Full-Time

Head of Demand Generation

Posted on 10/31/2025

Siro

Siro

51-200 employees

AI-powered real-time coaching for field sales

Compensation Overview

$175k - $235k/yr

New York, NY, USA

In Person

Category
Growth & Marketing (1)
Required Skills
SEO
Marketing
Requirements
  • 6-10+ years of B2B demand generation experience with proven track record at high-growth SaaS companies (Seed-Series C preferred)
  • Enterprise ABM Expertise: Deep experience with account-based marketing strategies, including account tiering, personalized campaigns, and sales-marketing alignment for large deal sizes
  • Full-Stack Marketing Proficiency: Hands-on experience across demand gen channels including paid acquisition, email/lifecycle marketing, events, SEO, and website optimization
  • Analytics & Attribution: Strong background in marketing analytics, full-funnel reporting, and ROI measurement with ability to present insights to executive leadership
  • Martech Fluency: Experience with marketing tools and AI-powered solutions for demand generation, lead scoring, and campaign automation
  • Scale Experience: Background scaling demand gen programs from early stage to significant pipeline volumes ($100M+ annually)
Responsibilities
  • Pipeline Generation & ABM Strategy: Build and execute account-driven GTM strategies to generate qualified pipeline for large enterprise prospects with complex buying processes, while also maintaining pipeline generation from our SMB and Mid-Market segments
  • Full-Funnel Optimization: Own end-to-end demand generation funnel from awareness to sales handoff, implementing analytics and optimization strategies to improve conversion rates at each stage
  • Enterprise Campaign Management: Design and execute integrated campaigns across multiple channels (email, paid, web, outbound) specifically tailored for enterprise buyers and longer sales cycles
  • Cross-Functional Partnership: Collaborate closely with our Sales, SDR, and RevOps teams on account prioritization, lead routing, and opportunity development while reporting performance metrics to executive leadership

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

Harrington Park, New Jersey

Founded

2020

Simplify Jobs

Simplify's Take

What believers are saying

  • Customers achieve 36% higher close rates and 10x faster coaching cycles.
  • Hawx Pest Control gained 39% close rate increase and 20% larger deals.
  • $50M Series B from SignalFire funds product acceleration and team growth.

What critics are saying

  • Gong.io expands into field sales, eroding Siro's market share in 6-12 months.
  • ServiceTitan launches HVAC AI coaching, capturing core verticals in 3-6 months.
  • California privacy law bans unconsented audio analysis, causing mass churn in 6-9 months.

What makes Siro unique

  • Siro records in-person field sales conversations offline from reps' pockets.
  • AI identifies coachable moments and delivers real-time Halftime coaching.
  • Customizes insights for industries like HVAC, auto, using organizational context.

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Benefits

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-10%

1 year growth

-2%

2 year growth

-4%
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
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.

INACTIVE