also a big call out to Maryann U. my customer success manager. She is fantastic and so full of life.

Chris Mullaly

Founder and Managing Partner spiruscapitalpartners.com

Wing is an innovative software-powered interface to virtual assistants. Wing has provided a software-augmented virtual assistant service that's unique in the field. Just as important as the software platform is the quality of their assistants behind the scene. Their ability to organize and run a process of matching our needs with available talent was successful. Wing is easy to use.

Roy Chua

Principal AvidThink avidthink.com

Wing provides exceptional Virtual Assistant services and an accompanying productivity platform. Using Wing has been incredibly beneficial for our business, allowing us to explore some things in far more depth, or scale up some operations more effectively. Some of the benefits far exceed what you might expect from a virtual assistant in terms of capabilities and outside traditional administrative work.

Dylan Schiemann

Co-Founder &CEO
livingspec.com

What I like best about Wing is the quality and reliability of their virtual assistants. We started with one assistant and were so happy with the experience that we’ve since onboarded additional VAs. I’ve also confidently recommended Wing to colleagues and contacts looking for virtual assistant services. The combination of strong support, trustworthy assistants, and a seamless experience is what sets Wing apart for me.

Marysa C.

Mid-Market (51-1000 emp.)

Subscription & Retention Virtual Assistant Pricing

Part-time or full-time coverage available, with bilingual support if your subscriber base requires it.

Either way, one person stays responsible for your workflow, and nothing sits unworked between billing cycles.

Need help?

Book a Meeting

Book anytime this week

Live Chat

6-9 PM PST weekdays

Full-Time

$1,199/Month

160 Hours per month
Dedicated Subscription & Retention VA
Free replacement
Customer Success Manager
Rigorous quality control and supervision
Wing Workspace App
Your timezone—any hours you want
Share with colleagues
Unlimited file sharing/storage

Part-Time

$799/Month

80 Hours per month
Dedicated Subscription & Retention VA
Free replacement
Customer Success Manager
Rigorous quality control and supervision
Wing Workspace App
Your timezone—choose from designated slots

Sharing is limited
10 GB file sharing/storage limit

Cancellations Shouldn't Go Unworked While Churn Climbs

What Wing Assistants Get Done Every Day

Your Subscription & Retention Virtual Assistant Handles

Cancellation Flow Management

Win-Back Outreach

Renewal Coordination

Failed Payment Recovery

Churn Tracking

Loyalty Program Administration

How it Works

Meet us to discuss your requirements

We shortlist talents for your review

We interview and assess candidates

The perfect Wing Assistant joins your team

Measured Results Across Teams

Quistem

Needed executive ops owned.

Cybersecurity Startup

Needed outbound sales owned.

Provida Family Medicine

Needed clinic ops streamlined.

Idaho Legal Estates

Needed intake owned.

My Personal Mentors

Needed revenue stabilized.

Delegate Everything but Leadership.

More Virtual Assistant Services

Churn Happens When Cancellations Go Unworked

How Wing Keeps Retention Moving

Flexible, No-Commitment Monthly Support

NDAs and System-Level Access Control

Secure and Compliance-Ready

Coverage That Doesn't Drop Between Billing Cycles

We Meet Challenging Talent Needs and Ensure Ongoing Success

Operational Ownership, Powered by the Wing Workspace App

Get it on

Get it on

Get it on

Highly Rated by Operations & Leadership Teams

4.5

4.7

4.8

4.8

Hundreds of Stellar Client Reviews

Subscription & Retention Virtual Assistant Pricing

Live Chat

$1,199/Month

$799/Month

Popular Questions

Wing Assistant2150 Shattuck Ave,Berkeley, CA 94704

251 Little Falls Drive, Wilmington, DE 19808

We're Hiring

Digital Marketing Assistant

Virtual Assistant

Customer Service Reps

+ Many other positions!

Meet us to discuss
your requirements

We shortlist talents
for your review

We interview and
assess candidates

Churn Happens When
Cancellations Go Unworked

Wing Assistant
2150 Shattuck Ave,
Berkeley, CA 94704

251 Little Falls Drive,
Wilmington, DE 19808