Head of Sales

The/Studio

10h•Remote

About The Position

THE/STUDIO is seeking a hands-on, player-coach Head of Sales to lead, build, and optimize its inside sales, outbound, and revenue operations across two business units: Customize Now, an on-demand manufacturing platform, and Source Anything, a SaaS product that connects customers with global factories beyond the company’s network. The role combines strategic planning with direct sales execution and is designed for an entrepreneurial leader who turns strategic ideas into revenue-generating action. The Head of Sales will work directly with the CEO to connect business goals to daily execution and collaborate with the Sales Manager on playbooks, sales calls, data analysis, and pipeline optimization. The role owns day-to-day revenue operations, forecasting, territory optimization, business-unit economics, pipeline performance, and sales team effectiveness. It also develops and iterates on outbound and inbound sales approaches, works with Marketing on campaigns, and steps in on complex objections and high-value deals as needed. The successful candidate will foster a transparent, accountable startup culture, identify talent needs, and develop team members. The position is fully remote and requires availability during US business hours, with the ability to work across Eastern and Pacific time zones. It is a full-time, exclusive independent contractor engagement. Compensation is described as competitive and outcome-driven, tailored to the candidate’s impact; no specific salary range is listed.

Requirements

At least 7 years of relevant Sales and Business Development experience.
At least 4 years managing closing or outbound teams in a fast-paced startup, SMB, or e-commerce environment.
A proven track record of working directly with a CEO or executive founders to scale operations and translate strategic goals into pipeline performance.
Experience building process-heavy operations in flat organizations, with a customer-centric, metrics-focused, execution-oriented approach.
Strong practical experience with CRM workflows, such as Salesforce, HubSpot, or Pipedrive, automated sequencing, data analytics, and customer relationship management programs.
A charismatic, collaborative leadership style and the ability to inspire teams and work cross-functionally.
Expertise in objection handling, cold-call pattern interruption, value-based selling, and coaching teams in these skills.
Proven experience working with distributed remote teams.
Full availability during US Eastern and Pacific time zone hours.
Ability to work US business hours and manage a team spanning Eastern and Pacific time zones.

Responsibilities

Own day-to-day revenue operations in direct alignment with the CEO, including sales forecasting, territory optimization, and business-unit economics.
Lead a lean sales organization, maintaining daily pipeline quality, appropriate division of labor, and consistent target achievement.
Analyze pipeline data, identify insights, metrics, and bottlenecks, and implement workforce planning and data-driven operational adjustments.
Contribute to strategic planning by designing sales incentives and defining high-velocity go-to-market strategies.
Design, test, and iterate on multichannel outbound sequences, cold-calling and email scripts, and inbound playbooks for Customize Now and Source Anything.
Partner with Marketing on targeted sales campaigns, channel strategies, trade discounts, and strategic buyer incentives.
Monitor speed-to-lead, mockup delivery rates, and quote conversion.
Handle complex objections, manage high-value accounts, and help close critical deals when needed.
Cultivate a transparent, high-energy, accountable startup culture that empowers sales representatives and supports rapid execution.
Identify talent gaps across lines of business and ensure key roles are staffed with high performers.
Develop individual growth plans for team members and review their progress periodically.