General Manager, Siro
New Verticals
$180-240k
+ Equity
AI coach for field sales reps
Job no longer available
AI coach for field sales reps
21-100 employees
Job no longer available
$180-240k
+ Equity
21-100 employees
Company mission
Siro's mission is to create a world where anyone can find social mobility and financial freedom through a career in sales.
Role
Who you are
- The ideal candidate combines strong product intuition with operational rigor, thrives on data-driven decision making, and can orchestrate complex cross-functional initiatives
- 8+ years in product, strategic business development, new market expansion, or general management within B2B SaaS
- Strong product sense with ability to translate customer needs into product requirements
- Deep analytical skills with experience in market sizing, unit economics, and operational modeling
- Proven track record of launching new products or operational initiatives from 0-to-1
- Experience working with sales teams to validate product-market fit through pilots and POCs
- Ability to lead cross-functional initiatives without formal authority
What the job involves
- Siro is seeking an entrepreneurial and product-minded GM to lead our New Verticals expansion initiative, finding product-market fit in new segments and building scalable go-to-market operations
- This senior role will build and execute a repeatable playbook to identify, qualify, and enter new market verticals
- Working closely with BDRs and AEs, you'll drive Siro's growth beyond our established markets into promising new territories
- Develop a comprehensive vertical expansion framework including market mapping, prioritization criteria, and go/no-go decision frameworks
- Analyze potential verticals evaluating TAM, target accounts (mid-market and enterprise), competitive landscapes, tech stacks, and product-market fit
- Create repeatable playbooks for vertical entry that can scale across the organization
- Lead market development through outbound outreach, strategic partnerships, and network-building. Leverage the BD, Sales, and Partnership teams to build relationships with key influencers and decision-makers within priority verticals
- Conduct discovery conversations to understand workflows, pain points, and current technology stacks
- Design and execute pilots with prospects that demonstrate clear ROI
- Lead and coordinate efforts between Sales, Product, Engineering, Marketing, and Customer Success teams
- Oversee pilot execution, ensuring operational readiness and product configuration
- Define resource requirements and operational capacity needed for vertical scaling
- Establish metrics and reporting frameworks to track vertical performance
- Analyze pilot results and operational metrics to assess vertical viability
- Build business cases and present data-driven recommendations and updates to executive leadership
- Own go/no-go decisions based on product fit, operational complexity, market opportunity, and other established criteria
- Ensure smooth handoff of validated verticals to core GTM and operations teams
Our take
The activities of sales representatives are essential for maximizing the profits of a business, but it’s difficult to optimize this when there is no efficient way of tracking conversations. It is almost impossible to know exactly how long a sales rep pitches a product or exactly what they said, and this makes it difficult for businesses to improve their sales.
Siro provides a digital mobile and desktop app that facilitates the tracking and analysis of the conversations of sales reps and clients. The app records and transcribes sales conversations, providing a quantifiable footprint of every sales conversation which can then be analyzed by sales managers for improvements.
Whilst the recording and transcription software behind Siro is nothing new, the integrated approach to tracking sales conversations is one that has been untapped until now. The company claims that when used properly, its sales coaching system can reduce sales conversation time tenfold - giving Siro the potential to take sales coaching to a whole new level.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 4 rounds)
May 2025
$50m
SERIES B
Oct 2023
$14m
SERIES A
Total funding: $69.1m
Company HQ
Flatiron District, New York, NY
Leadership
Jake Cronin
(CEO & Founder)Co-founder of Queue. Was a Woodruff Scholar at Emory where they studied Math, CS, and Chinese Studies. Opened & ran a Cutco branch office.
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