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Siro is focused on enhancing in-person sales through AI coaching, enabling sales teams to analyze conversations and improve performance. Their platform captures and analyzes customer interactions in real-time.
Siro has raised $68.0M across 3 funding rounds.
Siro has raised $68.0M in total across 3 funding rounds.
Siro has raised $68.0M across 3 funding rounds. Most recently, it raised $50.0M Series B in May 2025.
| Date | Round | Lead Investors | Other Investors | Status |
|---|---|---|---|---|
| May 1, 2025 | $50M Series B | SignalFire, Wayne HU | Alumni Ventures, Chemistry VC, CRV, Fika Ventures, Index Ventures, The Community Fund, Ding Zhou, Michael Stoppelman, Steve King, Dick Costolo, Saumil Mehta, Songe Laron, Adam Bain | Announced |
| Oct 1, 2023 | $4M Seed | — | Fika Ventures, Index Ventures, ULU Ventures, Andrew Jones | Announced |
| Oct 1, 2023 | $14M Series A | — | CRV, Fika Ventures, Index Ventures, SignalFire, SV Angel, TenOneTen Ventures, The Community Fund, Trimble Ventures, Y Combinator, Ding Zhou, Michael Stoppelman, Steve King, TOM Blomfield | Announced |
Siro has raised $68.0M in total across 3 funding rounds.
Siro's investors include SignalFire, Wayne Hu, Alumni Ventures, Chemistry VC, CRV, Fika Ventures, Index Ventures, The Community Fund, Ding Zhou, Michael Stoppelman, Steve King, Dick Costolo.
Siro is an AI-powered sales coaching platform that records, transcribes, and analyzes in-person field sales conversations to deliver actionable insights, feedback, and coaching for sales teams.[1][2][3][5] It serves field sales professionals in industries like home services, auto, telecom, B2B, door-to-door, and home improvement, solving the core problem of limited on-the-job coaching for the 5.7 million U.S. field sales reps who lack managerial oversight due to remote, handshake-based interactions.[1][3][5] By digitizing "dark matter" offline conversations, Siro empowers reps with tools to handle objections, improve performance, and achieve higher earnings potential, while providing leaders with dashboards for visibility into processes, lost deals, cross-sell opportunities, and customer insights—driving average customer results of 20% revenue growth, 9% higher close rates, and 8% larger ticket sizes.[2][5]
Founded in 2020 and headquartered in New York, Siro has shown strong growth momentum: organically scaling to over 3,000 reps by 2021, recording 1M conversations in 2022, raising back-to-back Seed and Series A rounds in 2023 plus a Series B (totaling $75M from investors like SignalFire), hiring its first 10 employees in 2022, and launching SalesPro with Service Titan in 2024.[1][2]
Siro was founded in 2020 by Jake Cronin in New York, inspired by his college experience researching sales opportunities.[1][2] Recognizing that field sales—where reps conduct in-person "handshake" deals—offered high earning potential (outpacing surgeons or lawyers) but suffered from zero coaching due to managers' inability to observe remote interactions, Cronin built Siro to fill this gap.[1][3] Early traction was rapid and organic, growing to serve over 3,000 reps by 2021 and hitting 1M recorded conversations in 2022, alongside hiring the first 10 employees.[2] Pivotal funding from SignalFire and others (including Square CPO Saumil Mehta and former execs from Yelp and Snap) validated its data moat in digitizing offline sales, leading to Seed/Series A in 2023 and Series B by 2024.[1]
Siro rides the AI sales enablement wave, specifically targeting the underserved field sales segment amid rising demand for conversation intelligence tools post-2020 remote-work shifts and AI transcription advances.[1][5] Timing aligns with exploding interest in digitizing in-person interactions—5.7M U.S. field reps generate untapped data for coaching, revenue optimization, and insights, fueled by market forces like labor shortages in high-earning sales roles and VC focus on vertical AI data moats (as noted by SignalFire).[1][3] It influences the ecosystem by empowering reps toward "financial freedom," boosting close rates and tickets in fragmented industries like home services, while competitors like Craft highlight gaps in full-funnel coverage—positioning Siro as a specialist amid broader RevOps consolidation.[4][5]
Siro's trajectory points to expanded AI features like advanced cross-sell automation and multi-industry penetration, leveraging its $75M war chest for integrations (e.g., beyond Service Titan) and potential call-center expansion to counter critiques.[1][4] Trends like generative AI for personalized coaching and economic pressures on sales efficiency will propel growth, evolving its influence from field-sales niche leader to broader RevOps player—unlocking more "life-changing" rep success as in-person sales rebound.[2][5] This builds on its origin: transforming overlooked field reps into high-performers through data once thought uncapturable.
