Staff Product Manager, Squire
Client Booking Experience, B2C
$170-190k
+ New hire stock grant
Barbershop operations management software
Be an early applicant
Barbershop operations management software
101-200 employees
Be an early applicant
$170-190k
+ New hire stock grant
101-200 employees
Company mission
Squire's mission is to give your barber shop the technology they need to succeed in today’s fast-paced environment.
Role
Who you are
- 7+ years of product management experience
- Direct experience building booking, reservation, or scheduling products at scale
- Proven track record improving conversion or retention in B2C environments
- Strong product judgment across UX, systems, and business impact
- Experience in B2C or B2B2C platforms
- Ability to influence cross-functional teams without direct authority
Desirable
- PLG or lifecycle optimization experience
- Exposure to AI-driven consumer workflows
- Experience supporting multiple verticals or international markets
What the job involves
- We’re looking for a Staff Product Manager to own and evolve the end-to-end client booking experience across web and mobile
- The booking experience is the front door to SQUIRE. It drives first impressions, repeat usage, and directly impacts business performance across our platform
- As we expand into new verticals and AI-powered workflows, this role ensures booking remains intuitive, trustworthy, and high-converting
- This is a senior individual contributor role with broad ownership
- You will lead strategy and execution across discovery, booking flows, and rebooking - balancing client experience, business outcomes, and platform scalability
- REPORTS TO: Director of Product Management
- Define and drive the multi-quarter vision for client booking
- Own discovery, booking flows, checkout, confirmations, cancellations, and rebooking
- Ensure experiences scale across geographies, shop types, and future verticals
- Make clear tradeoffs across UX quality, performance, and business goals
- Deeply understand client behavior and friction across the booking funnel
- Improve conversion, rebooking, and retention through data and experimentation
- Elevate trust, clarity, and reliability across critical booking moments
- Partner closely with Engineering and Design to ship performant, high-quality consumer experiences
- Translate strategy into clear requirements and measurable outcomes
- Collaborate with Lifecycle, Marketing, and Data to ensure launches drive impact
- Own key metrics including conversion, rebooking rate, funnel drop-off, and client retention
- Establish clear learning goals and remain accountable to outcomes
- Thoughtfully leverage AI and automation to improve discovery and confidence in booking
Our take
Squire takes point-of-sale management tools and focuses them entirely on the needs of barbershops. Before launching, co-founder Dave Salvant spent time talking to 600 different barbershop owners to understand the boxes Squire had to tick to be a worthwhile product. This included taking cashless payments and providing key insight into employee productivity, hours worked, and commission calculations.
This time spent in barbershops paid off, as Squire now has more than 2,000 customers in North America and the UK. There is considerable opportunity in the United States alone, as they have a potential customer base of more than 135,000 barbershops.
In March 2020, Squire’s revenue fell to zero when the COVID-19 pandemic forced barbershops to close. Luckily, the company had raised $34 million just days before this in a Series B funding round, which enabled it to help barbershops adapt and survive during their lockdowns. Now things have returned to normal, Squire is in high demand and in 2025, is valued at $750 million.
Steph
Company Specialist at Welcome to the Jungle
Insights
-19% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Jul 2021
$60m
SERIES D
Dec 2020
$44m
SERIES C
Total funding: $146.8m
Company benefits
- Work from home opportunities
Company HQ
Nolita, New York, NY
Leadership
Songe LaRon
(Co-Founder & CEO)Majored in Philosophy at UCLA, and then studied Law at Yale. Started out as a Legal Secondee at Credit Suisse, before joining Skadden Arps as an M&A Associate. Co-founded Squire in 2015, with support from Y Combinator.
Dave A. Salvant
(Co-Founder & President)Studied Political Science at the University of Albany, and then joined Infogroup as an Account Manager in 2008. Moved to JP Morgan as 2010 to work as a Private Client Banker. Joined AXA US as a Senior Regional Sales Executive, and then enrolled at the University of Wisconsin-Madison to study for an MBA. Co-founded Squire in 2015.
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