Vice President – Sales

This is a fully remote position, open to applicants in California.

📋 Description

• Personally secure key enterprise accounts.

• Develop a consistent enterprise pipeline through targeted account prospecting, executive outreach, inbound lead conversion, and partner referrals.

• Create a comprehensive sales playbook that encompasses discovery, business case development, navigating committees, and competitive displacement strategies.

• Define stages, qualification criteria, pipeline metrics, forecasting methods, account planning, quotas, and compensation structures.

• Recruit, onboard, and mentor the account executive team.

• Provide accurate forecasts for the CEO and board members.

• Systematize successful enterprise sales strategies into a replicable playbook.

• Generate a qualified pipeline to meet the upcoming year’s objectives.

• Recruit, onboard, and certify the first account executives against established performance standards.

• Showcase that other team members can achieve success using the defined sales process.

• Expand and enhance the enterprise sales organization and its operational framework.

• Collaborate with virtual teams throughout the day.

• Promote MyTime's business operating system for multi-location enterprises and franchise brands in sectors such as pet care, beauty salons, medspas, and barbershops.

⛳️ Requirements

• Over 8 years of experience in enterprise SaaS sales, including at least 4 years in leadership roles.

• Willingness to manage a personal sales target during the organizational build-out phase.

• Proven success in personally closing six-figure enterprise SaaS deals through intricate, multi-stakeholder buying processes and lengthy sales cycles.

• Experience in establishing a sales function from the ground up, including creating a playbook, hiring staff, and implementing metrics.

• Developed stage definitions, forecasting models, named-account strategies, and compensation frameworks.

• Sufficient product knowledge to independently lead discovery sessions and impactful product demonstrations.

• Experience in selling against established competitors where migration risk was a significant concern.

• Background in selling to or working with multi-location or franchise businesses.

• Preferred: 10+ years of sales experience in a growing, metrics-driven SaaS sales environment at a rapidly expanding tech company.

• 3 to 10 years of sales leadership experience.

• Successfully hired at least 6 high-performing sales representatives.

• Managed a team of at least 8 sales representatives or managers.

• Implemented a sales playbook that facilitated customer acquisition with ACV exceeding $250K.

• MEDDIC experience preferred.

• Experience with a company that scaled to at least $30M+ ARR is preferred.

• Front-office software experience preferred; complex software sales are acceptable, excluding ad sales or hardware.

• Experience selling to multi-location or franchise businesses is preferred.

• Sales experience involving $250K+ ACV and complex decision-making units of 3 or more individuals.

• Extensive sales operations background, including forecasting, planning, analytics, sales systems, reporting, compensation, and quota management.

• Ability to conceive a vision, outline requirements, design effective solutions, build business cases, and implement client solutions.

• Strong proficiency with CRM and marketing automation tools such as Salesforce and HubSpot.

• Excellent problem-solving, project management, and time management skills.

• Highly analytical with the ability to translate analysis into actionable insights.

• Exceptionally organized with a keen attention to detail.

• Bachelor’s degree in Business, Sales, Marketing, or a related field, or equivalent relevant experience.

• Availability to work during standard Eastern Time Zone business hours.

🏝️ Benefits

• Meaningful equity opportunities.

• Comprehensive healthcare benefits.

• Guaranteed, non-recoverable variable compensation ramp during the first nine months.

• Performance-based bonuses.

• Startup equity options.

• Fully remote work within the United States.

• Approximately 10–20% travel for client headquarters visits, executive meetings, trade shows, and franchise conferences.

• Open startup culture that empowers employees to make a significant impact.

• Opportunities for professional development and expanded revenue leadership roles.

• Competitive base salary.