Lucas Dickey
CEO of DeepCast Pro
Seattle, Washington
Overview
Work Experience
Consultant and Tinkerer
2025 - Current
Martin and I are working on something. Tinkering in a big way. And we're dropping hints here and there. We've got more coming later. Building is happening at a crazy pace. Curious? Check out promptyield.com (in particular the blogs page). Also, offering consulting services of the product management, CTO, software procurement, AI implementation, VC-early-stage anything (typically pitch/market awareness/network-oriented), and more via my GTD.VC shingle or hand-in-hand with Martin at Aappalach.ai. My sweet spots: early product strategy and in the weeds (requirements, design reviews, tear-downs) right at implementation time.
Chief Vibes Officer
2025
Evening/weekend projects are are making light lifestyle cash—but is a ton of fun! A-OK is part interactive art, part satire, part brand, part fashion line, part learning-in-action, and all vibes. Get your AI nerdwear exclusively at www.a-ok.shop today today today!! Vibe coder, image creator, agent instigator, automation maker, satirist, humorist, verbosity-ist, hallucinator, DevOperator, nonsense spewer, game creator, fulfiller, customer obsessor, ape lover, shit-poster. PROJECTS: https://OB3.chat - One Big Beautiful Bill discovery tool; "Key To Sleep" podcast, agentically created daily; "Run, Human, Run" 2D Pac Man-inspired game satirizing e/acc & doomerism—win and get A-OK.shop discount code; multiple Chrome extensions; print+post on-demand (printdrop.shop); Sleep Story podcast episode generator (WIP at keytosleep.rest); big project in Prompt Yield. All at my GitHub account @lucasdickey or featured in my vibe-coded CV at https://lucasdickey.com
Advisor
2019
Trellis Research is a state trial court legal research and analytics platform with AI-based insights on judges.
Raised $35,620,000.00 from Sky Dayton, Craft Ventures, Top Tier Capital Partners, Headline, Revel Partners, Calibrate Ventures and Okapi Venture Capital.
CEO & Founder
2023 - 2025
DeepCast: Podcasting Supercharged. Our AI-powered platform offers intelligent search, in-depth episode insights, and sharing across networks - all in one place. Includes the listener experience at www.deepcast.fm and the marketing & monetization tool for podcasters at www.deepcast.pro. Fun tech, real mission & value, tons to learn -- exactly what a team wants to work on! Okapi Ventures, American Public Media Group's Horizon Ventures, and Automattic are key partners in this endeavor, plus operator investors from Amazon, Snap, Airbnb, Idealab, Replit, Webflow and more.
Deepcast.fm is a technology company that reimagines the familiar with infused intelligence and amplified experience.
Raised $250,000.00 from Okapi Venture Capital.
Co-Founder, Board Director, Advisor
2021 - 2023
Co-Founder, CPTO
2017 - 2021
[acq. by Showroom/Vesta '23] Making it easier to live the way you want! "Get the furniture & décor you’ve always wanted, for as long as you need, at a low monthly fee." I formally owned product, engineering, and design. Plus quite a bit of utility playing in the early days.
Fernish is a furniture rental startup company that offers furniture as a subscription model to consumers living a mobile lifestyle.
Raised $71,057,920.00 from Anchor Capital GP, Forefront Venture Partners, Alumni Ventures, Everywhere Ventures, Serafund and NewBound Venture Capital.
Chief Product Officer
2022 - 2023
Azibo offers a one-stop-shop financial platform for landlords (and their renters!), predominantly SMB landlords with a handful of rental properties under management. (With all-star investor crew including SVB Capital, Canaan, QED, Camber Creek, RET, Moonshot, Squire, and more...)
Azibo is a financial services platform for rental properties that provides solutions for rent collection, banking, lending, and insurance.
Raised $19,000,000.00 from Camber Creek, Victory Park Capital, Assurant Ventures, Gaingels, Liberty Mutual Strategic Ventures, Context Ventures, SVB Capital, Khosla Ventures, RET Ventures and Canaan Partners.
Entrepreneur In Residence
2021 - 2022
I'm collaborating closely with Mike McCormick, Ross Hale, and the rest of the Artisans to bootstrap a new business within Artium Studios.
Principal Product Manager
2017 - 2017
I could tell you, but I'd have to...well, not true, I can't tell you just yet. I left well before the product launchd in order to co-found a new venture. I wish this team well! [edit: exited to Ticketmaster]
Rival is a technology company building a platform for live events.
Raised $33,000,000.00 from Upfront Ventures and Andreessen Horowitz.
Principal Product Manager
2016 - 2017
Built and owned advertising platform, BI platform and various data products; plus myriad contributions to internal tools, client features and marketing efforts. Also helped launch and operationalize across the US and Canada in the early days.
Vice President, Product
2012 - 2016
Managed product development, data science, and design. Also participated in/helped with corp dev, biz dev, ops, sales, account management and more. I was promoted from Assoc. Director, to Director, to VP. Participant: IAB's Mobile Location, OpenRTB, and Exchange Infrastructure Working Groups
Education
BA
2000 - 2004
Masters in Legal Studies
2022 - 2022