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UPDATED OCTOBER 26, 2026 · 87 REVIEWS ANALYZED

Wing Assistant Reviews (2026): Pricing, Pros, Cons & the Best Alternative

We read every Wing Assistant review we could find on Trustpilot and Clutch. Most are happy with their assistant, but deposit and refund problems keep coming up.

12-Month replacement guarantee

Perfect fit guaranteed · Pay only when you hire

87 reviews read · Oct 26, 2026
Wing Assistant reviews at a glance
Trustpilot
4.0/5
53 reviews
Clutch
4.7/5
36 reviews
Trustpilot star breakdown
5 stars
79%
4 stars
6%
2–3 stars
0%
1 star
15%
Most of the 1-star reviews are about deposits, refunds, or credits
Founded 2018 · Berkeley, CA

Wing Assistant: our quick take

Wing Assistant has been placing managed virtual assistants since 2018, and it's based in Berkeley, California. It has a 4.0 on Trustpilot and a 4.7 on Clutch.

Most reviewers like their assistant and say Wing matched them quickly. The 1-star reviews tell a different story: deposits, refunds, or credits that never came through, and slow replies once something went wrong.

Plans start at $699 a month for part-time help (see the full Wing Assistant pricing breakdown).

If you'd rather pick your own assistant from pre-vetted candidates, Remote CoWorker starts at $7.99 per hour.

See how Wing Assistant compares with the other top providers in our guide to the best virtual assistant companies.

Wing Assistant ratings on Trustpilot and Clutch

Review site
Wing Assistant
The alternative
Remote CoWorker
4.0 / 5 53 reviews
4.6 / 5 147 reviews
4.7 / 5 36 reviews
4.8 / 5 213 reviews

We checked both companies' Trustpilot and Clutch pages in October 2026.

What reviewers say about Wing Assistant

We read them all in October 2026. Unless we say otherwise, what follows comes from Trustpilot.

  • Most are 4 or 5 stars
  • The 1-star reviews mostly involve deposits, refunds, or credits
  • Most were posted in late 2025
  • The 2026 reviews are much more mixed
✓
What happy customers mention
  • Reliable assistants who take initiative come up more than anything else
  • Several have stayed with Wing for a year or more, a few for three or four
  • Some mention Wing swapping out an assistant who wasn't working out
  • A few use Wing for evening, overnight, or weekend coverage
!
What unhappy customers mention
  • Most 1-star reviews are about money, like a deposit kept after cancelling or a refund that never showed up
  • Once something went wrong, emails often went unanswered
  • Some had assistants who weren't trained for the job. A couple of happier reviewers also mention a weak first match
  • Two got no results at all. One paid for a year of cold calling that never booked a meeting

Recent reviews, in brief

★★★★★ October 2026 · Trustpilot
Calls their assistant dependable and quick to pick up new tasks.
★ September 2026 · Trustpilot
Cancelled before starting. Two weeks later, the deposit refund Wing promised in writing still hadn't arrived.
★ September 2026 · Trustpilot
Used a cold-calling assistant for almost a year and says it never produced a meeting.
★ May 2026 · Trustpilot
Both assistants needed daily training. Promised credits never showed up, and a billing question took 18 days to answer.
★★★★★ April 2026 · Trustpilot
Their assistant took a little while to ramp up, then learned the team's processes well.
★★★★★ January 2026 · Trustpilot
Uses Wing for evening, overnight, and weekend customer service, and says it's run smoothly.
On Clutch, reviews are even more positive. Almost all are 4.5 stars or higher. The one bad review, from a house-cleaning company, says tasks went unfinished and no one was supervising.

These are our summaries, not direct quotes. Wing replies to almost every Trustpilot review. Read the reviews on Trustpilot · Read the reviews on Clutch

Is Wing Assistant right for you?

Wing is a good fit if you
  • Would rather Wing interview and pick your assistant for you
  • Like seeing a monthly price before talking to sales
  • Need part-time help (80 hours a month) at a fixed cost
The alternative
Consider Remote CoWorker if you
  • Want to meet as many candidates as you like before hiring
  • Don't want to pay anything until you hire
  • Would like a free replacement if a hire doesn't work out within a year
  • Need PCI DSS compliance for payment data
  • Need to track tasks and KPIs without buying extra software
Free consultation · No signup fees · Pay only when you hire

Wing Assistant at a glance

The basics, from Wing's website and Clutch profile.

Founded
2018 · Berkeley, CA
Service model
Managed, dedicated assistants in 20+ roles, with separate U.S. and Latin America plans
Included
A dedicated assistant, a Customer Success Manager, quality checks and backup coverage
Hiring
Wing interviews and picks your assistant. It says it replaces a bad fit within 24 hours
Contract and coverage
Month-to-month · 8 hours a day, 5 days a week by default
Pricing
From $699/month
See the full pricing breakdown →

Wing Assistant company profile

Here's who runs it and how it's set up.

Wing Assistant
Privately held
Managed virtual assistants
2018
Founded
Berkeley, CA
Headquarters, 2150 Shattuck Ave
1,001–5,000
Employees (LinkedIn range)
230K+
LinkedIn followers
Leadership (Crunchbase)
KK
Karan Kanwar
Co-founder and CEO
RP
Roland Polzin
Co-founder
MG
Martin Gomez
Co-founder
SG
Saideep Gupta
Co-founder
Business details
Products
Managed virtual assistants and teams, the Wing Workspace app and an AI receptionist
Where assistants work
Remotely, around the world. U.S. and Latin America plans are sold separately
Investors
Berkeley SkyDeck Fund is listed as an early investor (CB Insights, Preqin)
Review profiles
Trustpilot 4.0 (53 reviews) · Clutch 4.7 (36 reviews)

Wing's own claims: It says it has supported more than 10,000 companies and hires the top 1% of remote talent.

Sources: Wing's website and LinkedIn page, Crunchbase, CB Insights, and Preqin.

Wing Assistant vs Remote CoWorker: Side-by-Side

We pulled these from each company's website in October 2026.

What you're comparing
Remote CoWorker
A dedicated assistant you pick yourself
Wing Assistant
Dedicated assistants, managed by Wing
Signup fees
No signup fees
No signup fee, but a deposit is due upfront (it counts toward your first month). Paying by card adds $35 a month.
Guaranteed skill match
Yes
Free replacement. Wing says it replaces a bad fit within 24 hours.
Workforce analytics software
Tasks, KPIs, progress tracking and performance visibility included.
The Wing Workspace app shows tasks, status updates and messages. No KPI or performance tracking listed.
Pricing
From $7.99 / hr
All-inclusive rate. Custom quote by role, experience and schedule, full-time or part-time.
$999/mo full-time (about $6.25 an hour), or $699 for 80 hours part-time. Specialist roles are priced separately. Card payments add $35 a month.
Security
As published by each provider
PCI DSS Compliant
ISO 27001 Certified
HIPAA Compliance
SOC 2 Type II Certified
SOC 2 Certified
HIPAA Compliant
ISO 27001 Compliant
GDPR Compliant
No long-term commitment
No long-term contracts. Pay only when you hire.
Cancel anytime, with 10 days' notice before renewal.
Customer success manager
Dedicated Client Success Manager included.
Customer Success Manager included on general assistant plans.
10+ years in operation
Founded 2013. Over 10 years in operation.
Founded 2018 (per its Clutch profile). Under 10 years in operation.
Reviews
Trustpilot 4.6 / 5 (147 reviews) · Clutch 4.8 / 5 (213 reviews)
Trustpilot 4.0 / 5 (53 reviews) · Clutch 4.7 / 5 (36 reviews)
Free VoIP service
Yes
Not listed on Wing's website.
24/7 IT support
IT support and 24/7 operations included in the all-inclusive rate.
Not listed. Coverage is 8 hours a day, 5 days a week by default, with 24/7 available on request.
AI specialist
Yes
Wing calls its assistants "AI-trained," but doesn't list a dedicated AI specialist.
Hire in 48 hours
Candidates sourced within 48 hours in most cases, with a hire usually within a week.
Advertises getting an assistant "live in 48 hours." Timing depends on the role.
Unlimited candidate interviews
Interview as many candidates as you like
Not listed. Wing interviews candidates for you.

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Client Reviews

Wing Assistant Reviews: FAQs

Questions people often ask about Wing Assistant.

What is Wing Assistant?

A U.S. company that places managed virtual assistants. It started in 2018 in Berkeley, California. Wing finds and interviews your assistant, and a Customer Success Manager keeps an eye on the account. Roles range from admin and customer service to sales and bookkeeping.

Is Wing Assistant legit?

Yes. Wing has been around since 2018 and is well rated on both Trustpilot and Clutch. Most clients are happy, but some ran into training gaps or billing and refund trouble, so read the recent reviews first.

What do negative Wing Assistant reviews say?

Mainly that money didn't come back. Most of the 1-star reviews describe a deposit, refund, or credit that was never honored, and many say Wing went quiet once there was a problem. A few had assistants who needed far more training than expected.

What are the best Wing Assistant alternatives?

If you'd like to interview candidates yourself and skip the upfront deposit, try Remote CoWorker. It starts at $7.99 per hour. BELAY, Time Etc, Wishup, and MyOutDesk are worth a look too.

Does Wing Assistant replace an assistant who isn't a good fit?

Yes, for free. Wing says it can swap in someone new within 24 hours. Remote CoWorker also replaces any hire who doesn't work out in the first year.

How quickly can I start with Wing Assistant?

Wing advertises getting an assistant live in 48 hours, though it depends on the role. With Remote CoWorker, candidates are usually ready within 48 hours, and most clients hire within a week.

How is Remote CoWorker different from Wing Assistant?

Remote CoWorker sources pre-vetted candidates, usually within 48 hours, and you interview them yourself. There's no deposit or signup fee, and a dedicated Client Success Manager is included. Every hire comes with a 12-month replacement guarantee, and rates start at $7.99 per hour.

Who is the CEO of Wing Assistant?

Crunchbase lists co-founder Karan Kanwar as CEO. The company's legal name is Wing AI Technologies, Inc.

Where is Wing Assistant located?

Its own pages don't quite agree. The website lists an address in Berkeley, California, while the FAQ says the company is mainly in San Francisco. Its assistants work remotely from around the world.

Is Wing Assistant a BPO company?

Sort of. Wing calls itself a managed virtual assistant service, but Clutch lists it as a business process outsourcing provider. In practice, it places dedicated assistants who take on admin, customer service, and sales support.

Why do some Wing Assistant reviews mention deposits?

Because Wing takes a non-refundable deposit when you sign up. It goes toward your first month, and Wing only considers a refund if it can't find you an assistant within 31 days. Several 1-star reviews are disputes over exactly that, so read the terms before you pay.

Is Wing Assistant worth it?

It can be. Long-time clients like their assistants and the fixed monthly price. The risk comes at the start and the end: deposits aren't refundable, fees are final, and you need to give 10 days' notice to cancel. If you'd rather interview candidates yourself and pay nothing until you hire, take a look at Remote CoWorker.

Sources and how we keep this page accurate

This page is published by Remote CoWorker, a Wing Assistant competitor. Any facts and figures come from public sources, with dates on when sourced.

Last updated October 26, 2026. Spot something out of date? Let us know and we'll fix it.

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