Overview

Sailes builds AI agents (Sailebots) that automate prospecting across the enterprise sales lifecycle. Headquartered in Kansas City, MO (with a New York presence), the company closed a $5.1 million Series A in September 2023 led by St. Louis–based Lewis & Clark Ventures, with Acronym Venture Capital, Tenzing Capital, and follow-on from KCRise Fund and Valor Ventures — bringing total funding to about $6.6 million. Founded by enterprise sales operator Nick Smith.

Why Sailes is interesting

Kansas City AI sales automation company that raised a $5.1M Series A (Sep 2023) led by Lewis & Clark Ventures, with KCRise Fund following on — Sailebots for enterprise SDR workflows.

Product & use cases

AI prospecting agents that automate outbound research, outreach, and lead qualification for enterprise sales teams.

• Enterprise SDR prospecting automation
• Pipeline creation without linear headcount
• Globally compliant outbound workflows

Key facts

• Series A (Sep 2023): $5.1M led by Lewis & Clark Ventures (company / Startland News)
• Follow-on from KCRise Fund; also Acronym, Tenzing Capital, Valor Ventures
• Total funding ~$6.6M at announcement
• Kansas City HQ with New York office

Fundraising history

Investors in our directory

Funds linked from Sailes's profile — open a fund page for stage focus and related deal articles.

Competitive landscape

Edge: Full-lifecycle AI prospecting agents built by enterprise sales operators, with Midwest capital base.

• Outreach / Salesloft adjacent

  Sales engagement platforms.

• Apollo / ZoomInfo adjacent

  Data + sequencing tools.

• Other AI SDR startups direct

  Autonomous outbound agents.

Industries

Related funding articles

Venture Capital Tracker pieces that cover Sailes's financing or category context.

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