S

Siro

AI-powered real-time coaching for field sales

Enterprise Account Executive

Full-Time
$300k - $350k/yr+ Variable incentive + Equity
Senior
New York, NY, USA
Hybrid
Sales & Account ManagementAccount Executive

About the job

Requirements
  • Approximately 5+ years of enterprise-level B2B SaaS sales experience, including hunting new logos and managing complex sales processes.
  • A proven track record of exceeding large quotas.
  • An existing network and the ability to create relationships with key stakeholders within target verticals.
  • Deep experience selling to C-suite executives in large organizations.
  • The ability to generate leads, build pipeline, and close enterprise deals with minimal assistance.
  • The ability to communicate and present effectively, tell compelling stories, and participate confidently in executive-level conversations.
  • The ability to work independently in ambiguity and forge paths.
Responsibilities
  • Develop and execute a strategy to source, pursue, and close new enterprise customers in target verticals, such as Fortune 500 companies and industry leaders.
  • Hunt new business through cold calls, emails, social outreach, networks, referrals, and events.
  • Own the full sales cycle from initial outreach through contract negotiation and signing.
  • Build, maintain, and grow a pipeline of high-value opportunities; forecast accurately and drive predictable revenue.
  • Collaborate with Marketing on lead generation and content, with Product to share customer insights, and with Customer Success to ensure smooth onboarding and account management.
  • Present to C-level executives, position the product in strategic conversations, and act as the face of the enterprise go-to-market.
  • Provide leadership with feedback on market trends, competitive intelligence, pricing, and packaging.

About the company

Siro.ai uses artificial intelligence to boost field sales performance. It records and analyzes millions of field sales conversations to identify successful tactics and areas for improvement, then provides real-time coaching and strategic insights to both sales reps and leadership. The platform operates as a software-as-a-service, allowing clients to book a demo and subscribe, with benefits like higher close rates and savings on ride-along time. Compared with competitors, Siro.ai focuses on learning from top performers via audio recordings and delivering immediate, in-the-mield guidance, turning data from conversations into actionable coaching. The company’s goal is to help sales teams improve results by automating coaching, extracting best practices, and translating them into practical guidance for reps and managers.

Company Size

51-200

Company Stage

Series B

Total Funding

$69M

Headquarters

New York City, New York

Founded

2020

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Simplify's Take

What believers are saying

  • Siro raised $50 million from SignalFire in May 2025, funding expansion.
  • 2026 launches, including Voice Mode and webhook support, deepen workflow lock-in.
  • Siro claims 90% less weekly coaching review time, a strong manager ROI signal.

What critics are saying

  • Apple's Siri privacy backlash keeps recording-consent scrutiny high through 2026.
  • Competitors like Gong and ZoomInfo sell adjacent coaching and conversation-intelligence workflows.
  • If rep adoption stalls after onboarding, Siro becomes expensive shelfware by 2026.

What makes Siro unique

  • Siro's 2026 Halftime gives live coaching during appointments, not post-call debriefs.
  • Scorecards and Ask Siro turn field conversations into searchable coaching data.
  • Privacy policy and terms target consent-heavy in-person recordings, fitting regulated field sales workflows.

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Benefits

  • Company Equity

Growth & Insights and Company News

Headcount

6 month growth

4%

1 year growth

-3%

2 year growth

-3%
Pulse 2.0
May 30th, 2025
Siro Raises $50M for AI Sales Platform

Siro, an AI-based conversation intelligence platform, raised $50 million in Series B funding led by SignalFire, with participation from 01 Advisors, StepStone Group, and existing investors. The funding will accelerate product development and team expansion. Siro's app records and analyzes in-person sales conversations, improving close rates and coaching cycles. CEO Jake Cronin aims to enhance field sales with structured data insights.

UBOS
May 21st, 2025
Siro Secures $50M to Revolutionize AI-Powered Sales Coaching

In a significant leap forward for the sales coaching industry, Siro has secured an impressive $50 million in Series B funding, led by the renowned venture capital firm SignalFire.

TechCrunch
May 21st, 2025
Siro secures $50M for AI sales coaching

Siro has secured $50 million in a Series B funding round led by SignalFire, with participation from 01 Advisors and notable tech figures. This brings Siro's total funding to $75 million. The company aims to enhance AI-powered coaching for sales representatives, inspired by founder Jake Cronin's college experience selling kitchen knives.

TchaiTime.com
May 21st, 2025
Siro lands $50M to expand its AI-powered coaching for sales reps

A startup called Siro has raised $50 million to expand its AI-powered coaching app for sales reps.

Siro
May 1st, 2025
Siro Scorecards: Drive Winning Sales Behaviors Across Your Team

Today, Siro Technologies Inc. is excited to announce Siro Scorecards, your AI-powered revenue command center.