Head of Sales

About GlossGenius

GlossGenius is building an ecosystem enabling entrepreneurs to succeed. We empower small business owners to focus on being creators not admins by offering a range of business management tools including booking and scheduling marketing analytics payment processing and much more.

Over 100000 small business owners have chosen to rely on GlossGenius every day to run their entire set of business operations. Joining its powerful intuitive platform with its vibrant distinguished brand GlossGenius is the ideal combination of a fintech SMB software and consumer company all in one.

About the Role

As the Head of Sales you will be the strategic leader responsible for scaling and optimizing GlossGenius's entire sales organization. Reporting directly to the Chief Revenue Officer you will help architect and execute our go-to-market strategy across all sales channels—outbound inbound field—while building a high-performing team capable of achieving ambitious growth targets in the SMB market.

This is a transformational leadership role requiring someone who has successfully scaled a sales organization from 30 to 100+ people and understands the operational rigor process discipline and cultural foundations necessary to sustain hypergrowth. You'll be responsible for the full sales function including hiring and developing multiple layers of leadership (Sales Managers Directors) establishing best-in-class sales processes driving cross-functional alignment and ensuring we're breaking into new customer segments while optimizing unit economics.

You will report to the Chief Revenue Officer. You must be commutable to our NYC headquarters. We default to being in-office 3-4 days per week with required attendance on Tuesdays and Thursdays.

What You'll Do

• Design and execute a comprehensive scaling plan to grow the sales team from 30 to 100+ team members while maintaining or improving productivity metrics
• Establish clear career progression frameworks and professional development programs that attract and retain top sales talent
• Architect and continuously optimize our multi-channel GTM strategy across inbound and outbound sales – including expansion into new verticals and segments
• In conjunction with Revenue Operations own the sales methodology playbooks and enablement programs that drive consistent execution across all channels
• Build a data-driven culture with rigorous forecasting and accountability across key metrics: ramp time quota attainment win rates ASP and CAC payback
• Provide input into the design and management of compensation plans quota allocation and territory assignments that drive the right behaviors and outcomes
• Support the evaluation implementation and optimization of sales technology stack (CRM sales engagement platforms conversation intelligence forecasting tools)  leveraging AI and emerging tools to drive productivity

What We're Looking For

• 10+ years of sales experience in B2B SaaS or SMB software with at least 7 years in sales leadership roles
• Proven track record of scaling a sales organization from 30 to 100+ people while maintaining or improving efficiency metrics
• Demonstrated success in SMB sales with understanding of high-velocity sales motions and the unique challenges of serving small business customers
• Experience managing multiple layers of sales leadership (managers and directors) with a track record of developing leaders who go on to greater responsibility
• Strategic thinker who can balance long-term vision with short-term execution and knows when to prioritize each
• Ability to drive alignment across cross-functional stakeholders and influence without authority
• Experience implementing sales methodologies and building repeatable scalable processes
• Deeply analytical with expertise in sales metrics funnel optimization and predictive forecasting
• Proficiency with modern sales technology stack including Salesforce or HubSpot (CRM) Outreach or Salesloft (engagement) Gong or Chorus (conversation intelligence)
• Process-oriented with experience designing and implementing scalable systems and workflows

Benefits & Perks

• Flexible PTO
• Competitive health & dental insurance options with premiums partially covered by GG
• Fertility and adoption benefits via Carrot and Kindbody
• Generous fully-paid parental leave policy
• 401k benefit - employees are eligible to contribute starting day 1 of employment
• Professional Development - employees receive a yearly stipend for approved learning and educational-related expenses
• Pre-tax commuter benefits
• Dependent Care FSA
• Home office support
• Team Bonding opportunities - as a distributed team being able to build meaningful bonds both virtually and in person is incredibly important to us! We are constantly evaluating how we accomplish this and currently teams are given opportunities to gather in person throughout the year

The OTE for this role is between $315000-$370000 + equity + benefits. The compensation package offered is dependent upon many factors including skills experience location and education. The range is subject to change and may be modified in the future. Additionally this role is currently eligible to participate in GlossGenius's equity plan as well as a range of health & wellbeing retirement savings and other benefits within our total rewards offering.

What We Do

GlossGenius is one of the fastest growing solutions powering small business owners across the US in the beauty & wellness space with elegant vibrant and intuitive software. GlossGenius’s complete “business-in-a-box” platform spans powerful SaaS and fintech solutions enabling tens of thousands of business owners to run their entire set of business operations every day.

Why Work With Us

We have product-market fit and a passionate customer base.The opportunities ahead are limitless. Our culture is empowering fast-paced and challenging. If you're seeking an intellectually curious workplace with space to learn and grow you're in the right place.

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