Brand Design Lead

About Olly OllyWe're on a mission to transform local marketing for the businesses that actually keep America running - the contractors, plumbers, roofers, and home service providers who built this economy one job at a time.At Olly Olly, we combine technology and hands-on expertise to help 17,000+ small businesses dominate their local markets. We're not a traditional marketing agency running mystery campaigns. We're building an intelligent growth operating system that makes marketing automatic, not accidental.Our platform handles everything local businesses need to win online: local SEO that gets them found, Google Business Profile optimization that builds trust, review generation that proves credibility, and competitive intelligence that shows them exactly how to beat their rivals. We deliver results in plain English, without the jargon that makes business owners' eyes glaze over.We've scaled to $25M ARR serving small businesses that hate marketing but love customers. Now we need a design leader to build the brand that champions these underdogs and earns their trust.The MissionYou'll own the visual identity and web experience for a brand that stands up for America's small businesses - the ones who get overlooked, underestimated, and overcharged by traditional marketing agencies.Your design challenge is unique: marry clean, crisp, straightforward visual design with content that's genuinely easy to understand. Our site needs to feel professional enough that a skeptical contractor trusts we know what we're doing, while being so clear and approachable that someone who hates marketing can actually follow along.Think Apple's clarity meets a brand that actually gives a damn about plumbers. No marketing jargon. No confusing tutorials. No design choices that prioritize awards over understanding. Every page, every tutorial, every visual element should make a busy contractor think "finally, someone who speaks my language."Your primary responsibility is designing and evolving our corporate brand and website - the face of Olly Olly that convinces contractors we're different, trustworthy, and actually on their side. Every page you design, every visual choice you make, determines whether a skeptical plumber believes we can help them or assumes we're just another agency that'll take their money and disappear.You'll also design the scalable theme system that becomes the foundation for our client websites, ensuring the sites we build for small businesses are as excellent as the brand we present.Key ResponsibilitiesCompany Website Ownership (Primary Focus) Maintain and elevate our main corporate website. Design and implement new features, high-impact landing pages, educational tutorials, and improvements that reinforce our position as the champion for small business. Create visual systems that make complex marketing concepts instantly understandable to people who'd rather be fixing roofs than learning about SEO.Brand Identity That Champions Small Business Create and evolve a visual language that's clean, professional, and refreshingly straightforward. No unnecessary complexity. No design tricks that confuse instead of clarify. Your work should make a roofer feel understood and a skeptical electrician feel like we're not trying to snow them with marketing bullshit.Clarity-First Design System Build a design system where every component, every pattern, every tutorial template is optimized for understanding first, aesthetics second. Design educational content that breaks down marketing concepts visually so a contractor can actually grasp what matters without feeling talked down to.Scalable Theme Architecture Spearhead the end-to-end design of a modular, scalable, and highly customizable website theme system (primarily for WordPress). These themes become the foundation for thousands of client websites across 50+ service industries - and they need the same clarity and professionalism as our corporate brand.Visual Excellence & Conversion Create a portfolio of visually diverse, industry-leading themes that are modern, professional, and tailored to our clients' industries. Every design choice must be purposeful, driving visitors toward conversion - because getting the phone to ring is what actually matters.SEO & Performance by Design Integrate SEO best practices, site speed principles, and accessibility (ADA) standards into the core of everything you design - from our corporate site to the client theme system. Beautiful doesn't matter if Google won't rank it.Production-First Thinking Design themes that are intuitive for our internal teams through a flexible and powerful system of modular blocks and layout options. Your system must make their processes seamless, efficient, and error-proof when building 50+ sites per month.Marketing & Educational Asset Creation Design sales presentations, one-pagers, email templates, tutorial graphics, and campaign materials that our sales and marketing teams deploy to win and retain customers. Everything should reinforce our brand promise: straightforward, no-bullshit help that actually works.Iteration & Improvement Use data, competitor analysis, and design trends to continuously iterate and improve effectiveness, aesthetics, and usability. A/B test landing pages, analyze conversion metrics, track whether tutorials actually help people understand, and evolve designs based on what actually works.What Makes You the Right FitThis is a senior role, and we have high expectations. The ideal candidate will live at the intersection of breathtaking visual clarity and rigorous systems-level thinking.Must-Haves:7+ years of professional UX/UI design experience, with a heavy focus on web design (not just mobile/app design)A world-class portfolio that must demonstrate:Marketing websites that are both beautiful AND easy to understandExperience building scalable design systems (component libraries, style guides)Educational or tutorial design that makes complex topics accessibleEvidence of multi-site, multi-brand, or theme-based web designA strong foundation in conversion-centered design (CRO) and data-driven decisionsWork for service industries, small businesses, or "blue-collar" audiences (huge plus)Expert-level proficiency in Figma - this is your primary design toolDeep understanding of WordPress architecture, page builders (e.g., Gutenberg/Block Editor), and the technical constraints of a CMSMastery of user-centered design (UCD), responsive design, typography, and color theory - with a specific talent for making information clear and scannablePragmatic understanding of front-end technologies (HTML, CSS) and how they influence design. You don't need to be a developer, but you must know how to design for one.Exceptional communication skills - you can articulate and defend design decisions to leadership and provide crystal-clear documentation for production teamsPixel-perfect, meticulous attention to detail - 2-pixel misalignments bother youFoundational understanding of on-page SEO principles and how design choices affect rankingAbility to design for skeptics and the marketing-averse - you understand how to earn trust and create clarity when your audience starts from a position of doubt and confusionBonus Points:Experience designing educational content, tutorials, or help documentationPortfolio showing before/after redesigns that made complex information more accessibleExperience designing for small businesses or home services industriesFamiliarity with heatmaps, user session recording tools, and A/B testing platformsTrack record of redesigns that measurably improved conversion rates AND user comprehensionUnderstanding of local search and how to design for service-based businessesExperience designing sales enablement materials and presentation decksWhat You'll Love About Working At Olly OllySalary: Competitive, commensurate with your expertiseSchedule: 100% remote, Monday-Friday 8 AM - 5 PM EST with excellent work-life balanceTime Off: 15 vacation days + 9 U.S. holidays (You can switch for your own)Champion the Underdog: Your work determines whether thousands of small businesses trust us enough to let us help them win. You're designing for the people who built America - and they deserve design that respects their intelligence while actually helping them understand.Design-First Leadership: You'll report to a CEO who believes design quality and clarity are the difference between earning trust and losing it. Your standards will be supported, not questioned.Autonomy & Ownership: This is a foundational role. You'll own our brand presence and have the authority to shape how America's small businesses see us.High-Performance Culture: You'll work with smart, driven colleagues who care about craft and aren't satisfied with "good enough."Real Impact: When your designs work, contractors understand what we do. When your tutorials are clear, plumbers can actually use the tools. When you get it right, small business owners finally feel like marketing isn't a black box designed to rip them off.Olly'all Are WelcomeAt Olly Olly, we embrace and celebrate our differences. We believe that diverse backgrounds, cultures, abilities, experiences, thoughts and perspectives lead to more creative problem-solving, better outcomes and ultimately a stronger organization. Olly Olly is proud to be an equitable opportunity employer, therefore employment is based solely on an individual’s merit and qualifications directly related to their professional competence. We do not discriminate against any applicant or employee because of race, color, religion, gender, sexual orientation, gender identity, gender expression, national origin, mental or physical disability, age, genetic information, military or veteran status, marital status, pregnancy or related conditions, or any other basis protected by law or local ordinance.