Dave Bottoms, VP of Product at Upwork – Interview Collection

Dave Bottoms leads Upwork’s Market group, a worldwide staff liable for the core Expertise Market, search and discovery, advertisements and monetization, core cellular experiences, in addition to new product innovation and analytics.

Dave brings greater than 20 years of Silicon Valley expertise to Upwork. He joined the corporate in 2022 from Meta, the place he led the Advertisements Supervisor Platform and Experiences staff, liable for the flagship enterprise product utilized by thousands and thousands of small companies and international advertisers to drive priceless enterprise outcomes throughout Fb and Instagram. Previous to Meta, Dave led the self-service buyer progress staff at Dropbox and a number of product groups at Yahoo!, together with these for the Homepage, Information, Sports activities, and different core media experiences.

Upwork started over twenty years in the past by pioneering a greater means of working, serving to companies discover extra flexibility and connecting expertise with extra alternatives.

Upwork, a 20-year-old platform, is present process important transformation beneath your management. What are the challenges and alternatives in driving innovation in such a well-established firm?

It’s an thrilling time to be at Upwork as we’re each driving a change throughout our merchandise and platform, in addition to leveraging AI instruments to vary how we work and construct new capabilities and workflows. In some ways, we’re a  mature, public firm who’s operated via numerous incarnations and adoption cycles, however the brand new age of superior machine studying and generative AI has been an incredible boon to innovation and product options we’re in a position to ship to our prospects.

As with every main technological shift and particularly throughout this era of AI enlargement, challenges and alternatives emerge as new capabilities are born. At Upwork, we see AI as a force-multiplier for our platform and for the proficient professionals who use it not solely to reinforce work for shoppers – whether or not that’s coding, advertising and marketing, analysis or design – but in addition in getting began on that work sooner. It’s additionally an accelerant for the companies on our market which are discovering expertise to drive to their true enterprise outcomes extra rapidly.

One problem is making certain that the mixing of AI into our merchandise addresses actual and substantial buyer issues. We’re not simply constructing or including new options for the sake of offering one thing “new,” however really leveraging the ability of assorted AI fashions to drive elevated effectivity and options for the freelancers and companies that use our platform on a regular basis. Fortuitously, we’re in an advantageous place to drive these outcomes with AI instruments due to the super quantity of high-quality sign –from real-time behavioral knowledge to wealthy, historic knowledge – that we’ve got amassed from a various vary of particular work supply that goes again a few years. We’re utilizing this knowledge to coach our customized giant language fashions (LLMs), energy lots of our newest product experiences, and ship the perfect work outcomes for our prospects.

Along with your in depth expertise at Meta, Dropbox and Yahoo, how has your method to product administration advanced? What classes have you ever carried ahead to your present position at Upwork?

My method to product administration has advanced to emphasise a steadiness between user-centric design and scalable innovation. There aren’t many locations higher than Meta for studying how one can construct merchandise at scale and for a various vary of customers – Fb and Instagram have billions of lively each day customers! In my position main product for the Advertisements Supervisor Platform and Experiences staff, I discovered how one can handle international, cross-functional groups constructing merchandise that cater to each small and medium-sized companies in addition to giant international companies supporting Fortune 100 enterprises.

Moreover, my experiences at Dropbox and Yahoo had been essential in serving to me develop a deep understanding of product-led progress mechanics for SaaS options, in addition to content material personalization and how one can steadiness “large bets” throughout a portfolio of shopper media merchandise. Each roles required a holistic understanding of product technique and growth from new product idea prototyping to launch and driving shopper adoption. I discovered how one can ship merchandise and handle the groups that constructed these merchandise.

Now at Upwork, I get pleasure from drawing on the final 15-years of Product Administration expertise to information and steer innovation at an organization that’s reshaping the way forward for work. Unquestionably, the largest problem is how freelance expertise and small to mid-sized firms grapple with how finest to embrace and undertake the AI expertise wave.

Throughout my earlier experiences, I’ve seen some seismic technological shifts just like the one we’re now seeing with AI –from the rise of social media to the shift to smartphones and the necessity for merchandise to be mobile-first. Whereas large technological shifts can imply large modifications, at its core product growth continues to be about doing one factor persistently effectively – fixing buyer issues. With the rise of AI, technological developments are offering an enormous alternative to reinvent Upwork merchandise so that companies and expertise work higher collectively and produce stronger outcomes. We’re beginning to understand some early wins with our current launch of Uma, Upwork’s Aware AI.

How do you steadiness making small, medium, and large bets in AI product growth, particularly given the fast evolution of AI applied sciences? Might you share an instance of how this technique has been carried out at Upwork?

AI product growth requires a strategic mix of experimentation, scalability, and long-term imaginative and prescient. One core framework that I exploit in product planning that has been useful in creating AI merchandise at Upwork is what I prefer to name a VC-approach to product growth, the place I’m balancing a wide-range of portfolio merchandise. About 40% of what my staff is engaged on is large rocks or large bets that may have a really giant affect on the enterprise, but in addition are greater threat gadgets and take a substantial period of time. The remaining 60% is break up in half on close to time period gadgets that I’ve excessive confidence the staff will execute towards the plan on, however seemingly received’t have a serious ROI for the enterprise and the opposite 30% is product work that retains the lights on like fixing bugs. AI at Upwork is a giant wager for us. It’s tough from a growth perspective requiring a excessive degree of experience, however the advantages may be huge and so we’ve allotted a wholesome portion of our product focus to this space of labor during the last 12 months.

We launched job publish generator, which is now powered by Uma, Upwork’s Aware AI, in direction of the tip of final 12 months for example of a “large wager” product that took place via a means of experimentation from our in-house product incubation staff, Upwork Labs, and scaled right into a viable resolution. With the rise of generative AI final 12 months, the staff explored a myriad methods to assist our prospects reap the benefits of the chance the brand new expertise introduced. We knew that shoppers typically encountered the impediment of beginning with a clean web page when describing their work wants. As such, we got down to decide how we may use generative AI to beat this problem. Final 12 months, we introduced a serious enlargement of our AI choices together with the launch of job publish generator, which is an AI-powered generator of a job publish that helps shoppers get a job publish drafted in seconds.

How does Uma, Upwork’s Aware AI, differentiate itself from different AI options available on the market, significantly by way of enhancing the hiring and matching course of for companies and freelancers? 

AI fashions are solely as highly effective as the information that they’re skilled on. Uma is constructed on high of industry-leading giant language fashions (LLMs) and customised with Upwork platform knowledge, and it’s this customization that differentiates it from different AI options in our {industry}. At the moment, Uma powers various key experiences within the hiring and matching course of which are crucial to shoppers and freelancers discovering one another, getting began, and finishing extra high-quality work. We’re in a position to improve these work actions as a result of we’ve got entry to twenty+ years of knowledge, trillions of tokens of particular and extremely related knowledge from our two-sided market that embody a variety of labor interactions. Uma learns off these knowledge factors to function a continuing, clever companion for our prospects, serving to companies and freelancers each step of the way in which throughout the whole Upwork expertise.

With options like Finest Match insights and Upwork Chat Professional, how is Uma particularly tailor-made to assist freelancers stand out and safe extra tasks? What suggestions have you ever obtained from freelancers through the beta part?

Powered by Uma, Finest Match insights assist companies discover the perfect potential individual for his or her job rapidly by figuring out related insights like high proposals, shopper critiques, and talent alignment with a job publish. From the freelancer’s POV, it particularly highlights tasks that carefully align with a freelancer’s expertise and preferences due to this fact growing their probabilities of being observed by potential shoppers and discovering work that most closely fits their experience. With Upwork Chat Professional, Upwork’s work companion powered by Uma, freelancers have a devoted chat app that helps them clear up difficult duties, enhance productiveness, and do their finest work.

We’re excited in regards to the development of those key experiences and located that in early releases freelancers reported elevated visibility and extra focused undertaking matches, resulting in increased engagement and success on our platform. Simply this previous quarter, each day lively customers of Upwork Chat Professional grew 68% quarter-over-quarter, and we’re seeing freelance professionals beginning to land extra work and earn extra consequently.

How do you envision the way forward for work evolving over the following decade, significantly with the mixing of AI and rising applied sciences?

It’s exhausting to not see a future, at the very least within the close to time period, the place AI turns into increasingly more embedded in our day-to-day work and lives. Companies and professionals will proceed to include AI into their workflows and it will result in elevated productiveness. It’s vital to notice that people stay an important part of this future. As AI more and more handles routine duties and gives priceless insights on command, professionals will turn out to be sooner, extra environment friendly, and have the ability to do extra. Jobs and expertise will naturally evolve, as they do in most technological shifts. Whereas some jobs could change or fade, many others will emerge, compelling people to adapt. We’re already seeing many conventional roles being remodeled by automation, necessitating upskilling or reskilling, whereas new alternatives are arising in areas that complement AI, similar to knowledge annotation, curation, and AI safety, to call a couple of. People will more and more deal with duties requiring emotional intelligence, creativity, crucial pondering, and sophisticated problem-solving—areas the place human ingenuity excels. With AI taking over routine duties, we may have the latitude to sort out extra intricate, strategic, and urgent challenges inside our organizations. It’s an thrilling future and I’m proud to be at an organization that’s leaning in and main on the forefront of its {industry} in terms of AI.

Thanks for the nice interview, readers who want to be taught extra ought to go to Upwork