VP of Sales

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 (CPO) with a team of 70+ a-players with plans to expand more in 2025. 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 several years of runway, and we’ve experienced rapid growth in the past year. We’re further scaling our Sales team (25 today) 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.

• Own all aspects of revenue generation with aggressive growth targets on the journey post 8 figures of ARR

• Focus on engaging and upselling our rapidly growing customer base growing of thousands of home service SMBs

• Plan and lead recruiting for team expansion from our existing team

• Exceed quarterly sales team quotas by holding your team accountable for activities that lead to revenue generation

• Meet with with our existing Pro customer base and potential customers in order to driving meaningful relationships that contribute to the customer experience and revenue to our bottom line

• Build, develop, and inspire an organization of hard-working team members and leaders by creating scalable, data-driven sales processes

• Develop, test, implement and refine growth and acquisition strategies through data backed decisions

• 10+ years experience in B2B SaaS sales (required to have SMB sales experience)

• 5+ years in SMB sales management

• Demonstrated experience leading, building, and growing successful, collaborative, and hard-working sales teams of 10+ Account Executives

• Comfortable getting into the trenches with the team when required- reaching out to cold leads through multiple communications channels (phone, email, etc.)

• Technical proficiency and experience managing full sales tech stack (e.g., Orum, Salesloft, Hubspot, etc.)

• Not just willing but excited to work in person 5 days per week in our Brooklyn office

• Competitive with a desire to win

• Team player with a passion for learning

• Self-starter who finds comfort in ambiguity

• Competitive cash compensation - Base Salary $200-250K + bonus/equity package

• 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, 7 company holidays including election day, and 1 personal volunteer day a year

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