Vice President – Sales
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Job Description
VP of Sales building MyTime’s enterprise sales motion for multi-location and franchise business software. Closing anchor accounts, creating the playbook, and scaling the account executive team.
Responsibilities:
- Personally close anchor enterprise accounts
- Build a predictable enterprise pipeline engine through named-account prospecting, executive outreach, inbound conversion, partner and referral channels
- Develop the sales playbook covering discovery, business cases, committee navigation and competitive displacement
- Establish stage definitions, qualification criteria, pipeline instrumentation, forecasting, named-account planning, quotas and compensation design
- Hire, ramp and coach the account executive team
- Run a disciplined and accurate forecast for the CEO and board
- Codify winning enterprise-sales patterns into a repeatable playbook
- Build qualified pipeline to support the following year's plan
- Hire, ramp and certify the first account executives against a clear performance bar
- Demonstrate that other representatives can win using the established sales motion
- Build and scale the enterprise sales organization and engine
- Collaborate with virtual teams throughout the day
- Sell MyTime's business operating system for multi-location enterprise and franchise brands in pet care, beauty salons, medspas and barbershops
Requirements:
- 8+ years in enterprise SaaS sales, including 4+ years leading teams
- Willingness to carry a personal sales number during the build phase
- Demonstrated record personally closing six-figure enterprise SaaS deals through complex, multi-stakeholder buying processes and extended sales cycles
- Built part of a sales function from scratch, including playbook, hires and instrumentation
- Designed stage definitions, forecast models, named-account plans and compensation plans
- Product-fluent enough to lead discovery and compelling product demonstrations independently
- Experience selling against an entrenched incumbent where migration risk was a major objection
- Experience selling to or working in multi-location or franchise businesses
- 10+ years of sales experience preferred in a scaling, metrics-driven SaaS sales team at a rapidly growing technology company
- 3–10 years of sales leadership
- Hired at least 6 successful, high-performing sales representatives
- Managed at least 8 sales representatives or managers-of-managers
- Executed a sales playbook used to acquire customers with $250K+ ACV
- MEDDIC preferred
- Experience with a company scaled to at least $30M+ ARR preferred
- Front-office software experience preferred; complex software sales accepted except ad sales or hardware
- Experience selling into multi-location or franchise businesses preferred
- Sales involving $250K+ ACV and a complex decision-making unit of 3+ people
- Extensive sales operations experience, including forecasting, planning, analysis, sales systems, reporting, compensation and quota management
- Ability to build vision, define requirements, design practical solutions, develop business cases and implement client solutions
- Strong experience using CRM and marketing automation tools such as Salesforce and HubSpot
- Strong problem-solving, project-management and time-management skills
- High analytical ability and capacity to turn analysis into insight and action
- Very organized with attention to detail
- Bachelor's degree in Business, Sales, Marketing or related discipline, or equivalent additional experience
- Willingness to work during standard Eastern Time Zone business hours
Benefits:
- Meaningful equity
- Full healthcare benefits
- Guaranteed, non-recoverable variable compensation ramp during the first nine months
- Performance bonus
- Startup equity
- Fully remote work within the United States
- Approximately 10–20% travel for customer headquarters, executive meetings, trade shows and franchise conferences
- Transparent startup culture focused on empowering employees to make an impact
- Opportunity for professional growth and broader revenue leadership
- Competitive base salary
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