System1 is a technology company that specializes in developing AI-driven customer acquisition and monetization platforms for various businesses.

<div><span style="font-size: 10pt;">System1 is building the next generation of AI Agent–powered consumer products, and we’re looking for a Lead AI Product Engineer to help lead the effort. You’ll design, build, and operate our most ambitious AI agent systems from early prototypes through production, owning core architecture, reliability, and performance as these products scale.</span></div><div><br></div><div><span style="font-size: 10pt;">This is a high-impact, hands-on engineering role for a builder who can move quickly from concept to working systems, shipping, iterating, and hardening real agent workflows that deliver consumer value at scale.</span></div><div><br></div><div><span style="font-size: 10pt;">This role sits at the intersection of multi-agent orchestration, agentic coding, and production engineering, offering the opportunity to work on cutting-edge AI while directly influencing real-world product outcomes and business performance.</span></div><div><br></div><div><span style="font-size: 10pt;">You do not need prior experience with every protocol or framework listed below—we value strong systems thinking, production experience, and the ability to learn fast in emerging domains.</span></div>

Lead AI Product Engineer - AI Agents & Emerging Products

<div><span style="font-size: 10pt;">System1 is building the next generation of AI Agent–powered consumer products, and we’re looking for a Product Marketing Manager to own affiliate-driven growth and subscription conversion. You’ll be responsible for designing, optimizing, and scaling the full subscriber journey—from first click through trial, conversion, and long-term LTV.</span></div><div><br></div><div><span style="font-size: 10pt;">This role sits at the intersection of performance marketing, product experimentation, and subscriber economics. You will be responsible for how external traffic converts into long-term, high-quality subscribers—not just how much traffic comes in. Success is measured in LTV, retention, and contribution margin, not top-of-funnel volume.</span></div><div><br></div><div><span style="font-size: 10pt;">You’ll work closely with Product, Design, and Engineering to shape landing experiences, offers, trials, and lifecycle flows, using data and experimentation to drive continuous improvement. You do not need prior experience with every tool or platform listed below—we value strong fundamentals, technical curiosity, and the ability to learn fast in AI-enabled environments.</span></div><div><br></div><div><b style="font-size: 16px;">This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div>

Product Marketing Manager,  Affiliate & Conversions -  AI Agents & Emerging Products

<div><span style="font-size: 16px;">As the </span><b><span style="font-size: 16px;">Director of Direct Marketing</span></b><span style="font-size: 16px;">, you will serve as the chief architect of our subscription growth engine. This is a high-impact leadership role with full P&amp;L ownership of a multi-million dollar budget. Reporting directly to the </span><b><span style="font-size: 16px;">President &amp; COO</span></b><span style="font-size: 16px;">, you will be responsible for scaling a profitable subscriber base while maintaining a best-in-class LTV/CAC ratio.</span></div><div><br></div><div><span style="font-size: 16px;">We are looking for a visionary leader who views direct marketing through a mathematical lens and a psychological filter. You will not just manage channels; you will engineer the entire subscriber lifecycle, leveraging AI tools and marketing automation to drive aggressive, sustainable growth.</span></div><div><br></div><div><b style="font-size: 16px;">This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div>

Director of Direct Marketing & Subscription Strategy

<div><span style="font-size: 11pt;">We are seeking a high-impact </span><b style="font-size: 11pt;">Digital Marketing Specialist</b><span style="font-size: 11pt;"> to join our growth team as a dedicated individual contributor. In this role, you will be responsible for the day-to-day execution, optimization, and management of our digital marketing ecosystem.</span></div><div><br></div><div><span style="font-size: 11pt;">Unlike a traditional management role, this position focuses on the "hands-on-keyboard" execution of our performance marketing and retention strategies. You will be the primary operator across our core platforms, ensuring that every dollar spent is optimized for high-quality customer acquisition and long-term subscription retention.</span></div><div><br></div><div><b style="font-size: 11pt;">Subscription Lifecycle Focus: </b><span style="font-size: 11pt;">Managing a subscription brand requires a nuanced understanding of the customer journey beyond the initial conversion. You will be responsible for managing the following lifecycle stages.</span></div><div><br></div><div><br></div><div><b style="font-size: 16px;">This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div>

Digital Marketing Specialist - Growth and Retention

<div><span style="font-size: 11pt;">We’re seeking a creative, strategic, and data-driven </span><b style="font-size: 11pt;">Social Growth Strategist</b><span style="font-size: 11pt;"> to own Startpage’s organic social presence across platforms and consistently drive attention, engagement, and love for the brand.</span></div><div><br></div><div><span style="font-size: 11pt;">You’ll design and lead the overall social strategy, define our brand voice for a new era, partner with creators and influencers, and turn cultural moments into brand moments - building Startpage’s next chapter in the process.</span></div><div><br></div><div><b>About Startpage:</b></div><div>Startpage has helped people search the web without being tracked for 20 years - and we’re just getting started. As we build the next chapter of our brand, we’re reimagining how people discover information, stay informed, and talk about privacy-first search and browsing.</div><div><br></div><div>We’re looking for a social media leader eager to shape and amplify one of the internet’s strongest privacy brands - turning our heritage and trust into next‑generation relevance, cultural impact, and growth.</div><div><br></div><div><b>This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div>

Senior Social Growth Strategist, Startpage

<div><span style="font-size: 11pt;">System1 is looking for a senior engineering leader to serve as a strategic partner to the CTO and provide strong, opinionated technical leadership across multiple businesses and shared platforms. This role will shape technical strategy, guide architectural decisions, and ensure engineering execution aligns tightly with business priorities in an environment with real scale, real tradeoffs, and meaningful complexity.</span></div><div><br></div><div><span style="font-size: 11pt;">The ideal candidate is deeply technical, comfortable operating at executive altitude, and energized by making high‑quality decisions in complex, ambiguous environments where data is incomplete and tradeoffs are real. You will work closely with senior engineering leaders, product, data, and business stakeholders to drive clarity, direction, and accountability.</span></div><div><br></div><div><br></div><div><b style="font-size: 16px;">This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div>

Senior Director of Engineering – Technical Strategy & Execution

<div><b><span style="font-size: 18px;">About Startpage:</span></b></div><div><br></div><div>Startpage is System1’s flagship privacy technology brand, delivering high-quality private search, browsing, and AI experiences to millions worldwide. Founded in the Netherlands and built on privacy-by-design, Startpage operates the world’s second-largest private search engine for users who demand a safer, better web.</div><div><br></div><div>Startpage is a profitable, scaled global business generating significant revenue, gross profit, and EBITDA, with a loyal and growing international user base.</div><div><br></div><div>Search is undergoing its most significant transformation in decades. AI is redefining how users discover information, how platforms monetize attention, and how digital businesses are built and operated. We are seeking a General Manager to lead Startpage’s AI transformation — rearchitecting product, growth, monetization, and operations to build the leading AI-native, privacy-first search platform globally.</div><div><br></div><div><b><span style="font-size: 18px;">Role Overview:</span></b></div><div><br></div><div>The General Manager is the full P&amp;L owner of Startpage.&nbsp; You will own and drive the operating plan and financial performance of a profitable business while aggressively evolving its strategy to compete in the AI-driven future of search.</div><div><br></div><div>This role requires balancing bold transformation with financial discipline — driving innovation while protecting profitability, brand trust, and capital efficiency.</div><div><br></div><div>The GM must view AI not as a feature layer, but as core infrastructure shaping product, growth systems, monetization, and operating workflows.&nbsp; You will operate with an owner mentality — running Startpage as a standalone business with founder-level accountability, supported by the scale and resources of System1.</div><div><br></div><div><span style="font-size: 18px;"><b>Core Mandate:</b></span></div><div><br></div><div>·&nbsp; &nbsp;Transform Startpage into an AI-native search and discovery platform</div><div>·&nbsp; &nbsp;Redefine privacy-first search experiences beyond traditional query-response models</div><div>·&nbsp; &nbsp;Reinvent monetization models for AI-enhanced search</div><div>·&nbsp; &nbsp;Embed AI into core operating workflows across product, marketing, analytics, and operations</div><div>·&nbsp; &nbsp;Deliver sustained user and query growth while maintaining disciplined profitability</div><div><br></div><div><br></div><div><b style="font-size: 16px;">This position is an onsite role requiring you to work in our headquarters located at 4235 Redwood Ave. Los Angeles, CA&nbsp; 90066.</b></div><div><br></div>

General Manager, Startpage

<div> <p style="margin-top: 12pt; margin-bottom: 12pt;"><strong><span style="font-size: 11pt; font-family: Arial, sans-serif;">Project Overview</span></strong><span style="font-size: 11pt; font-family: Arial, sans-serif;"> At CouponFollow, our mission is to make saving money simple and trustworthy. We are seeking a highly specialized </span><strong><span style="font-size: 11pt; font-family: Arial, sans-serif;">Independent Contractor</span></strong><span style="font-size: 11pt; font-family: Arial, sans-serif;"> to lead the strategic evolution of our offer intelligence platform. This engagement focuses on leveraging data foundations to drive business goals across B2C and B2B surfaces.</span></p> <strong><span style="font-size: 11pt; font-family: Arial, sans-serif;">Engagement</span></strong><span style="font-size: 11pt; font-family: Arial, sans-serif;"> This is a high-impact, hands-on consultancy role. The Contractor will be responsible for translating complex business needs into technical requirements and driving cross-functional execution. We expect a pragmatic, AI-augmented approach to discovery and development, paired with rigorous measurement discipline.</span></div>

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