Staff Product Designer, Siro
$250k
Offers Equity
In office Tues, Wed, and Thurs
AI coach for field sales reps
Be an early applicant
AI coach for field sales reps
21-100 employees
Be an early applicant
$250k
Offers Equity
In office Tues, Wed, and Thurs
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
- Own the product craft and quality— consistency, polish, and delight
- Build the design system, patterns, and principles that scale as we grow
- Design the mobile and web app surfaces and AI interactions
- Go from idea to working prototype in hours with AI tooling, and pull the team into that loop
- Plan and execute user research, including in-person customer visits and ride-alongs
- Represent the voice of the customer in internal debates
- Partner with senior leadership and our founder/CEO to frame problems, influence the roadmap, and set product direction
- Raise the taste of the PMs and engineers making design decisions without you
What the job involves
- We're hiring a Staff Product Designer to own design at Siro end to end. This is a hands-on senior IC role where you'll partner with our Product, Engineering, and GTM leaders to reinvent how thousands of in-person sales teams work
- Own the product craft and quality— consistency, polish, and delight
- Build the design system, patterns, and principles that scale as we grow
- Design the mobile and web app surfaces and AI interactions
- Go from idea to working prototype in hours with AI tooling, and pull the team into that loop
- Plan and execute user research, including in-person customer visits and ride-alongs
- Represent the voice of the customer in internal debates
- Partner with senior leadership and our founder/CEO to frame problems, influence the roadmap, and set product direction
- Raise the taste of the PMs and engineers making design decisions without you
- You'll define what Design means at Siro — the standard, the systems, and scope of influence
- Define the product language for a category still being invented. In-person sales is the biggest slice of selling and the most underserved by software
- Work on a genuinely hard problem: messy spoken conversation, fragmented business systems, field execution, and AI agents in one product
- Build for users who love it. Reps rely on it, sales leaders evangelize it, and you'll hear their gratitude in person
- Operate on a small, senior team at a high-growth Series B company with real product-market fit and direct access to the Founder CEO
Our take
The activities of sales representatives are essential for maximising the profits of a business, but it’s difficult to optimise 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 analysed by sales managers for improvements.
Whilst the recording and transcription software behind Siro is nothing new, the integrated approach to tracking sales conversations has been untapped until now. Investors see its potential too, with $50 million in Series B funding awarded in 2025 to accelerate Siro's product development. 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
(Founder & CEO)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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