Sr. Director of New Markets
WHO WE ARE
SQUIRE is the leading business management system designed for the needs of barbers, shop owners, and their communities. We believe the pursuit of artistry and autonomy should not be restricted by the complexities of running a business. With SQUIRE, we provide custom-branded tools, resources, and guidance to help barbers of all stages and experience levels attract and retain more customers, efficiently manage their shop operations, and increase their revenue.
Founded in 2015, SQUIRE is trusted by barbers in 4,000+ shops in more than a thousand cities around the globe. From streamlined booking and opening new shops to real-time earning dashboards and building lasting customer relationships, SQUIRE supports shop owners in seamlessly bridging the gap between their personal craft and business goals. SQUIRE enables barbers everywhere to unlock their full potential both as artists and as entrepreneurs.
For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.
SUMMARY
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. The ideal candidate thrives in ambiguity, knows how to bring structure to uncharted markets, and can balance analytical rigor with strategic storytelling.
Reports To
Chief Product & Technology Office
Chief Marketing Officer (dotted line)
JOB DUTIES & RESPONSIBILITIES
Vertical Expansion Strategy & Market Evaluation
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.
Cross-Functional Coordination of New Market & Vertical Launches
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.
Product & Sales Enablement for Vertical Fit
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.
Customer & Market Insight Integration
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.
REQUIREMENTS & QUALIFICATIONS
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 WE OFFER
Base Salary between $200,000 - $250,000
New hire stock grant
100% employer paid medical, dental, and vision insurance for you and your dependents
401K plan with company contribution
Generous PTO and Parental Leave policies
SQUIRE takes into consideration a wide range of factors in final compensation decisions, including but not limited to: skill sets, experience and training, licensure and certifications, qualifications and education, and other business and organizational needs.
$200,000 - $250,000 a year
Interview Accommodations
SQUIRE is committed to working with and providing reasonable assistance to individuals with physical and mental disabilities. If you are an individual with a disability requiring an accommodation to apply for an open position, please email your request to recruiting@getsquire.com and someone on our team will respond to your request.
EEO Provision
SQUIRE provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.
Pay Transparency Nondiscrimination Provision
SQUIRE will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information.
E-Verify Participation
SQUIRE participates in E-Verify. Learn more about E-verify here.
About the job
Apply for this position
Sr. Director of New Markets
WHO WE ARE
SQUIRE is the leading business management system designed for the needs of barbers, shop owners, and their communities. We believe the pursuit of artistry and autonomy should not be restricted by the complexities of running a business. With SQUIRE, we provide custom-branded tools, resources, and guidance to help barbers of all stages and experience levels attract and retain more customers, efficiently manage their shop operations, and increase their revenue.
Founded in 2015, SQUIRE is trusted by barbers in 4,000+ shops in more than a thousand cities around the globe. From streamlined booking and opening new shops to real-time earning dashboards and building lasting customer relationships, SQUIRE supports shop owners in seamlessly bridging the gap between their personal craft and business goals. SQUIRE enables barbers everywhere to unlock their full potential both as artists and as entrepreneurs.
For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.
SUMMARY
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. The ideal candidate thrives in ambiguity, knows how to bring structure to uncharted markets, and can balance analytical rigor with strategic storytelling.
Reports To
Chief Product & Technology Office
Chief Marketing Officer (dotted line)
JOB DUTIES & RESPONSIBILITIES
Vertical Expansion Strategy & Market Evaluation
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.
Cross-Functional Coordination of New Market & Vertical Launches
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.
Product & Sales Enablement for Vertical Fit
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.
Customer & Market Insight Integration
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.
REQUIREMENTS & QUALIFICATIONS
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 WE OFFER
Base Salary between $200,000 - $250,000
New hire stock grant
100% employer paid medical, dental, and vision insurance for you and your dependents
401K plan with company contribution
Generous PTO and Parental Leave policies
SQUIRE takes into consideration a wide range of factors in final compensation decisions, including but not limited to: skill sets, experience and training, licensure and certifications, qualifications and education, and other business and organizational needs.
$200,000 - $250,000 a year
Interview Accommodations
SQUIRE is committed to working with and providing reasonable assistance to individuals with physical and mental disabilities. If you are an individual with a disability requiring an accommodation to apply for an open position, please email your request to recruiting@getsquire.com and someone on our team will respond to your request.
EEO Provision
SQUIRE provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.
Pay Transparency Nondiscrimination Provision
SQUIRE will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information.
E-Verify Participation
SQUIRE participates in E-Verify. Learn more about E-verify here.