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Transform your customer experience with Voice AI Agents customized for your company
The Role
Lead Regal’s end-to-end sales strategy, execution, forecasting, and pipeline management across customer segments. Close complex enterprise SaaS and Voice AI deals while developing positioning, pricing, packaging, playbooks, and scalable sales processes. Partner cross-functionally with Marketing, Product, Engineering, Customer Success, and Sales Operations. Hire, mentor, and manage Account Executives, establish performance metrics, and bring customer and market insights to company leadership.
Summary Generated by Built In
ABOUT US:
Founded in 2020, Regal is the AI Agent Platform. Regal gives every company the tools to transform customer communications with delightful AI Agents that are connected to your data, easy to customize and monitor, always available, and ready to take action. Power better support, sales, and operations – with way less effort. Our founders, Alex Levin and Rebecca Greene, helped build Angi (Angie’s List, HomeAdvisor, and Handy) to over $1.5B in revenue.
Based in Manhattan, we’re building an in-person culture of entrepreneurs who want to win and build something meaningful. We’re backed by top investors including Founder Collective, Homebrew, and Emergence Capital.
Come join us as we create a category-defining company, and follow Regal's company page on LinkedIn to stay up-to-date on our journey and current job openings!
We’re moving fast, and the numbers speak for themselves:
- Partnered with enterprise brands like Google, AAA, Ro, Coursera
- Raised $82M (top tier investors including Emergence & Homebrew)
- Completed 500M+ calls
- Driven $7B revenue for customers
- Scaled to $##M ARR
- Built amazing NYC (Midtown) in office culture
ABOUT THE ROLE:
Regal is seeking a Head of Sales to lead and scale our sales organization as we continue building one of the most successful Voice AI Agent platforms in the market. This leader will own sales strategy and execution across all segments, manage and grow a high-performing team, and help define how Regal wins in an increasingly competitive AI-driven landscape.
This role is ideal for a sales leader who thrives in high-growth environments and can close complex deals. You’ll be hands-on, selling, shaping positioning, and refining our go-to-market approach while building a repeatable, scalable sales motion across the full customer lifecycle. As Regal’s Head of Sales, you’ll drive enterprise account mapping and strategy across all Voice AI customers to unlock larger deals, and as the organization scales, you’ll build, mentor, and lead a nascent yet hungry team of Account Executives.
This role is ideal for a sales leader who thrives in high-growth environments and can close complex deals. You’ll be hands-on, selling, shaping positioning, and refining our go-to-market approach while building a repeatable, scalable sales motion across the full customer lifecycle. As Regal’s Head of Sales, you’ll drive enterprise account mapping and strategy across all Voice AI customers to unlock larger deals, and as the organization scales, you’ll build, mentor, and lead a nascent yet hungry team of Account Executives.
Responsibilities:
- Own and lead the end-to-end sales strategy and execution across all customer segments
- Manage and optimize the full sales process, from pipeline generation through close
- Partner closely with Marketing, Product, Engineering, and Customer Success to align go-to-market strategy and deliver exceptional customer outcomes
- Drive consistent, accurate sales forecasting and pipeline visibility
- Identify opportunities to accelerate revenue growth through improved positioning, pricing, packaging, and sales process improvements
- Hire, develop, and performance-manage a high-caliber team of Account Executives
- Establish scalable sales playbooks, metrics, and operating rhythms as the team grows
- Act as a voice of the customer, bringing market insights back to product and leadership teams
ABOUT YOU:
- 8+ years of sales experience, with a minimum of 2+ years leadership experience managing a sales function & team
- Proven success closing complex, high-value SaaS deals and building repeatable sales motions
- Strong executive-level selling skills, with the ability to navigate multiple stakeholders and long sales cycles
- Comfortable working cross-functionally with Marketing, Product, Customer Success, and Sales Operations
- Highly data-driven, with experience using metrics and forecasting to guide decision-making
- Passion for technology—especially AI—and the ability to clearly articulate value and ROI to customers
- Prior experience helping scale a high-growth startup, with a builder mindset and comfort operating in ambiguity
POSITION LOCATION & OFFICE DETAILS:
This position is only available in New York City (HQ- Midtown). Hybrid roles are required in office T/W/TH and office optional M/F.
*If you think you’re missing relevant experience but you’re hungry and a fast learner (and can prove it), we want to hear from you!
Skills Required
- 8+ years of sales experience
- At least 2 years of leadership experience managing a sales function and team
- Proven success closing complex, high-value SaaS deals
- Experience building repeatable sales motions
- Strong executive-level selling skills
- Ability to navigate multiple stakeholders and long sales cycles
- Experience working cross-functionally with Marketing, Product, Customer Success, and Sales Operations
- Experience using metrics and forecasting to guide decisions
- Passion for technology, especially AI, and ability to articulate customer value and ROI
- Prior experience scaling a high-growth startup
- Builder mindset and comfort operating in ambiguity
What the Team is Saying
Newton
Director of Engineering
Kelly
Lead Product Manager
Audra
Senior People Experience Associate
Lex
Senior Director, Business Development
Michael
Senior Account Executive
Irene
AI Forward Deployed Engineer
Regal Compensation & Benefits Highlights
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Healthcare Strength — Healthcare is described as robust, with the employer covering a significant share of medical, dental, and vision premiums and providing mental‑health support sessions. Feedback suggests this level of coverage is strong for a growth‑stage startup.
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Leave & Time Off Breadth — Flexible PTO, paid holidays, and paid parental leave are consistently highlighted across recent postings. These policies signal tangible support for work‑life balance.
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Wellbeing & Lifestyle Benefits — Perks such as pre‑tax commuter benefits, fitness subsidies, daily in‑office food, team events, and fully provisioned workstations are emphasized. These additions complement core benefits and enhance the day‑to‑day experience for those engaged in the in‑office culture.
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The Company
What We Do
Founded in 2020, Regal is the AI Agent Platform. Regal gives every company the tools to transform customer communications with delightful AI Agents that are connected to your data, easy to customize and monitor, always-available, and ready to take action. Our Values Customers are Royalty We serve our customers above all else. If we don’t earn their love, someone else will. Fast Execution Wins We work with urgency and speed because by moving forward we learn more about how to solve the problem than by theorizing. Growth Mindset Your learning curve should be as steep as the company’s growth curve. Data Beats Opinion We make decisions based on analysis and data, not anecdotes. Enjoy the Journey We bring our whole selves to work and build meaningful friendships. We appreciate, and are kind to, each other.
Why Work With Us
At Regal, every team member makes an impact. We move fast, solve complex challenges, and build game-changing AI solutions—together. Our culture thrives on fast execution, data-driven decisions, and continuous learning. If you want to grow, be challenged, and work with brilliant, motivated people, Regal is where you want to be.
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Regal Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We're in the office Tues-Thurs & WFH/Office Optional on Mon/Fri. Our HQ is in NYC. Annual offsites in fun spots such as Breckenridge, Miami, CT & more!
Typical time on-site:
3 days a week
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