Founder Interview
How Wing Assistant Reached $25M in Gross Sales With Google Ads and a Managed VA Marketplace (Interview with Founder Roland Polzin)
- Interview Date
- March 28, 2024
- Interviewee
- Roland PolzinFounder and CMO
Company Metrics at Interview Time
Total Gross Sales (cumulative to interview date)
$25M
Seed Round (2021)
$2.1M
Accelerator Grant (2020)
$100K
Demo-to-Customer Conversion Rate (at interview date)
40%
Google Refund Recovered (prior to interview date)
$41,000
Historical Snapshot
These numbers were reported by Roland Polzin during his live presentation at SaaS Open, recorded March 28 and 29, 2024, and represent a historical snapshot of Wing Assistant at that time, not current figures. See Wing Assistant’s current numbers.
Key Takeaways
- 01Wing Assistant reached $25 million in total gross sales as of the March 2024 interview
- 02The company raised $100,000 from the UC Berkeley Skydeck accelerator in early 2020
- 03A $2.1 million seed round closed in early 2021 and funded significant marketing spend
- 04Wing was founded by four co-founders who personally manned chat and demos around the clock in the early days
- 05Approximately 40% of demo leads converted into paying customers
- 06Roland implemented a secret keyword system using the word 'beautiful' to trigger Google conversion events from chat leads
- 07A malicious actor exploited Wing's Google Ads at $7.10 per fraudulent click, sending TikTok users to the site
- 08Roland fought Google for nine months and recovered a $41,000 refund using data from the rats keyword tracking system
Company Metrics at Time of Interview
| Metric | Value | Source |
|---|---|---|
| Total Gross Sales (cumulative to interview date) | $25M | Founder interview, March 2024 |
| Seed Round (2021) | $2.1M | Founder interview, March 2024 |
| Accelerator Grant (2020) | $100K | Founder interview, March 2024 |
| Demo-to-Customer Conversion Rate (at interview date) | 40% | Founder interview, March 2024 |
| Cost Per Fraudulent Click (Google Ad Fraud) (prior to interview date) | $7.10 | Founder interview, March 2024 |
| Google Refund Recovered (prior to interview date) | $41,000 | Founder interview, March 2024 |
Growth Breakdown
Revenue
Wing Assistant grew to $25 million in total gross sales as of the March 2024 interview. Roland credited the foundation built during the bootstrapped early days, before the 2021 seed round, as essential to that trajectory. The seed round of $2.1 million enabled meaningful marketing investment and the hiring of a growth marketer.
Customers
Wing targets small and medium-sized businesses including SaaS startups, marketing agencies, and e-commerce companies. The company offered three purchase paths on its website: a demo via Calendly, a live chat via Fresh Chat, and direct checkout. Roughly 40% of demo leads converted into paying customers.
Team
Wing was founded by four co-founders who personally handled sales chat and demos in shifts to ensure 24/7 coverage in the early days. The company recruits talent from Latin America, the Philippines, and India, and receives tens of thousands of job applicants every month.
Funding
Wing bootstrapped initially with a $100,000 grant from the UC Berkeley Skydeck accelerator in early 2020. In early 2021 the company closed a $2.1 million seed round, bringing total disclosed funding to $2.2 million. Roland described the seed round as the catalyst for scaling marketing spend.
Growth Strategy
Bottom-of-Funnel Google Search Campaigns
Wing focused its paid acquisition on people already searching for virtual assistant or remote talent solutions, capturing high-intent traffic. Roland expanded the keyword universe over time and replicated the same bottom-of-funnel approach each time a new service category was added to the platform.
Three Purchase Paths and Website Optimization
Wing offered direct checkout, a Calendly demo, and a Fresh Chat option on its website, which Roland described as unusual in the virtual assistant industry where competitors typically require a form submission. Making it easy to buy directly improved conversion tracking and reduced friction.
Conversion Tracking With Google Tag Manager and Secret Keywords
Roland implemented Google Tag Manager to record user actions and feed conversion signals back to Google Ads. For chat leads, he created a secret keyword system where sales agents saying 'beautiful' triggered a positive conversion event, and saying 'rats' flagged a bad lead, allowing Google to optimize toward high-quality traffic.
Upselling the Existing Customer Base and Expanding Service Offerings
Wing started with general virtual assistant services and progressively added specialized talent categories such as graphic designers, executive assistants, and others. Each new category was treated as a fresh bottom-of-funnel opportunity, and the existing customer base was upsold on expanded services.
Data-Driven Fraud Detection and Recovery
By analyzing UTM data tied to the rats keyword leads, Roland identified that a malicious actor was serving Wing's Google Ads to TikTok users at $7.10 per fraudulent click. He gathered screen recordings as hard proof, fought Google for nine months, and recovered a $41,000 refund, demonstrating how rigorous data tagging protected marketing efficiency.
Best Quotes
“We only had $100,000 from the UC Berkeley Skydeck accelerator. So we were admitted in early twenty twenty. And yeah, we had to really get the most value out of our leads.”
“We got a seed round in early twenty twenty one, dollars 2,100,000. And that really enabled us to spend a lot in marketing to hire a growth marketer.”
“Our value proposition at Wing is that we offer remote talent for small and medium sized companies to outsource. We're not only a virtual assistant provider, quote unquote, we're also a managed marketplace with a software solution.”
“We really made every dollar spent count by selling to people who were ready to buy. And the key to that was that we set up our website such that it was really easy to buy.”
“Only about 40% of those leads would actually convert. So the majority of those still aren't customers, but it's good enough.”
“Whenever the word beautiful would show up in the chat window, we would actually trigger a conversion. And so an example of that would be, yes, someone comes in, say, hey, I want to purchase from you. And then our sales team nowadays, or back in the day ourselves as founders, would say, that's beautiful.”
“I noticed that many of those rats leads, they had the UTM pointed at the bit what's called the ByteDance browser. So it came from TikTok. But Google doesn't work with TikTok.”
“I fought with Google quite a bit, actually, over nine months. And good thing was that I had the data. I had the hard proof that that was happening. And with that data in place, we were able to get that refund from Google. I actually wanted to have $60,000 but, well, what can't you do?”
“With all that analytics set up in place, we're able to scale ultimately to 25,000,000 total. That's where we are today. And hopefully, at the next SaaS Open, I'm going to tell you how we did that to get 100,000,000.”
What Happened Next
This page captures Wing Assistant as Roland Polzin described it during his live presentation at SaaS Open in March 2024, when the company had reached $25 million in total gross sales. The figures here are a historical snapshot and may not reflect the company's current revenue, headcount, or product offering. Visit the Wing Assistant company profile on getLatka for the most current data and updated metrics.
View Wing Assistant’s current profile and metricsFull Transcript
Chapters
- 0:00Event Context and Introduction
- 0:18Google Ads Setup Overview
- 1:55Revenue Graph and Seed Round
- 3:57Bottom-of-Funnel Google Search Strategy
- 6:01Co-Founders' Hyper-Responsive Approach and Accelerator Funding
- 8:36Google Tag Manager and Conversion Tracking
- 9:56Secret Keyword 'Rats' for Filtering Bad Leads
- 12:01Data as the Magic Ingredient
- 14:03Identifying TikTok Ad Fraud via UTM Data
- 15:31Recovering a $41,000 Refund from Google
Event Context and Introduction
Nathan Latka
00:00Quick context. This was recorded March twenty eighth and twenty ninth. So a couple weeks ago at my live event, saasopen.com. We had a thousand software CEOs there. If you missed it, we hope to see at the next one, September fifth and sixth in New York City, sasopen.com. But for now, let's jump into the recording.
Google Ads Setup Overview
Roland Polzin
00:18>> So this is our setup on Google Ads, and we upsold the existing customer base.
00:29>> Alright. So over the next twenty minutes, I'm going to talk about, the very beginning, what we knew when we only had about 1,000,000 in gross sales. I'm going to explain a little more about the value proposition at Wing Assistant, about the market, who we're selling to, and about grabbing bottom of the funnel business. Next one, I'll dive into how we always have efficiency on top of our minds, how we were hyper responsive, especially in the beginning
00:56>> as co founders, how we set up our analytics specifically, and then how we hunted inefficiencies to make really every dollar count. And then we ultimately cracked 25,000,000 in gross sales by multiplying the success with the magic ingredient and ultimately also beating Google on a small scale.
01:21>> This is our no
01:26>> laser pointer. Okay. Well, this is our revenue graph. So we got a seed round in early twenty twenty one, dollars 2,100,000. And that really enabled us to spend a lot in marketing to hire a growth marketer. And up to that point, we really only bootstrapped. So I'm going to talk about the bootstrapping part. And what you see here is basically all thanks to that foundation that we had in the beginning.
Revenue Graph and Seed Round
Roland Polzin
01:55>> So our value proposition at Wing is that we offer remote talent for small and medium sized companies to outsource. We're not only a virtual assistant provider, quote unquote, we're also a managed marketplace with a software solution. So anyone who comes with us to outsource and delegate tasks, they can use our software to do that efficiently and securely. Our market is mostly SMBs. So that can be SaaS startups, that can be marketing agencies, that can be small
02:30>> e commerce businesses or larger ones. And with advanced customer discovery in the very early stages, we figured out and we dove deep into what really is it that makes our customers special, what do they look like, and what's our ICP. Now with that in mind, we were able to grab the bottom of the funnel business. So we learned what general keyword universe was out there, and we really doubled down on Google search campaigns. So for example,
02:57>> if someone was looking for, hey, how to hire a VA or how to get remote talent, then they would, guess what, see an ad of Wing Assistant. So really, we would grab all those people that were already looking for the solution we had, so it's ultimately very efficient. We just grab the people that were already browsing.
03:20>> Yeah, so we really made every dollar spent count by selling to people who were ready to buy. And the key to that was that we set up our website such that it was really easy to buy. So this is our setup on Google Ads. Probably a little hard to read, but it's not so important what the gist is, you see all the keywords that we put in there, and then those keywords really did the magic for
03:52>> us. Now,
Bottom-of-Funnel Google Search Strategy
Roland Polzin
03:57>> mentioned before how we made every dollar count. So as co founders, we were hyper responsive. So similar to my predecessor here on the stage, we are four co founders. And so I can definitely resonate with all that conflict that sometimes comes with it, but it also has the benefits of having manpower, in our case, to do the job. So we were bootstrapped in the beginning. We only had $100,000 from the UC Berkeley Skydeck accelerator. So we
04:31>> were admitted in early twenty twenty. And yeah, we had to really get the most value out of our leads. And so this is the setup I implemented on our website, the three ways to purchase. One was you can set up a demo. You simply use Calendly, set a time, and then you speak with us about what you need, how we can potentially help you. Second one is to just chat with us on the website chat. We're
05:01>> using Fresh Chat. And the third option was to directly purchase. And that was actually, and still is, very unique in this industry because typically, yeah, other companies in this space would make you fill out a form and then they get back to you. And yeah, obviously that's not really good for conversion counting or recording because you don't really know if those people are actually going to buy.
05:31>> So those three options of purchasing are not all equally straightforward. So for setting up the analytics, we needed to set the conversion events for Google. So because Google needs to know, Okay, which of these people that we sent to you, which of those clicks is actually going to convert into a paying customer?
Co-Founders' Hyper-Responsive Approach and Accelerator Funding
Roland Polzin
06:01>> And so, yeah, we used the Google Tag Manager. Who here is familiar with that tool? One, two, Okay. So maybe a third. Thank you. Google Tag Manager is basically a little piece of script that you put on your website, and it records user actions on the user's side. So on the user's computer, if the user clicks, the Tag Manager script will pick up that click and see, Okay, well, what's going to happen here? Where did they
06:29>> come from, etcetera? What you see here on the screenshot again, the details aren't as important. But those are basically all the potential triggers that would fire when a user does a certain action on their computer.
06:49>> Now, the most straightforward
06:53>> way of purchasing is always the checkout. Someone comes in, gives us all their details, puts in their credit card information, and hits purchase, and then we know everything. We know the purchase price, we know where the lead came from, know their contact details and contact information. So that's the perfect case for Google. Google Google knows exactly, okay, that's that's the perfect customer. I'm gonna go out and do the same thing, get those people. It's not so
07:20>> straightforward with the demo setup because it's good if someone is so interested that they set up a calendar event with us and wants to speak with us, but only about 40% of those leads would actually convert. So the majority of those still aren't customers, but it's good enough and, yeah, by basically triangulating how many customers actually signed up with us of all the demos that we set up, we could still finagle enough to tell Google, okay,
07:50>> well that's about the value of each of these leads. Now what's most tricky is the third option, the chat. Because as I said, the Google Tag Manager and also pretty much any other script that helps you record conversions and actions on the user's end, it's on the user's end. When we chat with them, there isn't really a way where we can say, hey, that's a good lead. Like if the person asks us, hey, do you provide
08:21>> an executive assistant? And we say, yes, we do. And then they say, oh, great, let me sign up with you. That's the point when we want to tell Google, hey, that's a fantastic lead. But we can't. At least that's what we thought.
Google Tag Manager and Conversion Tracking
Roland Polzin
08:36>> Yeah, so what I then did was well, I mean, if everything is recorded on the user's end, then on the user's end, the chat shows up. So they have the chat open. And if we chat them with a certain message, and we just put in an inconspicuous keyword, wouldn't that be picked up? And yeah, it will. So that's what we did. And that's why I called it the secret keyword beautiful. And you see the script here.
09:08>> It's a pretty simple script. So whenever the word beautiful would show up in the chat window, we would actually trigger a conversion. And so an example of that would be, yes, someone comes in, as I just said in the example, say, hey, I want to purchase from you. And then our sales team nowadays, or back in the day ourselves as founders, would say, that's beautiful. We would love to move forward with you. And at that point,
09:34>> yeah, I mean, it's not natural, you would say, right? It's kind of like a word that is,
09:42>> let's say small enough to not really arouse suspicions, but is big enough to make a difference. And so that's what we did.
Secret Keyword 'Rats' for Filtering Bad Leads
Roland Polzin
09:56>> Click. Conversely, I introduced the secret keyword rats. So whenever there is a lead that we didn't want, right? And that happens more often than you would think, right? Especially in our industry, since we recruit talent from Latin America, from The Philippines, from India, there are literally tens of thousands of applicants coming in every month, and they want to get hired. And many of those go to our chat. Obviously, do have automation, like a clicky clicky process,
10:33>> where they can say, hey, I'm looking for a job, and we then filter them out and point them to the website. But as you can imagine, more than enough of these people, they do want to speak to someone. And they try everything to get their resume in the right place. And so they will actually then take the time of our salespeople, or back in the day, of the founding team to actually make sales. And so, yeah,
10:58>> whenever that happened, we would and someone asked us, hey, I want to be hired, can I apply? And then we would say, oh, rats, I can't help you with that, But here's the link to our job site. Right? So basically, still help them, but make sure that we record that that was not a good lead. And that actually came in handy later on. So with all that setup in place, we were actually able to scale. We
11:24>> expanded our keywords, we expanded our service, and we upsold the existing customer base. And so this is just an example. This is the website menu. As you see on the very top left corner, general VA or virtual assistant, that's what we started with. And that's basically where we got all the bottom of the funnel traffic. And down the line, we added all these additional services or talent areas, and we could do the same thing over and
11:53>> over again, grabbing the bottom of the funnel traffic, and really, really grow efficiently.
Data as the Magic Ingredient
Roland Polzin
12:01>> So now, the magic ingredient, it's not really a secret, most of you know, but it is data. Is power. And yeah, to give you an example of how that example with the negative keyword or secret word rats worked, and how I ultimately got a $41,000 refund from Google. Let's try with our tech table to play that video, in a second. I'm just gonna give a little more context to that. At some point and we already had
12:33>> a sales team in place the sales team was telling me, hey, Roland, every hour, there's five people coming in here, and they ask us to become a graphic designer, or they're here for a course for graphic designers. So really odd. I mean, we did offer graphic designer service, but we never would offer any
13:00>> training or classes for that. So it was really odd, it was so intense that it ultimately took away all the time from our salespeople, and they couldn't sell anymore. So we were curious, like, what's happening? Because it was so intense, and Google conversions and clicks and all that looked good. So what I did was to dive into the data that we had from the traffic. And I noticed that many of those rats leads, they had the
13:33>> UTM pointed at the bit what's called the ByteDance browser. So it came from TikTok. But Google doesn't work with TikTok. Anything, they're competitors for the ad space. So why would people from TikTok come to our website? That was super weird. And so what I had my sales team do is, Okay, you guys now I told them, you guys ask these people who will come in for graphic designers, promise them like a I don't know a $20
Identifying TikTok Ad Fraud via UTM Data
Roland Polzin
14:03>> Amazon gift card, and and ask them to send over a screen recording of how they got to our website. And they did. And, if you guys are able to do it, let's play that screen recording that we got.
Nathan Latka
14:18Become a graphic designer. It brought me to this website, and that's where I found the information I needed. This career is so fun, but also super rewarding because you get to do everything on your own. I seriously suggest learning more about this. Swipe left.
Roland Polzin
14:31>> Swipe left on TikTok and see this website. They click because they want to become a graphic designer. They click again, visit website, and that was our ad. And then they land on our website. What actually happened thank you, guys. What actually happened was that some malicious actor, they had a website, they put our ad there, and for every one of these TikTok people that they illicitly gathered, they got the $7.10 dollars for every click. And we
15:06>> paid for that traffic. And Google thought, oh, that's fantastic. They're all going to the website. Send them more. Right? So yeah. It was very bad for us. And we actually paid a lot of money for nothing. And so, yeah, I fought with Google quite a bit, actually, over nine months. And good thing was that I had the data. I had the hard proof that that was happening. And with that data in place, we were able to
Recovering a $41,000 Refund from Google
Roland Polzin
15:31>> get that refund from Google. I actually wanted to have $60,000 but, well, what can't you do?
15:38>> Thank you. Okay. So that's basically the whole story. So to go over
15:48>> what we did
15:51>> oh, no. That slide isn't showing up. Okay. Yeah, so the very early stages, right, as a new player in the virtual assistant industry trying to introduce technology into this space to really become a managed marketplace to ensure quality and to outsourcing efficient and secure, we leverage Google Ads and Analytics to really serve this mid market, small and medium sized businesses, SaaS startups, e commerce businesses, by grabbing the bottom of the funnel traffic and being really, really
16:30>> efficient. Again, being hyper responsive as co founders, manning the chat, doing the demos ourselves, doing shifts, so 20 fourseven there was someone to talk with those leads who came in, and then hunting inefficiencies by rigorously introducing and maintaining yeah, let's say that data
16:52>> tagging to say, Okay, who's a rat and who's beautiful? And, yeah, then ultimately, with all that analytics set up in place, we're able to scale ultimately to 25,000,000 total. That's where we are today. And hopefully, at the next SaaS Open, I'm going to tell you how we did that to get 100,000,000. Thank you.
Nathan Latka
17:18Hey, folks. If we haven't met yet, my name is Nathan Latkov. I launched and sold my first software company back in 2015 and went on to write a book about it, which you guys made a Wall Street Journal bestseller purchasing over 30,000 copies. Thank you so much for that. After the book, I launched this show and one went on to create founderpath.com. I raised a large fund to do non dilutive deals with B2B software founders. So
17:45far, we've invested in over 400 software founders totaling $150,000,000 Here in 2024, we're doing three to four new deals per week. So if you're looking for capital and don't wanna give up equity, go sign up at founderpath.com for free to get your offer.