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Pluralsight, Inc. (PS) Q1 2019 Earnings Call Transcript

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Pluralsight, Inc.  (NASDAQ: PS)
Q1 2019 Earnings Call
May. 01, 2019, 4:30 p.m. ET

Contents:

  • Prepared Remarks
  • Questions and Answers
  • Call Participants

Prepared Remarks:

Operator

Good day, ladies and gentlemen. Welcome to the First Quarter 2019 Pluralsight Earnings Conference Call. At this time, all participants are in the listen-only mode. Later, we'll conduct a question-and-answer session and instructions will be given at that time. (Operator instructions) As a reminder, this conference call is being recorded. I would now like to introduce your for today's call, Mr. Mark McReynolds, Director of Investor Relations. Sir, you may begin.

Mark McReynolds -- Director of Investor Relations

Thank you. Good afternoon and welcome to Pluralsight's first quarter 2019 earnings conference call. With me today are Aaron Skonnard, Co-Founder and CEO; and James Budge, CFO. Some of our remarks will include forward-looking statements within the meaning of the federal securities laws. Actual results may differ materially from those contemplated by these forward-looking statements. Factors that could cause these results to differ materially are set forth in today's press release and in our SEC filings. Any forward-looking statements that we make on this call are based on information and assumptions as of today and we assume no obligation to update these statements.

During this call, we may present both GAAP and non GAAP financial measures. Except for revenue, balance sheet amounts, cash flow from operations and billings, all financial amounts discussed are non-GAAP and growth rates are compared to the prior-year comparable period unless otherwise stated. A reconciliation of GAAP to non-GAAP measures is included in today's earnings press release. The press release is available on our website at investors.pluralsight.com.

Before we hear from Aaron, I'd like to quickly remind you about Pluralsight Live 2019. Our annual user conference will be held on August 27 through the 29 at the Grand America hotel in Salt Lake City. Pluralsight Live provides an excellent opportunity for investors and analysts to hear from a wide range of our executives and leaders and connect with our customers and partners. We'll hold a half day session on August 28 specifically for investors and analysts and you're all invited. Please send an email to ir@pluralsight.com. if you're interested in attending Pluralsight Live this year.

And with that, I'll turn the call over to Aaron.

Aaron Skonnard -- Chief Executive Officer

Thanks Mark. Good afternoon everyone and thanks for joining our Q1 2019 earnings call. Our Q1 financial results marked a great start to 2019. Revenue and billings growth continue to be strong with both up over 40% year-over-year. We continue to demonstrate the efficiency in our model with our third consecutive quarter of positive cash flow. And our teams continue to execute with strong focus and commitment to customer success as demonstrated by our dollar-based net retention rate of 128%.

What's driving this growth is simple. Our business customers across all verticals are realizing that with our platform they can proactively create the tech skills they need to rapidly deliver on their key technology objectives. Our skill measurement capabilities along with our analytics drive from Pluralsight IQ, give tech leaders unprecedented insights into the skill gaps across their organizations and we provide the tools to close them, enabling enterprises to monitor their progress and ultimately accelerate innovation. Our core tech skill development capabilities allow organizations of all sizes to digitally transform themselves over time and to emerge as the leading tech-enabled companies within their verticals.

Today, we are expanding our platform further to provide even more value to technologists and tech leaders. We are excited to announce our acquisition of GitPrime, the leading developer productivity platform. Let me tell you more about why we are excited about GitPrime. Companies are fighting to keep up with the pace of technology change. In order to compete and win, the need for the best technology talent and skills is required now more than ever. For decades, technology leaders have wondered how skilled their developers are but have never had a solution to objectively measure it. Skill and Role IQ laid the foundation for that capability. And with 1.9 million assessments taken, we are now delivering valuable data-driven insights around technology skill proficiency.

GitPrime takes our platform and analytics one step further. GitPrime automatically aggregates a development team's activity across all major code repositories and visualizes individual and team performance for tech leaders. GitPrime software development analytics enable tech leaders to understand team productivity, identify bottlenecks and manage team performance through data centered discussions. In other words, GitPrime measures the application of knowledge and the demonstration of skill in the work being done. Their analytics deliver valuable insights on how to further improve team productivity and performance, which we can help our customers create through our core learning experiences. GitPrime currently serves thousands of technologists and their leaders with objective data on their contributions and impact.

As the leading developer productivity platform, we are very excited about GitPrime's commitment to ongoing innovation and to a platform that enables leaders to build and manage their teams more efficiently. With today's announcement, we are making progress toward two big market opportunities. One is realizing the full vision of Pluralsight's core experience by marrying skill measurement and skill development to the demonstration of those skills and the results they produce. GitPrime is connected to every major code repository in use today including Github, Bitbucket, Gitlab and others. And as a result of this broad coverage, GitPrime offers a view of virtually every developer code commit providing a clear and unbiased perspective of the demonstration of their skills. The ability to measure the demonstration of these highly valuable software development skills further distances our platform from the rest of the industry.

The second big opportunity is a deep and analytical perspective into the efficiency and performance of a developer. GitPrime provides clarity to developer productivity through insights into programming efficiency and overall performance. All of this is defined as impact inside the GitPrime experience. Similar to Pluralsight IQ, GitPrime created a new metric for measuring developer productivity called the Impact score. Pluralsight and Gitprime are committed to improving the impact of the teams we serve. Integrating Gitprime with our leading technology skills platform is a win for our customers. The combination will enable tech leaders to more fully control their innovation lifecycle, starting with diagnostics and skill development all the way through to developer productivity performance and ultimately results. On a personal note, I have been highly engaged with Travis Kimmel, Gitprime's CEO. He and his team have built something incredible and we look forward to rapidly expanding what they have created to date.

I have more details to share later in the call, but first I'd like to turn the call over to James to dig a little deeper into the numbers. James?

James Budge -- Chief Financial Officer

Thanks Aaron. To start, I'd like to give some financial details on the GitPrime acquisition. Pluralsight will acquire GitPrime for a total purchase price of $170 million to be paid in cash. This amount represents a multiple of approximately 5 times to 6 times expected 2020 billings. The acquisition is expected to close next week subject to customary closing conditions. I'd like to echo the enthusiasm that Aaron showed relative to the capabilities GitPrime brings to Pluralsight. Not only are their employees passionate about their craft, but the solution is spot on for the next level needs of tech leaders to measure and deliver improved developer productivity, much like Salesforce delivers improved sales productivity. We believe GitPrime will produce meaningful top and bottom line improvements as we look toward next year's results. I'll come back to more specific guidance-related comments later in the call after I share some Q1 highlights.

In Q1, our new customer acquisition combined with strong expansion within our existing customers drove Q1 billings growth of 41% to $77.9 million and revenue growth of 40% to $69.6 million. Our B2B billings increased by 48% to $67.2 million.

Our land and expand strategy continues to be successful as evidenced by the growing number of customers with larger deal sizes. As of March 31, we have 318 customers with annual billings of over $100,000, an 83% increase year-over-year. We also have 57 customers with annual billings exceeding $500,000, a 111% increase from a year ago and we have 17 customers with annual billings exceeding $1 million, a 143% increase from a year ago.

Our Q1 gross margin was 77%, up from 76% last year and we see a clear path to further improving gross margins to over 80%. Non-GAAP net loss per share in Q1 was $0.07, a significant improvement over our net loss per share in Q1 last year of $0.034. We saw a significant improvement in operating cash flow with positive $5.5 million in Q1, compared to negative $10.4 million last year. Free cash flow was positive $2.5 million in the quarter compared to negative $13.1 million last year.

Our improving earnings per share and cash flow measures are strong indicators of the operational efficiencies we are leveraging in our business as we grow. We closed the quarter with total cash of $764 million including net proceeds of $548 million from our convertible bond offering in March and our on-balance sheet backlog as expressed by our deferred revenue was $180 million at the end of the quarter, up 54% from last year.

Turning now to guidance, which includes the anticipated results of GitPrime. For Q2 2019, we expect revenue to be in the range of $73.5 million to $74 million, an increase of 38% over Q2 2018 at the midpoint of the range. For the full-year 2019, we are increasing our expected revenue range to $312 million and $318 million, an increase of 36% over 2018 at the midpoint of the range. While the top line impact from GitPrime is modest for 2019, we expect a more material contribution in 2020 after fully integrating product and go-to market functions, resulting in approximately 5% or 500 basis points added to our projected 2020 billings growth rate. Given the future upside we expect from GitPrime, we intend to materially invest in our integrated product offering and go-to market teams. Additionally, we will not realize any of the deferred revenue from GitPrime due to purchase accounting. When taking that into account, we expect Q2 non-GAAP net loss per share to be in the range of $0.13 to $0.15, assuming weighted average shares outstanding of approximately 137 million.

We expect non-GAAP net loss per share for the full-year 2019 to be in the range of $0.38 to $0.42. The 2019 dilution from GitPrime-related investments offsets what would have otherwise been an improvement in EPS estimates. The full-year 2019 EPS estimate assumes the weighted average shares outstanding number of approximately 137 million. For the full-year 2020, we were already expecting positive non-GAAP EPS exiting the year, and we anticipate the GitPrime acquisition to be neutral to that EPS expectation, and then turn accretive to earnings beginning in 2021 expediting our path toward our target model.

Regarding cash flows, we expect it to generate positive cash flows in 2019, and we continue to expect positive cash flows in 2019 even after the acquisition, albeit at lower level due to investments required to make the acquisition -- to make sure the acquisition is integrated successfully.

And with that, I'd like to turn the call back over to Aaron. Aaron?

Aaron Skonnard -- Chief Executive Officer

Thanks James for sharing the results of our outstanding quarter. Now let me share more context behind what's driving this performance. Large enterprises continue to embrace Pluralsight as their key partner to future proof their companies, avoid disruption and advance innovation. Expanding our footprint within existing customers which include over 70% of the Fortune 500 is a key growth opportunity for Pluralsight. As an indicator of our ability to significantly expand in our customer base, billings from our top 25 customers for the last 12 months increased by over 21 times from the billings we generated from those same customers in the year of their initial purchase.

In addition to expansion, we also saw strong performance in net new business during the quarter, as demonstrated by over 450 new business customer wins. These included one of the big five Canadian banks, one of the largest telecommunications corporations and ISPs in the UK, one of the world's largest furniture retailers, a Global 2000 insurance provider, a Global 2000 Japanese investment and financial services company, and one of the largest multinational law firms in the world.

These new customer wins demonstrate that our platform works for any industry at scale. The combination of our acquisition of new customers and our ability to expand within our existing customer base resulted in a strong start to the year for Pluralsight.

Let me highlight a couple of customer examples that are a great illustration of the diversity and scope of our market opportunity. Founded in 1895, Rabobank is a global full range financial services provider headquartered in the Netherlands. Rabobank is committed to making a substantial contribution toward achieving wealth and prosperity in the Netherlands and to resolving the food scarcity issue worldwide. To stay ahead of the rapid pace of technological change, increasing regulations and to continuously improve on its customer experience, Rabobank is moving to an open banking model. To help the teams adopt the skills required for this digital strategy, Rabobank turned to Pluralsight.

Pluralsight was chosen by Rabobank because of our ability to measure the skills and role proficiencies within the organization. With this information, Rabobank is able to align people and teams to key business objectives. The analytics capabilities clearly show strengths and gaps allowing Rabobank to strategically develop its talent. This ensures that Rabobank feels confident that teams have the skills to deliver valuable products in a reliable and secure manner.

Western Governors University knows that in the digital economy, tech skills matter. Continual scaling up is required for a career in technology and WGU instilled this sentiment in their students as they achieve their degrees. Through IRIS, the brains of our platform. WGU is building a skill taxonomy by embedding Skill IQ and Role IQ assessments into their degree pathways. This exciting work is just beginning in the College of IT and Business. WGU believes that a student graduating with both a degree and a Role IQ will be more attractive to employers. In addition, WGU provides alumni with access to Pluralsight so they can continue to keep their skills fresh while in the workforce.

These customer examples along with many others demonstrate how Pluralsight can help any organization from any industry become a tech company in the future. Another key element of our go-to market strategy is our partnerships with leading technology companies. As we mentioned last quarter, we are strategic partners with the three largest cloud providers, Microsoft, Google, and Amazon. They each see us as the technology skills platform for developers that work in their ecosystems. Partnering with these tech giants allows Pluralsight greater access to the Global 2000 than ever before, and we expect these relationships will help accelerate our growth throughout the world.

In Q1, we continue to strengthen our partnership with Microsoft. We signed an extension to support continued content development for the Azure community focusing on new roles with Role IQ and Skill IQ plus all the underlying courseware. In alignment with an internal mandate from Microsoft executives, we are piloting an enterprise collaboration whereby we help create Azure learning strategies as some of their top enterprise customers with Pluralsight's enterprise solution as a core element of that strategy. This will lead to increased B2B pipeline for Pluralsight and increased Azure skills and consumption within our joint customers.

Our customers depend on Pluralsight as the authority for Azure skill development. Also, in Q1, we continue to build our partnership with Google. We formalized our partnership with Google Cloud Platform or GCP wherein we will host their official curriculum and build skill and role IQs to help tech professionals in our enterprise customers skill up on GCP. This includes more than 50 GCP courses being onboarded into our platform which will be available to all paying subscribers. As partners, we will ensure Google customers are putting their best foot forward to leverage GCP technologies as they move to the cloud.

Finally, we continue to invest in our partnership with Amazon Web Services and are pleased with the progress to-date. In short, our content partnerships, strategic relationships and referrals from our technology partners have proven to be mutually beneficial and we expect to expand these relationships throughout 2019 and beyond.

Now, I'd like to provide an update on our social enterprise Pluralsight One. In Q1, Pluralsight One grew its community of nonprofit and K-312 organizations from 34 to 112 spanning nine countries. On International Women's Day, Pluralsight One announced its partnership with Malala Funds, which is committed to a world where every girl can learn and lead. Success with nonprofits such as Malala Fund will help close the global opportunity gap creating more technologists in the market which in turn produces more potential users and increases our TAM.

To briefly summarize the quarter, we are pleased with our strong Q1 results and we are thrilled about the opportunity GitPrime brings to our customers. Pluralsight helps customers skill up and GitPrime helps them know if it's working.

Together, Pluralsight and GitPrime are creating an entirely new way to measure and improve developer productivity and performance, solving an age-old problem that has plagued technology leaders for decades. That, combined with the ability to learn and assess technology skills at scale, provides the most complete and targeted platform for technology leaders to successfully execute and deliver on their digital transformation strategy.

And with that, I'll turn the call back over to the operator for some Q&A.

Questions and Answers:

Operator

Thank you (Operator Instructions) Our first question comes from Scott Berg from Needham. Your line is open.

Aaron Skonnard -- Chief Executive Officer

Hello Scott.

Operator

Our first question comes from Scott Berg from Needham. Your line is open.

Joshua Reilly -- Needham & Company -- Analyst

Hey sorry about that, I had you on mute. This is Josh for Scott. Congrats on the acquisition. I guess the first question is, how should we think about product synergies that go-to market strategy and just the general integration timeline for GitPrime?

Aaron Skonnard -- Chief Executive Officer

Yes, lot of product synergies here, like we said a few seconds ago, Pluralsight helps customers skill up, GitPrime helps them know if it's working. Ultimately, it's Pluralsight IQ that measures ongoing skill development and proficiency whereas GitPrime plugs into the code repositories where the developers are actually working and provides immediate diagnostic of those skills in action. So the combination of Pluralsight and GitPrime will really help tech leaders build better products faster. As an example, AppDirect began using GitPrime and focused their attention on the frequency at which developers were able to commit code, and as they used it, they identified slowdowns in their development cycle. AppDirect saw 41% increase in impact to the code base while decreasing the time it takes to do what's called pull requests -- resolving pull requests and they and they increased that by 64% which basically means they improved their flow efficiency significantly. So we think that capability combined with our core capability is going to provide a holistic solution that allows tech developers, sorry, tech leaders to build better products, faster and innovate more quickly. On the go-to market side, we think there is tremendous opportunity as well which James can speak into.

James Budge -- Chief Financial Officer

Yeah, just to finish up on the product side, we actually think we'll have an integrated product offering by early 2020 and that feeds right into the go-to market motion that we have as well. We have -- we'll run as two separate teams, but sort of integrated through the balance of 2019 sort of means that both sides -- both sales teams can sell each other's products and have cross-sell opportunities to see opportunities as they arise, and by the beginning of 2020, we'll have a fully integrated organization not just go-to market but across the entire organization between the two companies, and our sales reps will have the opportunity to sell either a combined offering or independent offerings if they choose depending on the opportunity as it arises with our customers. So we expect a lot of lift from this as we learn through 2019 with certain sales opportunities here and there where we can cross-sell and then we'll be off full steam in 2020 which is why you see the strong increase in our growth in 2020.

Joshua Reilly -- Needham & Company -- Analyst

Okay, great. And then just one follow-up question on gross margin. It's pretty strong currently at 77%. How should we think about the puts and takes with the GitPrime acquisition and the impact from that versus maybe a positive tailwind from more partner developed content on the platform over the next couple of years?

Aaron Skonnard -- Chief Executive Officer

Yeah. Great question and you're spot on on the partner developed content, that will absolutely help our gross margin and is one of the reasons why we expect to get above 80% maybe earlier than we previously anticipated. GitPrime will actually get us there quicker as well. There's actually a tremendous more capability and value now placed into the platform as compared to the content which is where most of the costs are related on cost of goods sold, which is why it will only accelerate our push to 80-plus percent gross margin. So helpful in that regard also.

Joshua Reilly -- Needham & Company -- Analyst

Great. Thanks.

Aaron Skonnard -- Chief Executive Officer

Yeah.

Operator

Our next question comes from Brad Sills from Bank of America. Your line is open.

Brad Sills -- Bank of America -- Analyst

Hello, thanks guys. Yeah I wanted to ask also on GitPrime. Do you envision this being a stand-alone offering or one where you -- this could potentially drive more migration up on the premium mix?

Aaron Skonnard -- Chief Executive Officer

Yes, look, I think a great question, Brad. I think more often than not you'll see opportunities for combined offering. We'll have both available to our sales force. There will be opportunities where maybe you might seed an opportunity with some of the GitPrime capabilities and might be vice versa. But majority of the time I think we'll have a combined offering, we think that will be super attractive to our user community and the buyers that buy it. But if opportunities arise where they only want the skill development capability that comes on Pluralsight or the deep insights into the developer team that might come with GitPrime, they have that offering as well. So yes we will -- this takes us down a path of being a multi-product company starting now and you'll see the benefits that come with that beginning really now and on through 2020 and beyond.

James Budge -- Chief Financial Officer

And really that combined offering further solidifies our position as the tech skills platform for tech leaders and further distances us from the competition.

Brad Sills -- Bank of America Merrill Lynch -- Analyst

Great. Thanks guys. And then just a housekeeping on that. Thanks for the metric on the valuation on 2020 bookings. Any range or estimate for contribution to revenue potentially this year?

James Budge -- Chief Financial Officer

Yeah, small means measured in just a few million dollars this year. It would be higher but for all of the deferred revenue being blown up in purchase accounting that came from the acquisition. So, we really opted just the way the accounting works, there we're starting from scratch on the revenue side. So a few million dollars, not a ton, but will definitely be helpful in 2019, a lot more helpful in 2020 as we build that base back up.

Brad Sills -- Bank of America -- Analyst

Great thanks, James, and then one more if I may, just on the price increase. How was that received over the course of the quarter?

James Budge -- Chief Financial Officer

Yes, that's from our perspective super well, deals were already in flight that we honored mid Q1 before we made the price increase on the enterprise and the professional version, now all sales growth to go out or on the new list price and while certainly if you're a customer you'd love to pay less than more. I think they realized that our value is tremendous they've probably been underpaying somewhat for years and haven't seen a ton of pushback on that front. So we're delighted with how it's gone.

Brad Sills -- Bank of America Merrill Lynch -- Analyst

Excellent. Thanks James.

James Budge -- Chief Financial Officer

Yes.

Operator

Our next question comes from Sterling Auty from JP Morgan. Your line is open.

Sterling Auty -- JP Morgan -- Analyst

Yeah thanks. Hi guys. I actually got disconnected right in the prepared remarks. I just want to double check, did you say that the net dollar retention in the quarter was 128% again in the March quarter?

James Budge -- Chief Financial Officer

Correct. We did say that. Yes.

Sterling Auty -- JP Morgan -- Analyst

Okay. And listen, good momentum there on the B2B side. I do want to ask on B2C side what you saw in the quarter and looking at the revenue guide for June, what kind of impacts you might be seeing from the B2C side in the June quarter?

James Budge -- Chief Financial Officer

Yes, we've actually seen some pretty good green shoots of positivity on the B2C side. Not that it was negative in the past. I think as you know we use that as some pretty amazing legion into our B2B motion, that's generally how we see it. But we did see where it has -- where maybe last few quarters it's been in, like, low single digits, maybe even flat. We actually saw it in the mid single digits trending up to higher single digits and I think that's what we would expect in the second quarter as well.

Sterling Auty -- JP Morgan -- Analyst

All right. Great, thank you.

James Budge -- Chief Financial Officer

Yeah.

Operator

Our next question comes from Saket Kalia from Barclays Capital. Your line is open.

Saket Kalia -- Barclays Capital -- Analyst

Hey guys, thanks for taking my questions here. Maybe first for you, Aaron, first of all, congrats on the deal. Just to dig a little deeper into GitPrime, can you just talk about their presence and the enterprise almost like a similar B2B mix versus Pluralsight if you will and perhaps any areas where you actually overlap at common customers?

Aaron Skonnard -- Chief Executive Officer

Yeah, you bet, Saket. It's -- there's a lot of synergy here between our models, they're an enterprise-focused company with an enterprise-enabled product and solution and an enterprise go-to market already established. So they are in the enterprise, they're in the Fortune 500, we do have a small amount of overlap, but a lot of opportunity to bring them into our 17,000 plus business customers. So very excited about that possibility and I'm really impressed with what they've built. The this is a very -- a perfect plug-in into the way we go to market with our business providing a new job to be done that's going to be very valuable to these tech leaders.

Saket Kalia -- Barclays Capital -- Analyst

Got them. And James maybe for you for my follow-up, can you just talk a little bit about their pricing? I think we all see some of the numbers on their website, but can you just go one level deeper. Is this a similar sort of Percy type of subscription and also maybe just touch on their collections policy. Is this an annual and advanced type of billing policy similar to Pluralsight as well?

James Budge -- Chief Financial Officer

Yeah. Great questions. Similar to what Aaron just said on the synergies in the product and what is exciting for the buyer, this fits really nicely into our existing business models priced mostly on a seat count basis, it is generally charged on an annual basis although they do have some month to month customers just like we had several years ago, we expect to kind of migrate them gradually over to mostly annual subscriptions. It is a subscription model that gets booked upfront, paid upfront and recognized over time. So very, very similar to what we have, as you see, in our unit economics go -- grow over the last couple of years from sub-250 per unit up to where we're over 300 per unit now for our unit economics, their's is also a very similar, it's in the 300-plus range on average, we would expect to combine that with ours and I think you'd expect in the combined customers of those that we start to find immediately you'd see a pretty material uptick in the price per unit that we would receive from those customers.

Saket Kalia -- Barclays Capital -- Analyst

Got it. And actually if I could just squeeze one more in because I think it's important but maybe back to you Aaron. Can you just touch on who GitPrime primarily competes with and what you feel like are maybe some of the competitive differentiators?

Aaron Skonnard -- Chief Executive Officer

You know this is a brand new space, new category. There's just a few very small players that are out there attempting to build something similar to what GitPrime has already established and are well in the lead. So GitPrime's position here is a very strong one and in this new category around developer productivity and the data science they've developed, the ability to take all that data around the activities that go into building product and serve as valuable insights into the business is where the value is. That's the hard work here. So given how far ahead they are of the pack, which is a very small pack by the way, they have a strong position when combined with our very strong position with technology buyers, creates obviously an even stronger position. So we're very excited about how early we are in the space and its development and what it means to the ongoing development of our combined go-to market.

Saket Kalia -- Barclays Capital -- Analyst

Very helpful. Thanks guys.

Aaron Skonnard -- Chief Executive Officer

You bet.

Operator

Our next as Brian Essex from Morgan Stanley. Your line is open.

Brian Essex -- Morgan Stanley -- Analyst

Hey good afternoon and thank you for taking the questions. Congratulations on the results. Hey, I guess first question I had just kind of tune in the margins a little bit and the margin progression there on the gross margin side. Can you maybe give us an update in terms of the economics to authors, what kind of progress you've made there and how much is left to go in terms of kind of managing those wealthy rates lower over time?

James Budge -- Chief Financial Officer

Yes, sure, the average payment these days is in the 17%, 18% range that compares nicely to maybe 19%, 20% a year ago. We see that gravitating down to less than 15% over the next few quarters and settling down into the low teens. I think important over time so that's clearly going to be -- it has been and will continue to be the biggest driver to gross margin expansion. I think just important to recognize side by side with that is that we're paying our author community quite a bit more now than we have ever in the past, the highest paid authors are getting paid more than they ever have by orders of magnitude more the number of authors we're paying over $100,000 is 2x what it was a year ago by any measure. So by any economic measure, the authors in aggregate are doing much better than they were a year ago and we're sharing some of that by having our margin improved as well. So author NPS is sort of at an all-time high. At least the highest I've ever seen it in a couple of years that I've been here, we're up over 60 now in NPS. Traditionally, we've been in the 40 to 50 range which is also outstanding, but we're now in a great territory, and that's come from a combination of the high amounts we continue to pay them and the incredible content tooling and making it a lot easier for them to create content on our platform. So a lot of good win-win across the board.

Brian Essex -- Morgan Stanley -- Analyst

Got that. That's super helpful. And maybe to follow-up, on the business customer side, pretty consistent 16-plus percent growth, I understand your legacy customers spend more over time but just in terms of logo ads, is there a way that we can kind of wrap our arms around the consistency of that number? Might we anticipate that would accelerate with a more mature sales force or is there a kind of a limitation to the number of business customers you can add in each quarter?

James Budge -- Chief Financial Officer

Yeah. Good question. I mean we've been on a -- if you kind of took the average over the last five, six, seven quarters, it's been somewhere in the 500-plus range each quarter we did, I think, as Aaron mentioned we got about 450 this quarter, we did about a 1,000 in the second half of last year. 500 a quarter feel, I mean I guess if we doubled our sales force overnight we'd probably see that numbers quite pretty high. But we do do about in dollar terms we do close to 20% of our business in any given quarter as new business and the rest is still coming from renewals and up-sell, there's still a massive opportunity in our expand and up-sell motion, as Aaron mentioned, our top 25 customers are now at 21 times what they were when they first purchased, our Fortune 500s are like 19 times what they were. So a lot of -- the huge opportunities in our expansion, we still get really great net retention from our existing customers where we're retaining them and expanding and we like our motion right now on the new side where we continue to add about 500 per quarter site. I guess to get to the quick answer there, we would expect the 500 or thereabouts to be a consistent pattern going forward. We're at 17,000 customers or over 17,000 worldwide customers now, so it's probably only so many you can keep adding.

Brian Essex -- Morgan Stanley -- Analyst

Got it. Super helpful. Thank you very much.

James Budge -- Chief Financial Officer

Yeah.

Operator

Our next question is from Terry Tillman from SunTrust Robinson. Your line is open.

Terry Tillman -- SunTrust Robinson -- Analyst

Yeah, thanks to Aaron, James, and Mark, congrats on the transaction. I guess the first question is just related, James, for you in terms of where are you or how are you doing in terms of the hiring to your targeted sales headcount by the end of the year? And also maybe just talk about the retention of existing sales reps because you have been hiring a lot over the last couple of years and how retention is going? That's the first question.

James Budge -- Chief Financial Officer

Yes, great, thanks. Look, we like where we are with our sales reps, we're committed to continue to grow the sales force. We have a plan to grow into the high 200s, even cross over 300s in quota bearing reps this year 2019 which continues on the really outstanding progression we've had over the last few years where we've massively expanded our sales force from 80 quota bearing reps two years ago to at this point over -- at the end of this year over 300. So love our growth there, our retention is excellent I think compared to industry average, we'd always like it to be higher and the churn to be lower particularly with our sales reps but it's a function where there is a little bit more turnover in sales often in the first quarter. So we've experienced some of that, it's normal, we plan for that and that we're still committed and we see a clear path to having 300-plus reps by the time we exit the year. So, short answer is, we're on pace.

Terry Tillman -- SunTrust Robinson -- Analyst

Okay. Thank you. And Aaron. I liked the commentary on Microsoft, that relationship seems to continue just to expand nicely over time. What I'm curious about is I think it toward the end of the Microsoft comments, you actually added something at the end there that I don't know how material or important that is but it sounded like increased go-to market motion or they're opening more doors for you. So I'd love a little bit more color on Microsoft either direct revenue driver or just what they can be doing to help you influence or influence more business your way? Thank you.

Aaron Skonnard -- Chief Executive Officer

Yes, you bet. We're in conversations with Microsoft around how to further benefit our shared customers through a shared go-to market model. So we look at the biggest customers that are facing a massive digital transformation strategy moving to the Azure cloud. They have a deep need for Azure skill development, our platform is plugged in as the primary solution to that challenge. And so basically we're working with our -- with both of our go-to market teams to understand how we can better do that together in those situations with those top customers and really excited to see what that brings forward over the next few years. So similar to what we talked about with Amazon last quarter, a similar type of model where we're being referred into these big customers that have big AWS transformation needs. So we're seeing a consistent pattern here across all of them.

Terry Tillman -- SunTrust Robinson -- Analyst

All right. Thank you.

Aaron Skonnard -- Chief Executive Officer

Thanks Terry.

Operator

Our next question from Corey Greendale from First Analysis. Your line is open.

Corey Greendale -- First Analysis -- Analyst

Hi. Good afternoon. Congratulations on the really good results. On GitPrime, I think it makes a lot of sense, very consistent, Aaron, with how you've sort of foreshadowed where the company is heading. I just had a couple more questions about that. First of all, is there -- do they have the same kind of land and expand motions as you do or is it more adopted enterprisewide initially?

Aaron Skonnard -- Chief Executive Officer

Yeah, it's similar. They can show up and very quickly start delivering value to the customer. This is an interesting characteristic of GitPrime that's very unique. So when they show up, they can easily plug in to the company's existing code repositories and look back at the prior 90 days of history and then they can immediately deliver insights around the performance of those teams and where there are areas for upgrade -- areas of opportunity. And so when they land, they land with almost like a premium model where they can show up and do a pilot and then very quickly provide value and then once the company starts experiencing that value, they then start to expand. In fact, we experienced this ourselves when GitPrime, we first started conversations with GitPrime and we implemented the product on our own teams and started to experience the value that they're able to create. So I think you'll see similar dynamics with the products over time. We'll land -- we'll land more easily. I believe with GitPrime, as we -- because of that sort of unique entry point and then I think you'll see similar expansion characteristics as we build it out.

Corey Greendale -- First Analysis -- Analyst

Great. And just to dig a little deeper on what they -- what they provide. Is that measuring effectiveness or productivity? Is it a function of sort of lines of code per time or is it somehow measuring quality of that code today and as you integrate with them is there way -- if it doesn't do a lot of that, is their way of doing that more if you integrate that with what you have today?

Aaron Skonnard -- Chief Executive Officer

Yeah, so it's mostly around the activities that go into building a product through codes. So some of that is lines of code and how the developers and the teams interact with that code base. So with a repository like GitHub you'll have hundreds, maybe thousands of developers, many, many teams all working on the same code base and there's lots of activities around how they work on that code base. GitPrime extracts all of that data around those activities and then identifies where the bottlenecks are, where the improvements can be made to improve flow efficiency in producing the outcome that they care about and accelerating their progress. So it's a very unique capability that doesn't exist today across any of the code repository products or solutions. And this one is vendor agnostic I should add which means that it can work with GitHub, it can work with GitBucket, it can work with any of the major ones in a way that can then provide that same capability around how their developers are actually working.

Corey Greendale -- First Analysis -- Analyst

Okay. I just had one last quick strategic one. Then I'll turn it over. I think -- as I said, this makes a ton of sense to be the core of what you have today I think is unquestionably the friend of the individual developer, you're evaluating them to help them get better. Is there any way in which GitPrime is -- could be viewed as more of a big brother so that some developers would have the opposite view of this. And if that's possible, how do you manage that?

Aaron Skonnard -- Chief Executive Officer

Yes,look, great question. You know, look, in the end, I'm a developer, Travis, the CEO of GitPrime, he's a developer, we've built these products with a developer-first mindset, and like you mentioned, we've already been through this journey with Pluralsight IQ with Skill IQ, Role IQ, how do we create an experience that actually serves the developer while providing this value to the business? So what I'm really pleased to see in GitPrime is they've produced the very same experience within their product and they've built these analytics, these insights and data that are completely objective that drive healthy conversations to improve performance. Ultimately, this whole thing, everything we're doing here, the combination of Pluralsight and GitPrime is about empowering the developer.

Corey Greendale -- First Analysis -- Analyst

Got it. Well, thanks very much.

Aaron Skonnard -- Chief Executive Officer

Thanks Corey.

Operator

Our next question comes from Jeff Meuler from Baird. Your lime is open.

Jeffrey Meuler -- Robert W. Baird -- Analyst

Thank you, maybe the addressable market is big enough or the GitPrime sales force is small enough that this isn't an issue, but just how are you planning to handle the overlapping assigned -- company assigned prospect challenge where you have a Pluralsight salesperson and a GitPrime salesperson assigned to the same account. Is that a meaningful challenge at all or no?

Aaron Skonnard -- Chief Executive Officer

It's not enormous because they only have a few hundred customers, but it will come up from time to time and frankly we want to encourage cross pollination across the team. So we are creating a separate pool of money. It's part of the investment, it went into the EPS estimates that we have where we will be paying not a full 200% on deals that get done, but to the extent there are both teams involved in the process and referrals going back and forth, we'll incentivize our sales forces to create that experience for the customer and bring ultimately more billings into Pluralsight.

Jeffrey Meuler -- Robert W. Baird -- Analyst

Okay. And then just on the core business, what is the limiting factor on the pace of sales headcount growth? I'm assuming it's not addressable market. So, is it management -- sales management's capacity? Is it wanting to operate around break-even or better free cash flow, just what's the limiting factor?

James Budge -- Chief Financial Officer

Yeah, look, it's probably a combination of both of those, not probably, it is a combination of both of those. We -- there's probably only so many reps we could hire in any given year and we do have a pace to it that between our people team and our sales management teams that puts people through good rigor on the kind of reps that we would like to hire into our organization and we like the direction we're going on both a top and bottom line. We like the fact that we've been cash flow profitable for three straight quarters now. We'd like to continue that. As long as we can continue to drive growth of greater than 40% and near 50% on B2B, that's sufficient for us over time and we think that will grow a long and sustainable business model for us.

Jeffrey Meuler -- Robert W. Baird -- Analyst

Okay. Then last -- just what the expectation on the acquisition around retaining the management team and are there any earn-outs on top of the cash purchase price?

Aaron Skonnard -- Chief Executive Officer

Yeah, we have strong retention packages built in for each of the key executives and they've all committed to be here and are really excited about the shared mission -- the shared opportunity that's in front of us. We don't have any earn-outs per say attached to the deal, but a strong shared belief in the success we're going to create over the next several years together.

Jeffrey Meuler -- Robert W. Baird -- Analyst

Got it. Thanks guys.

James Budge -- Chief Financial Officer

Yeah, thank you.

Operator

And next question comes from Brian Peterson from Raymond James. Your line is open.

Kevin -- Raymond James -- Analyst

Hi guys, Kevin here on for Brian. Thanks for taking my call. I think the opportunity you guys have to grow your seat penetration within customers is pretty well understood. But can you help us frame how initial deal sizes have trended for some of your newer customers maybe over the last year? And are you seeing any changes in the willingness to roll out the solution to a larger audience at the outset of a new contract?

James Budge -- Chief Financial Officer

Yeah, great question. Generally, yes to all of that. Across the board whether it's new or expand, we've seen some pretty good rises in our unit economics and that's probably even more pronounced. It's a little easier to go into a new customer and drive them into an enterprise class license at higher price points than it is to take an existing customer from years ago that maybe came in at a much lower price point, it's a little harder to bring them up to where we would bring in a new customer. So yeah absolutely one of the reasons why you're seeing average prices on deals go up by over 30% and you're seeing those strong economics in some of the metrics we reported on deal -- the amount of deals we have over $100,000, $500,00 and $1 million a year is because we're driving higher price points and landing bigger accounts right out the get go. The land and expand motion we have is still just as strong as ever. But definitely we're seeing an uptick in the amount that some of the lands are landing at. So it's been great, it's been super helpful to have higher price points all backed up by a tremendous amount of value in the platform.

Kevin -- Raymond James -- Analyst

That's helpful. And then we saw the numbers you guys mentioned for assessments taken in conjunction with your tech skills day campaign. Can you talk a little bit more about the Skills IQ offering and can you speak to any changes I guess in utilization there across the enterprise space?

Aaron Skonnard -- Chief Executive Officer

Yea, you're referencing our new national holiday tech skills day which coincides with our birthday as the company. So that just happened this last week and we saw over 18,000 skills inventoried in that single day, was really exciting and really pulled a lot of people into the product to have them experience the value that comes from knowing where they're at relative to where they want to go. So I'd say that one day is an example of a broader theme we're seeing which is this ongoing development and improvement in the number of Skill IQs we're inventorying every month and throughout the year, we're also seeing a big increase in Role IQ, you know the number of Role IQs people have started has increased by close to 100% over the last year, and as a reminder, a Role IQ is roughly equivalent to a boot camp model which might be similar to watching 40 hours to 50 hours maybe 60 hours of content. And so we're very pleased with Skill IQ, Role IQ, the Pluralsight IQ family, the benefits it's providing, how it's progressing and being adopted by our customers and now adding in GitPrime. combining the two, creates an even bigger opportunity and more holistic value to our tech leader customers. So we're really excited to see how that further accelerates the progress with our core offering.

Kevin -- Raymond James -- Analyst

It's very helpful. Thanks guys.

Aaron Skonnard -- Chief Executive Officer

Thank you.

Operator

I show no further questions at this time. I will now turn the call over to Aaron Skonnard, Co-Founder and CEO for closing remarks.

Aaron Skonnard -- Chief Executive Officer

All right thanks to everyone. I'll close with our gratitude to all of our customers, our shareholders, our authors, our team members for your ongoing support and we look forward to speaking with you again next quarter. See you then.

Operator

Ladies and gentlemen, thank you for participating in today's conference, this concludes the program. You may disconnect and have a wonderful day.

Duration: 54 minutes

Call participants:

Mark McReynolds -- Director of Investor Relations

Aaron Skonnard -- Chief Executive Officer

James Budge -- Chief Financial Officer

Aaron Skonnard -- Chief Executive Officer

Joshua Reilly -- Needham & Company -- Analyst

Brad Sills -- Bank of America -- Analyst

Brad Sills -- Bank of America Merrill Lynch -- Analyst

Sterling Auty -- JP Morgan -- Analyst

Saket Kalia -- Barclays Capital -- Analyst

Brian Essex -- Morgan Stanley -- Analyst

Terry Tillman -- SunTrust Robinson -- Analyst

Corey Greendale -- First Analysis -- Analyst

Jeffrey Meuler -- Robert W. Baird -- Analyst

Kevin -- Raymond James -- Analyst

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