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Enterprise Applications Series B Founded 2020

Topline Pro

Topline Pro develops an AI-powered business platform for local service professionals that automates marketing, sales, invoicing, and customer communications. The platform features an AI assistant called Sidekick that operates via chat and voice interfaces to handle tasks including scheduling jobs, creating social media posts, answering phones 24/7, qualifying leads, building quotes, sending invoices, and following…

📍 New York City, United States · MarketingTech,

Funding snapshot

Last roundSeries B
Amount$27M
Date14 August 2025
Total raised$49M
Team size158

About

Topline Pro develops an AI-powered business platform for local service professionals that automates marketing, sales, invoicing, and customer communications. The platform features an AI assistant called Sidekick that operates via chat and voice interfaces to handle tasks including scheduling jobs, creating social media posts, answering phones 24/7, qualifying leads, building quotes, sending invoices, and following up on unpaid invoices. Topline Pro organizes its capabilities into three workflows: Get Work (optimized website building, social media management, prospect feeds, review management, digital showcases, and targeted ads for local SEO visibility), Win Work (24/7 inbound call answering with spam screening, instant speed-to-lead response, automated job qualification, standout quote and proposal generation, and request pipeline management), and Get Paid (customized AI scope library for accurate quoting, automatic invoice generation from quotes, digital payments via card or ACH, and automated payment collection follow-ups). The platform serves over 6,000 small businesses across industries including construction, landscaping, lawn care, painting, plumbing, HVAC, electrical, fencing, and tree removal, generating $1.2 billion+ in booked revenue and 78,000+ five-star reviews. Founded in 2020 and headquartered in New York City, Topline Pro has raised approximately $49 million in a Series B round backed by Forerunner Ventures, Bonfire Ventures, TMV, BBG Ventures, Y Combinator, Northzone, Tactile Ventures, Industry Ventures, and Flybridge Capital Partners.

Business model

MarketingTech > Industry Specific Marketing > Home services,

Y Combinator Batches > 2021 > Winter

Founders & team highlights

Serial Founder

Team background

Company Wise > McKinsey,

Top Rated Teams > Serial Entrepreneur,

College Wise > Cornell University, Harvard Business School

Institutional investors

Forerunner Ventures Bonfire Ventures TMV BBG Ventures Y Combinator Northzone Tactile Ventures Industry Ventures Flybridge Capital Partners Phoenix Investment Club Altair Capital Songe LaRon

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