Wing Assistant Reviews 

Wing Assistant LATAM, you guys are a joke!

First off, you completely bypass Mexican outsourcing labor laws, which is a huge red flag for any business taking you on. And why should you follow the law? Because you're set up with a loophole: you employ LATAM VAs from Mexico mixed with management teams in the Philippines, completely manipulating the system to evade regulations.

Because the pay is so low, the assistants are completely checked out, and it definitely shows in the quality of their work. On top of that, you constantly assign unreliable people. When we ask for a replacement, you just swap one irresponsible assistant for another. It’s a never-ending cycle.

A lot of the reviews here seem to be from folks at Wing just pretending to be customers. Am I off base? Nope, definitely not!

How can your company improve? Start by being honest.

I paid a $200 deposit on May 28, 2026 for a virtual assistant through Wing and, as of June 15, 2026, I still do not have a VA assigned.

Throughout this process, communication has been extremely poor. My assigned Customer Success Manager, David Arries, has been largely unresponsive. In most cases, I only receive a response after sending multiple follow-up emails. Even then, the responses have often felt dismissive and passive-aggressive rather than focused on resolving the issue.

What has been most frustrating is the lack of accountability and transparency. I was given expectations regarding the onboarding process and delivery timeline, yet those expectations have not been met. Instead of receiving clear answers, I have been repeatedly given vague updates and excuses while the delays continue.

I have also requested to speak with a supervisor on several occasions. To date, no supervisor has contacted me despite those requests. Being forced to repeatedly ask for assistance while receiving little to no meaningful support has been incredibly disappointing.

As a business owner, I understand that delays can happen. However, what is unacceptable is:

Taking a customer's deposit and failing to deliver the promised service.
Poor communication and lack of follow-through.
Ignoring escalation requests.
Failing to provide clear timelines or solutions.
Requiring customers to continuously chase updates.

At this point, I feel that my time has been wasted and that the promises made during the sales process have not been honored. The experience has created significant frustration and has delayed my business operations.

I am requesting a full refund of my $200 deposit due to the failure to provide the service I paid for and the overall lack of customer support.

Based on my experience, I cannot recommend Wing. If you are considering their services, be sure to carefully evaluate whether they can actually deliver within the timeframe they promise and whether you are comfortable with the level of communication and support provided.

Date Deposit Paid: May 28, 2026
Date of Review: June 15, 2026
Issue: No VA assigned, poor communication, unresolved escalation requests, request for full refund.

Overpromised, underdelivered. The sales cycle made it seem like I would get a proper Executive Assistant who could help me in my role, keeping track of the insanity and helping to keep me on task. While the EA who serviced my account was a wonderful person who I really enjoyed working with, the level of service Wing provides simply is not the high functioning resource they were selling. Everything was fine as long as there was a defined process. Checklists were great. But I needed more of a second brain -- someone who could just help me stay organized and prioritized. My assistant came up with a system; I really appreciated how hard she tried. But an experienced EA is just a different resource altogether. I might hire Wing to handle predefined tasks or to relieve ad hoc administrative functions. Based on my experience, though, I would not trust their promises of high-level functions or quality training and oversight. I emailed my customer service rep multiple times without a reply. And instead of connecting my EA with some training and development, my customer service rep simply outlined the limitations of their services. Limitations that were far narrower than the services I was pitched in the sales process.

I came to Wing looking for an experienced virtual assistant who could hit the ground running. What I got was a very different experience.

My first assistant logged over 12 hours in her first week with no meaningful output. Core tasks like inbox management, Clockify updates, and invoice processing were either left incomplete or had to be redone by me. She then went out sick and was replaced. During that entire period I was promised credits in writing by my Customer Success Manager. Those credits were never applied.

My second assistant was a genuinely hard worker with a great attitude. But he had no prior VA experience and required daily training from me, which completely defeated the purpose of hiring through an agency that markets itself as providing trained, managed talent.

When I mentioned my work requires dual monitors, Wing's solution was to suggest their assistant use a computer lab or that I purchase a monitor for them myself. Let that sink in. I'm paying a premium agency rate and being asked to provide equipment for their staff.

The Customer Success Manager took 18 days to respond to a billing concern. The response arrived the same day a new invoice hit my account with no credits applied despite two written commitments to do so.

Here's the reality: Wing is not an agency. They are a sourcing platform. The people they place are new to Wing, untrained, and unmanaged. You are the trainer, the manager, and apparently the IT department. You can find better quality assistants on Upwork for a fraction of the cost, with full transparency on experience and pricing, and no hidden fees.

If you have the time to train and manage someone yourself, you don't need Wing. If you don't have that time, this service will cost you far more than it saves.

A significant disappointment and a waste of money. Proceed with caution.

We started using Wing Assistant because too much of our time was going into admin and coordination work. We didn’t want to hire full-time, but we also needed something more reliable than ad hoc freelancers.

What works well is having a dedicated assistant who stays consistent and learns how we operate. We can assign tasks, share context once, and then build from there. Over time, it becomes easier to trust that things will get done without checking every step.

There is a bit of ramp-up in the beginning while the assistant learns your processes, but once that’s in place, it becomes a steady part of how the team operates.

Overall, it helps us stay organized and keep work moving without losing visibility or control.

I worked with a great rep. They were extremely helpful in locating the right VA for the role and tasks at our company. They were very diligent and attentive in getting our feedback on the progress with our VA to ensure we were not only a good match, but a contributor to the team. If the VA was not right fit, he immediately had a replacement. It's time that we saved searching gig sites and their technology give us a dashboard that easy to assign tasks and see the progress.

Spent money. Got nothing in return.
They were not able to find candidates and stil kept the money. won't answer to my emails

We partnered with Wing Assistant to provide customer service coverage for our non-business hours. We needed coverage from 4:30 pm to 8:00 am M-F and 24-hour coverage on the weekends. Our Wing teammates provided this coverage without any interruption to support our basic business functions. They easily integrated into our tech stack making communication with our Wing teammates seamless. They did a tremendous job of supporting our customers and prospects throughout the entire partnership.

Wing Assistant has been an absolute lifesaver. They matched me with a virtual assistant who is professional, reliable, incredibly dedicated, and genuinely competent. She doesn’t just complete tasks—she owns them. My workweek is smoother, more focused, and far more productive because of her. I honestly can’t imagine operating without her at this point. If you’re on the fence about a VA, Wing makes the decision easy.

Working with Wing Assistant has been an amazing experience. I use them for VAs for our Real Estate companies and they have become valued parts of our team. They do a great job matching you with the right team members and I was surprised how quickly they learned our systems. I will be using them more and more as our company grows!

Overall, my experience with Wing has been wonderful. I have recommended Wing to multiple contacts of mine looking for virtual assistant services, and my company has since onboarded additional Virtual Assistants since we initially began working with Wing. The assistant that I specifically work with, Anne, is absolutely incredible. She is a joy to work with, communicates effectively and proactively, and has helped make our tasks more efficient and productive.

Excellent service. Wing cares about their clients and they always seek providing me the best optimal solution.

My assistant is awesome. She's always on point, great at communicating and eager to learn. I really appreciate her support!

Wing has made it possible for our small teams to achieve more. The hiring process was seamless, onboarding was very successful and we are beyond pleased with the Virtual Assistants who have joined our company.
We work with two assistants who are incredibly knowledgeable and go above and beyond to research industry best-practices to constantly evolve and improve their outputs.

We would highly recommend working with Wing!

Amazing service and talent! Highly recommend.

I've been impressed with quality of work we've received from Clyde. His attention to detail, passion, and continued learning is refreshing to see with a new hire and we're seeing the return on our investment already. Clyde is balancing research, data collection, and outbound lead gen for me in a new geographic territory, and delivering results. He's a much needed resource whom we highly value.

Wing has found great team members for us. They make it so easy to work with them! Wing has added a lot with our virtual assistants to our business. They are hard working, diligent and really help us level up our team cost effectively.

I've had a great experience using Wing Assistant. The platform is intuitive, and the assistant helps me stay on top of repetitive tasks without missing a beat. It’s been a major time-saver for my daily workflow. Highly recommend to anyone juggling a busy schedule!

I've worked with a few different assistances from Wing for different purposes. Each person has been knowledgeable and great to work with!

I would say that the only reason I only put 4 out of 5 stars it that up front, the turnover is a little high, meaning we have to interview several candidates before someone takes the job, and stays for more than a few days. However, once they are here for over a week or so, the turnover is extremely low or zero.