Topline Pro

Head of Design

BOSTON, MAPosted 30+ days ago

Job summary

  • Job post source

    This job is directly from Topline Pro

  • Job overview

    The Head of Design at Topline Pro leads the design team and strategy to create exceptional AI-powered user experiences that support the company's growth and product vision.

  • Responsibilities and impact

    The role involves defining design vision, building and managing a high-performing design team, overseeing the design process from discovery to execution, ensuring brand cohesion, and collaborating cross-functionally to deliver impactful products.

  • Compensation and benefits

    The position offers competitive cash compensation plus equity, full medical, dental, and vision coverage, a 401(k) plan (non-matching), workspace enhancements, a monthly health stipend, unlimited vacation, and flexible work arrangements with mostly in-office days.

  • Experience and skills

    Candidates should have 10+ years in design with at least 4 years leading teams in high-growth environments, experience with AI-powered products, strong UI/UX and brand design skills, and excellent collaboration and communication abilities.

  • Career development

    The role offers significant responsibility and ownership in scaling a product impacting thousands of small business entrepreneurs, with opportunities for mentorship and career growth within a rapidly expanding company.

  • Work environment and culture

    Topline Pro fosters a collaborative, inclusive, and user-centric design culture that values innovation, rapid experimentation, and high-quality execution in a hybrid work environment based in Boston.

  • Company information

    Topline Pro is a YC-backed, well-funded tech company building AI-powered digital storefronts for service businesses, recognized as a top SMB tech company with rapid growth and a strong team of 70+ employees.

  • Team overview

    The candidate will lead and grow the design team, working closely with product, engineering, marketing, and leadership teams to ensure world-class design execution and strategic alignment.

  • Job location and travel

    The job is based in Boston with a hybrid schedule requiring four days in the office and one remote day per week.

  • Unique job features

    This role uniquely combines leadership of both product and brand design with a focus on AI-powered interfaces and rapid innovation in a high-growth startup environment.

Company overview

Topline Pro is a technology company that specializes in providing software solutions for small businesses, particularly those in the home services industry. They make money by offering subscription-based services that help businesses create and manage their online presence, streamline operations, and enhance customer engagement through their platform. Founded with the mission to empower local service providers, Topline Pro has developed a reputation for its user-friendly tools that enable businesses to easily build websites, manage bookings, and process payments. The company has steadily grown by focusing on innovation and customer satisfaction, making it a significant player in the digital transformation of small businesses.

How to land this job

  • Position your resume to highlight your strategic design leadership, emphasizing your experience defining product design vision and driving alignment with company goals, as this is central to the Head of Design role at Topline Pro.

  • Showcase your success in building and managing high-performing design teams, including mentorship and fostering collaborative cultures, since Topline Pro values strong team building and people management skills.

  • Emphasize your expertise in AI-powered product design and your ability to lead end-to-end design processes that deliver elegant, user-centric digital experiences, aligning with their focus on AI-powered Shopify for service businesses.

  • Apply through multiple channels such as Topline Pro's corporate careers page, LinkedIn job postings, and relevant startup job boards to maximize your application visibility.

  • Connect with Topline Pro's product and design leaders on LinkedIn, using ice breakers like commenting on their recent AI-powered product launch or expressing enthusiasm for their mission to empower service pros through technology.

  • Optimize your resume for ATS by including keywords like 'strategic design leadership,' 'AI-powered product design,' 'team building,' 'user-centric design,' 'design systems,' and 'cross-functional collaboration' to ensure it passes initial screenings.

  • Leverage Jennie Johnson's Power Apply feature to automate tailored applications, identify multiple application portals, and find LinkedIn contacts to network with, allowing you to focus your energy on preparing for interviews and refining your portfolio.

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