The Problem We’re Solving 🎯 Most DTC brands are leaving revenue on the table. They spend millions acquiring customers through paid channels, then lose 60%+ of high-intent shoppers to cart abandonment, anonymous browsing, and missed retargeting opportunities. The issue isn't traffic—it's conversion architecture. Brands lack the infrastructure to capture intent signals, recognize returning visitors, and re-engage shoppers at the moments that matter most. That's where Checkmate comes in. Our AI-powered platform captures shopping intent from 100M+ shoppers across the web—wishlists, carts, browsing sessions—and turns it into high-converting campaigns that consistently deliver revenue uplift in 30 days. But here's the thing: selling this solution requires more than a good pitch deck. It requires someone who can walk into a growth team's meeting, diagnose where they're leaving money on the table, and prescribe a strategic path forward. About Checkmate 🛍 📲 Checkmate is an AI marketing platform that helps DTC brands capture anonymous shoppers, launch targeted campaigns, and drive measurable revenue. Our platform uses AI to de-anonymize site traffic, uncover missed conversion opportunities, and launch high-performance campaigns that engage the 100M+ high-intent shoppers in our network. We offer three core products for brands: - Enrichment: Reveal and resolve anonymous visitors to fuel smarter lifecycle flows. - Targeting: Deliver single-use offers through high-converting surfaces like our app, extension, email, and SMS. - Audiences: Capture pre-checkout emails via gated discounts and gain competitive insights. We work with leading DTC brands like Stanley, Quay, ColourPop, Laneige, and Dockers. Backed by Google Ventures, Fuel Capital, and others. ------------------------------------------------------------- About the Role Checkmate is building the next generation savings brand, and we need a strategic, execution-focused Head of Marketing to lead the charge. You'll drive both B2C brand perception and B2B sales growth, with a core focus on building cultural relevance through strategic brand associations, amplifiable moments, and community-driven experiences. This is a high-impact role where you'll architect and drive growth across both B2C (app downloads, influencer marketing, consumer brand) and B2B (cold lead generation, community building, sales enablement) channels. The key insight: winning consumer perception unlocks B2B success. Brands want to associate with what's trendy, exclusive, and culturally relevant. You'll turn our activations, partnerships, and community moments into high-engagement content that drives lead generation and brand equity. This role is uniquely positioned: Our company is transforming from just a consumer app, to a growth engine for brands. Brands can use our channels to directly speak to our users, or use our data to supplement their marketing efforts. You’ll be responsible for the strategy of growing both - no easy feat. The ideal candidate should have either a growth marketing or product marketing background. Location: Remote (NYC or LA or other major city strongly preferred) ------------------------------------------------------------- What You'll Own Strategic Marketing 🎯 Our current strategy is often a bit scattered. A large portion of this job will be to build out a thesis and really go ham on a bi-lateral B2B/B2C strategy and work in partnership with the team to execute on that strategy.  - Develop unified marketing strategy across B2C and B2B channels. - Create clear, simple product marketing that makes complex offerings digestible - Stay on the pulse of cultural trends to position Checkmate as the "cool" choice in savings and marketing tech B2B Marketing & Lead Generation 💼 - Generate cold leads beyond our current agency-dependent sourcing. North star is diversifying our sales funnel and bolstering direct sales vs. referrals at a low CAC. - Create viral-worthy content from conferences, partnerships, and B2B events (LinkedIn, podcasts, etc.) - Build B2B community through experiences, dinners, and thought leadership - Develop product marketing materials (decks, videos, guides) that clearly communicate value - Help with the overhaul of our website to better align with the B2B/B2C strategy you set - Support sales, partnerships, and customer success with quality lead gen B2C Brand Building ⚡ - Execute social media strategy focused on amplifiable moments - own the conversation. North star is growing MAU MoM - Develop TikTok strategy around savings hacks and relatable content - Turn UGC, influencer partnerships, and power users into compelling ads and organic reach - Design community moments (events, giveaways, surprise and delight) that create content opportunities - Build relationships with trending brands and influencers Product Marketing 💡 - Simplify and unify how we explain our products - make complex offerings clear and accessible - Bridge the gap between our consumer savings narrative and B2B marketing platform positioning - Develop product marketing materials (decks, videos, guides, website content) that clearly communicate value across all customer segments and are consistent across all touchpoints  - Own the product narrative so brands and consumers quickly understand what Checkmate does and why it matters Community Building 🌟 We've built momentum with events that generate LinkedIn buzz and drive real business outcomes. Now we're scaling to the next level: building a comprehensive ecosystem for ecommerce brands where community becomes our competitive moat. You won't build every event yourself, but you'll ensure every activation drives maximum impact: - Cold lead gen events with influencers that draw brands into our ecosystem - Curated experiences and dinners to close warm leads and upsell customers - Turn in-person moments into viral online engagement - Scale from individual activations to a must-attend community ecosystem - KPIs: deals sourced, deals closed, upsells, social engagement Success Metrics 📈 - Cold B2B lead generation through marketing initiatives - Deals closed and upsold from marketing touchpoints - Brand perception as culturally relevant and performance-driven - Social media reach, engagement, and viral moments - Simplified, unified product narrative, with an easy to understand website and supplemental sales assets that can scale a growth team -------------------------------------------------------------

• Develop and execute targeted demand-generation strategies for managed service providers and enterprise customers • Build marketing initiatives targeting regulated industries, including financial services, healthcare, fintech, and critical infrastructure • Design outreach and engagement strategies across LinkedIn, webinars, industry associations, and targeted campaigns • Coordinate multi-channel product launch initiatives • Develop thought-leadership content, including blogs, case studies, analyst briefings, and press releases • Support co-marketing opportunities with strategic technology and industry partners • Implement AI-powered marketing tools to improve campaign efficiency and reach • Use marketing automation and data tools to optimise lead generation and campaign performance • Develop scalable marketing systems that support future growth • Support leadership in translating traction and market engagement into investor-ready narratives • Assist with marketing positioning for strategic partnerships and enterprise collaborations

We are looking to hire ambitious entrepreneurs to start and scale their own startups. We are serial entrepreneurs, for example Paul Müller (founder Adjust, €1.2B exit) and Petter Made (founder SumUp, €8B) who are eager to support outlier personalities and serial entrepreneurs to build €1B+ companies. Our offer: - A salary while you build your startup as you will directly be employed by us. Alternatively, you can opt for up to €500k in funding. - 1:1 sparring with unicorn founders on a weekly basis - Community: Access to the top 0.1% of founders, peers and investors - Team building: Hiring top notch talent supported through our network (over 50,000 professionals) - Distribution: Support in reaching product-market-fit and building up a sales force / marketing machine - Funding support for securing a multi-million euro funding round within 12 months (on average, EWOR Fellows raise > €2M after our Grand Pitch) One of our fellows set a record for Europe’s largest pre-seed round by a first-time founder, securing a €12M pre-seed investment. Tasks - You will own, build, and run your startup in fields such as GreenTech - You will embark on an extensive personal development journey crafted by unicorn founders and follow a fully customised programme enhancing your goal, time, and energy management - You will receive support in hiring through our network to over 50,000 professionals and advice as well as best practices from serial entrepreneurs - You will receive intensive coaching to make your startup ready to raise millions in funding - You will iterate your product with us until having reached product-market-fit and receive support in building up a sales force or creating a marketing engine respectively Requirements - You are based in Europe or the Americas or open to relocate - You are willing to take full responsibility for your own startup and scale it to €100M+ in revenues - You have excellent communication skills in the English language

As our Senior Director of Marketing, you will: - Lead Strategic Growth: Develop and execute marketing strategies that align with our goal of achieving 10-12% annual revenue growth, including 30-50% non-audit revenue within the next five years. - Architect our Digital Presence: Deeply engage in digital marketing campaigns to build brand awareness and fill the pipeline through sophisticated, data-driven interactions. - Champion Innovation & AI: Automate "low-hanging fruit" tasks to allow the team to focus on high-value, personalized marketing activities. - Collaborate with Sales & BD: Partner closely with the Director of Business Development to ensure a seamless process in tracking and transitioning Marketing Qualified Leads (MQLs) to Sales Qualified Leads (SQLs). - Optimize MarTech & RevOps: Work with the Salesforce administration team to maximize our use of Sales Cloud and Marketing Cloud Account Engagement for better reporting and automation. - Package New Services: Along with industry and service leaders, lead the packaging of new and existing consulting services to ensure they are market-ready and competitively priced. - Manage Agency & Internal Teams: Provide hands-on project management for campaigns, ensuring both internal staff and our external marketing agency deliver high-quality, on-brand content, website management, social media strategy, etc.. - Advance the UVP: Translate our technical sophistication into a defensible "Why us?" for the insurance and nonprofit sectors, helping us stand out. - Manage the Budget: Prepare and monitor the annual marketing budget, ensuring a high Return on Investment (ROI) for all strategic initiatives. Successful candidates must have: - Minimum of twelve (12) years of progressive experience in marketing, with a significant portion in a management or leadership role. - Proven track record in Digital Marketing: Deep experience in demand generation, brand building, and navigating the digital-first buyer's journey. - Executive Presence: Exceptional written and oral communication skills with the ability to interact with and influence the firm's highest leadership levels. - Hands-on Leadership Style: Willingness to "get into the weeds" of campaign management while simultaneously setting high-level strategy. - Tech-Forward Mindset: Strong experience with marketing automation and a critical focus on change management. - Integrity: An unwavering commitment to leading with integrity and representing the firm's core values. - Education: Bachelor’s degree in Marketing, Communications, or a related field. - Location/Travel: This role may be located near any of Johnson Lambert’s eight offices [Atlanta, GA; Charleston, SC; Edison, NJ; Jacksonville, FL; Park Ridge, IL (Chicago); Raleigh, NC; Vienna, VA (Washington DC); Williston, VT] or as a remote-optional role. Ability to travel approximately 10% for trade shows, events, and team meetings is required. Preferred candidates will also have: - Professional Services Experience: Previous experience within a CPA, legal, or consulting firm. - AI Proficiency: Experience integrating Artificial Intelligence into marketing workflows and content strategies. - Salesforce Experience: Familiarity with the Salesforce ecosystem (i.e., Sales Cloud/Marketing Cloud Account Engagement). The pay range for this role is Equity note: Research suggests that women and Black, Indigenous, and other persons of color are less likely than men or White job seekers to apply for positions unless they are confident they meet 100% of the qualifications. We strongly encourage interested individuals to apply, and allow us to evaluate the knowledge, skills, and abilities you demonstrate, using an internal equity lens. The expected salary range for this position is $150,000 – $225,000. Final compensation is determined by various factors, such as geographic location, specialized skills, and years of relevant experience. Johnson Lambert prides itself for the hands-on approach and relationships we build with future employees, employees, and clients. We believe each application is the potential for a future relationship with JL. Therefore, a member of our HR team personally reviews all applications submitted.