Senior Director of New Markets, Squire
$200-250k
+ New hire stock grant
Barbershop operations management software
Be an early applicant
Barbershop operations management software
101-200 employees
Be an early applicant
$200-250k
+ 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
- The ideal candidate thrives in ambiguity, knows how to bring structure to uncharted markets, and can balance analytical rigor with strategic storytelling
- 10+ years of product marketing, strategy, or related experience, with 5+ years in a leadership role
- Proven track record of launching products into new markets or verticals at a B2B SaaS or tech company
- Strong grasp of market analysis, segmentation, and competitive positioning
- Skilled at partnering with Product and Sales leadership to drive measurable growth
- Exceptional storytelling and communication skills — able to influence executives and inspire cross-functional teams
- Data-driven mindset with proficiency in market research and analytics tools
What the job involves
- We’re looking for a strategic leader to chart Squire’s next frontiers of growth
- The Senior Director of New Markets will be responsible for identifying, validating, and scaling opportunities in new markets and verticals
- You’ll guide market evaluation, build the business case for expansion, and serve as the connective tissue across Product, Marketing, and Sales to ensure successful execution
- This is a highly visible role that blends strategy, market intelligence, and cross-functional leadership
- Reports to: Chief Product & Technology Office and Chief Marketing Officer (dotted line)
- Lead market sizing, opportunity analysis, and competitive research to identify high-potential geographies, industries, and customer segments
- Build business cases for expansion that balance customer needs, product capabilities, and long-term commercial strategy
- Partner with Product, Sales, and Executive leadership to prioritize and recommend where to play next
- Partner with Marketing to co-define entry strategies, success metrics, and investment requirements
- Coordinate across Product, Sales, and Marketing to align priorities, resource appropriately, and sequence execution
- Serve as the connective tissue between functions — driving accountability, clearing blockers, and keeping launches on track
- Collaborate with Product Management to ensure vertical-specific needs are incorporated into roadmap planning and solution design
- Partner with Sales and Enablement to shape vertical account strategies and equip teams with insights, tools, and messaging tailored to target markets
- Ensure Customer Success and Support teams capture vertical-specific learnings, case studies, and proof points to fuel future growth
- Champion vertical-specific customer insights across the organization, feeding learnings into Product, Marketing, and Sales strategies
- Identify adoption trends, unmet needs, and early proof points to inform scale-up strategies and de-risk market entry
- The duties and responsibilities outlined above are not a comprehensive list and additional tasks may be assigned from time to time based on business needs
- What success looks like:
- Clear prioritization of new verticals and geographies based on data-driven opportunity sizing and business cases
- Smooth cross-functional coordination that ensures Product, Sales, Marketing, and Customer Success are aligned on vertical strategies and execution
- Tangible progress in launching and scaling new verticals, measured by early adoption, customer wins, and revenue contribution
- Vertical-specific customer insights consistently integrated into product roadmap, sales motions, and marketing campaigns
- Well-defined success metrics and investment decisions made in partnership with Marketing, Sales, and Executive leadership
- Demonstrated impact on long-term growth trajectory through successful vertical expansion beyond the core market
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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