Topline Pro Pay Transparency Philosophy

At Topline Pro, we believe that transparency around compensation is fundamental to building a fair, inclusive, and high-trust workplace. Our approach to pay is grounded in the principles of clarity, consistency, and equity.

We provide clear salary ranges in all job postings and base compensation decisions on objective criteria such as role scope, relevant experience, and performance.

Our compensation structure is regularly reviewed to ensure it aligns with market trends and internal equity. While we comply fully with pay transparency laws in Massachusetts, New York, and any other jurisdictions in which we operate, our commitment goes beyond compliance—we see openness around pay as a reflection of how we value our people and the work they do.

About Topline Pro

We’re building AI powered Shopify for service businesses. We help service pros (e.g., roofers, landscapers, painters, cleaners) acquire direct business, fast. Up and running within minutes using Gen AI, our digital storefront products help pros get discovered, trusted, and booked repeatedly.

Topline Pro is co-founded by Nick Ornitz (CEO) and Shannon Kay (COO) with an excellent team of 95+ rockstars with plans to expand more in 2026. We serve thousands of local service businesses and were named as one of the 2023 and 2024 top 50 Tech Companies building for SMBs.

We're well funded with over $44M of capital raised from YC, Northzone, Forerunner, Bonfire, TMV and BBG. Most recently we closed our $27M Series B in Summer 2025. We have a few years of runway, and we’ve experienced rapid growth in the past year. We’re expanding RevOps and looking for an leader who can further build on our foundation and scale the team.

We believe “great candidates” do not come about through simply a checkmark next to past experiences. We believe in hiring people not just skills. Even if you do not check every box but find excitement at the prospect of working with us in this capacity, please apply.

About the Role

We’re looking for a Head of Revenue Operations to build and scale the systems, data, and processes that power our revenue engine. This role will lead our Revenue Operations team, reporting directly to our Chief Operating Officer.

We believe Revenue Operations is a key differentiator for attracting and serving SMBs. We've proven demand and built strong early foundations in RevOps, and now, we need a senior leader to unify Sales, Marketing and CX operations into a single, scalable revenue engine.

We empower teams to tackle challenging problems and highlight key opportunities for Topline Pro. However, we maintain high standards. We’re seeking a Head of Revenue Operations who is dedicated to achieving the impactful outcomes we require.

If you’re excited about building the revenue foundation of a category-defining company and want your work to directly impact thousands of small business owners, we’d love to talk.

⚡ What You’ll Do

Drive Efficient, Scalable Growth

• Partner with Sales, Marketing, CX, and Operations leadership to define the GTM operating model, revenue architecture, and compensation strategy

• Refine lead scoring, qualification, routing, and assignment (e.g., territory-based) logic to balance lead quality, conversion, and rep efficiency

Build a Best-in-Class Revenue Engine

• Partner with Recruiting, Sales, Marketing, and CX to create a high-functioning recruiting and onboarding engine for GTM

• Analyze pricing and discounting patterns, designing guardrails and approval processes that optimize deal quality and long-term retention

• Build and maintain dashboards and models, establish shared definitions and metrics, and deliver actionable insights to improve performance across GTM, including lead generation, productivity, and customer retention

Scale Through Systems

• Own and evolve the GTM tech stack (Salesloft, Orum, Instantly, Hubspot, Dialpad, Front) by ensuring clean data, scalable workflows, and strong integrations with Product and Data

• Design, experiment, continuously refine, document, and rollout GTM processes (especially AI-driven) that increase revenue growth, reduce churn, and improve operational efficiency

🎯 What we’re looking for

• 7+ years of experience in Revenue Operations, Sales Operations, or a related role, ideally in a high-growth (Series B to D) vertical SaaS or SMB-focused environment

• Proven success defining and executing a RevOps roadmap aligned to business goals, while rolling up your sleeves to build systems and processes yourself

• Hands-on experience with HubSpot and Salesloft configuration (cadences, workflows, integrations), plus comfort working with SQL and BI tools like Hex

• Passion for solving problems with systems thinking; you’re always looking for better, more efficient ways of doing things

• Experience managing a team and scaling the RevOps function at a growth-stage startup

• Energized by fast-paced, ambiguous environments

• Extremely organized and detail oriented and have strong written and verbal communication skills

🤗 How You Work — Living Our Core Values

At Topline Pro, we’re not just hiring for skills. We’re hiring people who embody our core values in how they work, collaborate, and build. Here’s what that looks like in this role:

No Bullsh*t: You value clarity, directness, and real impact. You speak plainly, cut through complexity, and focus on what matters. You don’t posture; you solve. Your work and communication are honest, transparent, and rooted in what’s best for the team and our customers.

Think Big, Learn Fast: You’re energized by ambitious goals and unafraid to tackle messy, ambiguous problems. You take an iterative approach by testing, learning, and improving quickly. You value momentum over perfection and believe that learning happens fastest through building and doing.

One Team, One Dream: You win by working together. You collaborate with empathy, celebrate shared wins, and show up for your teammates, especially when things get hard. You believe trust, respect, and shared ownership are the foundation of great teams.

Empower Every Voice: You seek input from others and value different perspectives, especially when building systems that serve multiple teams. You communicate clearly, listen actively, and make it easy for others to contribute. You care about outcomes that serve everyone, not just your lane.

Be an Owner: You take responsibility for outcomes, not just tasks. You act in the company’s best interest by driving meaningful results, moving with urgency, and treating every dollar and decision like it’s your own. You don’t wait for permission; you see problems and take action.

BOOM!: You take pride in doing great work and lift others up when they do the same. You believe celebration fuels momentum. Whether it’s a major launch or a quiet win, you’re someone who recognizes and amplifies great work across the team.

🙌 What we offer

• Competitive cash ($170k - $200k) and equity compensation

• Full Medical, Dental, and Vision Health Coverage

• Computer and workspace enhancements

• Monthly stipend for mental and physical health

• 401(k) plan (non-matching)

• Unlimited vacation, 9 company holidays including election day, and 1 personal volunteer day a year

• Company-paid Wellhub membership for fitness and wellness

• Dinner covered with Uber Eats + a stocked kitchen to keep you fueled

• Opportunity to take on significant responsibility and ownership in scaling a product that can change the lives of home service pros

• Fun-filled team that doesn’t take themselves too seriously, including virtual cameos from the team dog mascots Caro and Alta

Compensation Range: $170K - $200K