Full-Time

Head of Design

Design Team

Posted on 7/26/2025

Topline Pro

Topline Pro

51-200 employees

Generative AI platform for home services

No salary listed

Boston, MA, USA

Hybrid

Work 4-days in office from our new office in Boston / 1 day remote.

Category
UI/UX & Design (2)
,
Required Skills
Interaction Design
Product Design
Requirements
  • 10+ years of experience in product and brand design
  • 4+ years leading small teams in high-growth environments
  • A strong portfolio showing both product thinking, visual design, and systems thinking
  • Demonstrated success building 0→1 products and evolving 1→100 systems in a startup or high-growth environment
  • Proficiency with AI and how it shapes product design
  • Direct experience building AI-powered products
  • High standards for clarity, usability, and execution
  • A strong communicator who collaborates well across functions
  • A leader who still loves doing the work and wants to stay close to it
  • An ownership mindset, with deep commitment to our overall product and company success
Responsibilities
  • Design product experiences from start to finish
  • Ship work that is clear, thoughtful, and high quality
  • Set a high bar through direct contribution and critique
  • Define the vision for design at Topline Pro
  • Hire and mentor a small team across product and brand
  • Create strong team rituals and support a healthy design culture that champions invention, experimentation and delivering impact for our users
  • Build upon our existing design system to support velocity within the growing organization
  • Serve on our leadership team, an ongoing working committee comprised of our CEO, COO, CPO, and 5 heads of department to steer company direction as we scale
  • Partner with product, engineering, customer success, sales and marketing
  • Shape the product roadmap and bring a design lens to company strategy
  • Make sure design is integrated across every part of the business
  • Build and evolve our visual and interaction standards
  • Connect product and brand into one cohesive experience
  • Lead internal and external partners to support design at scale
Desired Qualifications
  • Focused on impact and solving real user problems
  • Sees design as a growth lever for the business
  • Comfortable with ambiguity and fast-moving teams
  • Gives clear feedback and receives it well
  • Takes ownership and follows through

Topline Pro provides a platform that uses generative AI to build custom, SEO-optimized websites and manage online operations for home service businesses. The software works by synchronizing business content across local listings, automating social media updates, and processing customer payments through a single interface. Unlike general website builders, this platform focuses specifically on the home services sector by combining marketing automation with direct booking tools in one subscription. The company's goal is to help small business owners increase their online visibility and simplify the process of getting hired by local customers.

Company Size

51-200

Company Stage

Series B

Total Funding

$44.1M

Headquarters

Boston, Massachusetts

Founded

2020

Simplify Jobs

Simplify's Take

What believers are saying

  • $27M Series B from Northzone fuels AI enhancements and national scale.
  • Enabled thousands of pros to book $655M across all 50 states.
  • Home services grew 18% in 2021 and 10% in 2022 post-pandemic.

What critics are saying

  • Housecall Pro's dispatching erodes market share in 6-12 months.
  • Google AI Overviews cut SEO traffic by 61% CTR drop.
  • Jobber's CRM bundles slash Topline Pro subscriptions in 6-12 months.

What makes Topline Pro unique

  • Topline Pro uses AI agents for marketing, invoicing, and payments automation.
  • Platform auto-generates SEO-optimized websites and syncs local listings.
  • AI transforms reviews and jobs into trust-building showcases instantly.

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Your Connections

People at Topline Pro who can refer or advise you

Benefits

Health Insurance

Unlimited Paid Time Off

Paid Holidays

401(k) Retirement Plan

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

6%

2 year growth

8%
DUO Digital
Mar 18th, 2026
The brick #002: growth ≠ Scale - why bigger isn't always better.

The brick #002: growth ≠ Scale - why bigger isn't always better. If you've ever mixed up growth with scale and ended up working twice as hard for half the freedom, you're not alone. This week, Goduo look at why those two aren't the same. Goduo'll spotlight another business making waves in the home service industry - one that's building the right infrastructure to scale without turning every day into a fire drill - and then share the operational mindset that separates operators who grow predictably from those who just grow tired. Buckle up. It's time to think bigger without losing your mind. Industry spotlight: topline Pro's $27M bet on scaling home services. Topline Pro, a New York-based AI-powered platform built for home service professionals, secured a $27 million Series B funding round, led by Northzone with support from Tactile Ventures, Industry Ventures, Forerunner Ventures, Bonfire Ventures, TMV, Flybridge, and BBG Ventures. Unlike a new brand of franchise or regional service business that just expanded crews, this is a startup targeting the operational reality: that millions of service pros still struggle to run the business side of their business. Plumbers, landscapers, painters, roofers, cleaners - the backbone of local economies - often juggle spreadsheets, calls, and half-baked software stacks while trying to grow. Topline Pro's platform uses AI agents to manage marketing, customer messaging, online presence, review handling, invoicing, and even payments, letting operators stay in the field while digital workflows tick along in the background. To date, the company has helped thousands of pros across all 50 states book over $655 million in business and is now accelerating its roadmap for broader national scale. What's interesting for seasoned operators is that investors are backing systems that help businesses absorb and convert demand without exploding administrative overhead. That's a clear signal that the market is valuing infrastructure as a differentiator, not just more leads on a dashboard. That setup matters because this week's theme is about why scaling your operations is fundamentally different from growing your top line, and why that distinction means everything once you're running multiple crews, overlapping job areas, and tighter margins. The difference between growth and scale in home services. Operators often confuse growth with scale. And it's no wonder. At first glance, they look the same: more crews, more revenue, more chaos. Here's the deal: growth is doing more of what you're already doing. Hire another crew, add another truck, take on a few more jobs each week. The top line rises, but your headaches do too. Think longer hours, juggling schedules, and praying your software doesn't crash at the worst possible moment. Scaling, on the other hand, is doing more without adding chaos. It's building systems that multiply your impact. That's the workflows, automation, and processes that absorb the extra demand without sucking your life away. Think of it as turning a $5M+ business into one that can hit $10M without doubling your team or your stress levels. Here's how operators actually scale in practice: * Systematized Intake: Calls, texts, email - all handled reliably without your intervention. No opportunity slips through the cracks, even when everyone else is asleep. * Automated Follow-Up: Maintenance reminders, upsells, and recurring service requests all handled automatically. Keeps customers happy and predictable revenue rolling in. * Operational Leverage: More jobs, more locations, same team. Software, AI, and clear processes let you multiply output without multiplying payroll. * Marketing as a Tool: Paid ads, SEO, and review management matter only if your systems can deliver when leads arrive. Otherwise, it's just spinning your wheels. Takeaway: Growth is sprinting with a backpack full of bricks. Scale is strapping on a jetpack. Both get you somewhere, but only one keeps you from breaking your back. For home service pros, the difference is often the difference between scrambling to make payroll and expanding your business predictably. Insights from X. Operator takeaway: The right tools let you build a business that runs in the background. Pick your AI sidekicks wisely, because the software you choose today is the muscle that powers your scale tomorrow. Operator takeaway: AI may not be magic but it's certainly a toolbox. The 5% that actually works solves real problems: smarter decisions, smoother operations, and field efficiency that actually puts more money in your pocket. Buy tools that do work, not the ones that just look cool. Operator takeaway: The true SaaS gold rush is in the industries that keep the world running. Home services, field ops, logistics, and maintenance may not be glamorous, but software that makes these industries smarter and more predictable is where the big returns will come. If your business is doing more but not actually getting ahead, it's time to rethink your systems. Book a strategy call and let's build the processes and tech backbone that let your business run like a well-oiled machine. Every Tuesday, what matters, what changed, and what to ignore. In 5 minutes - free.

AIM Media House
Aug 19th, 2025
Topline Pro Secures $27M Series B to Revolutionize Home Services with AI

Topline automates marketing, sales, and operations, helping small businesses save time, increase efficiency, and grow revenue.

SuperbCrew
Aug 18th, 2025
Topline Pro Raises $27M In Series B Funding Led By Northzone

Topline Pro raises $27M in Series B funding led by Northzone.

AlleyWatch
Aug 18th, 2025
Topline Pro Raises $27M Series B

Topline Pro, an AI-powered marketing platform for home service professionals, has secured $27M in Series B funding led by Northzone. Founded in 2020 by Daniel Stepanov, Nick Ornitz, and Shannon Kay, the company has now raised a total of $44M.

FinSMEs
Aug 14th, 2025
Topline Pro Raises $27M in Series B Funding

Topline Pro, a NYC-based AI-powered engine improving how home service businesses grow and run online, raised $27M in Series B funding.

INACTIVE