# Dru W. > Head of Marketing | 15 yrs Developer Marketing - PLG and Sales-led - B2B SAAS AI / ML Location: San Francisco Bay Area, United States Profile: https://flows.cv/druw 15 years of experience as a technical marketing leader and founder going from zero to one at AI/ML/developer tools startups across growth stages (pre-seed through Series C). Let's connect if you're looking for a marketing leader who can drive growth for a technical audience. I'm always looking for new and interesting problems to solve, so if there's something I can help you with, feel free to contact me directly at dru@druwynings.com. ## Work Experience ### Head of Marketing @ Sensible Jan 2022 – Jan 2025 | San Francisco Bay Area Sensible is a seed-funded LLM-powered document processing platform for developers. • Scaled ARR 6x while increasing ACV by 59% through integrated PLG and enterprise GTM motions with developer-focused messaging • Built efficient demand generation engine with 3:1 LTV:CAC ratio, sourcing 80% of closed-won revenue • Redesigned website with persona-tested messaging, competitive comparisons, and vertical-specific pages, reducing CPC by 72% and increasing organic leads by 2300% • Created developer-focused content that reached #1 on Hacker News multiple times and generated company's largest deal to date • Architected MarTech stack (Segment, HubSpot, Posthog, Postgres) to unify marketing, sales and product data for lead scoring, attribution modeling, CAC optimization and product-qualified lead targeting ### Senior Director Of Marketing @ DSP Concepts, Inc. Jan 2019 – Jan 2021 | San Francisco Bay Area DSP Concepts is the creator of Audio Weaver, a low-code platform for audio product development in embedded environments. • Grew annual revenue 2x to $16M+ and exceeded MQL targets by 83% via strategic paid search, PR, and event marketing. • Built marketing function from ground up as first hire, defining positioning, messaging, and marketing strategy. • Redesigned website that increased inbound traffic by 750%. • Generated 120+ pieces of original press coverage and multiple speaking opportunities at key industry events. • Established co-marketing partnerships with Amazon Alexa and IC/semiconductor companies. • Co-created the Audio Product Education Institute (APEI), developing technical content that attracted industry partners. ### Head of Marketing @ Diffbot Jan 2015 – Jan 2019 | Palo Alto, CA First marketing hire at seed-funded LLM-powered web data extraction platform building a SOTA knowledge graph. • Grew ARR 55x to mid-seven figures through Series A while building Marketing, Support/Solutions Engineering, and Data Curation teams from zero. • Designed and developed Crawly, a mini-app that ranked #1 on ProductHunt (1,450+ upvotes) and became the company’s top lead source, generating 20,000+ leads. Built with Node.js, MongoDB, and Diffbot APIs. • Increased conversion rates by 450% through data-driven A/B testing and optimized messaging for technical and enterprise buyers. • Generated multiple 7-figure opportunities with Federal agencies and won Allianz Global Investors' AI Hackathon, securing a contract against competing vendors. • Designed and developed Diffbot's Knowledge Graph dashboard, streamlining enterprise sales by removing API barriers for non-technical buyers. • Established Diffbot as industry leader with PR coverage in Forbes, Fortune, TechCrunch, WSJ, and Axios, secured placement in 2 Gartner Reports and partnered with data journalism organizations including The Economist and Bloomberg. ### Product Designer and Developer @ HelvetiNews Jan 2012 – Jan 2015 Designer and developer of a minimalist theme chrome extension for HackerNews. ### Founder @ Pickup Jan 2011 – Jan 2012 | Palo Alto, Ca Built ‘Dropbox for your browser’, allowing users to sync phones & tablets to share website links/map directions between devices. • Constructed a real-time syncing server in Node.js with socket.io and MongoDB. • Developed Chrome extension and iOS app (using Appcelerator Titanium) with real-time sync. • Users synced over 25K items in private alpha with a beta waiting list of 1,500 users. ### Founder @ Hint Jan 2010 – Jan 2011 | Palo Alto, CA Created a persistent feed of what's important to users now, based on location, interests, and recent activity. • Designed mobile apps to allow 3rd party developers to integrate with Hint’s native iOS app using a JSON template. • Completed user interviews to formulate unique interactions, perspectives, and personas. • Signed 700 developers pre-launch to use Hint's API. • Featured in Wall Street Journal, New York Times, TechCrunch, Venturebeat, and TheNextWeb. ### Founder @ Reputely Jan 2010 – Jan 2010 | Palo Alto, Ca Reputely was one of the first gamification platforms that provided game mechanics as a service. • Implemented and designed of game mechanics that integrated with any website or app • Signed up 400 developers pre-launch. • Interviewed by CNET concerning game mechanics. • Determined product strategy, developed product roadmap, signed up developers and led marketing in testing and prioritization of online, offline, social and partnership channels. ### Business Development @ Heyzap Jan 2009 – Jan 2010 Led business development initiatives at Y-Combinator gaming platform (USV, Naval Ravikant, Chris Dixon backed) expanding their game distribution network from 120K to 300K+ websites. ### Interim President @ LM, Inc Jan 2005 – Jan 2008 • Assumed control of the business upon father’s poor health at age 16, and successfully expanded company through design and production of in-home products and became a national brand through sound marketing and business branding strategies. • Increased the sales force to 70 field sales representatives and built 5,000 wholesale accounts; established partnerships with luxury department store Hyundai in Seoul, South Korea. • Successful in driving profits to over 30%, while remaining in the top 10% of high school class. • Managed new product development, warehouse operations, order fulfillment, and sourcing materials. • Successfully negotiated company’s acquisition in January of 2008. ## Education ### Business University of California, Berkeley ### Stanford University ### Robert Louis Stevenson School ## Contact & Social - LinkedIn: https://linkedin.com/in/druwynings - Portfolio: http://www.druwynings.com --- Source: https://flows.cv/druw JSON Resume: https://flows.cv/druw/resume.json Last updated: 2026-04-13