Vice President (VP) of Sales

MyTime•Los Angeles, CA

10h•$400,000 - $450,000•Remote

About The Position

MyTime is seeking a Vice President (VP) of Sales to architect and lead its dedicated enterprise sales motion. The company has achieved product-market fit and is experiencing significant revenue growth. This role involves designing the entire enterprise sales strategy from the ground up, including the playbook, team structure, and sales processes. The VP will personally close anchor enterprise accounts, develop repeatable sales strategies, hire and coach account executives, and ultimately build the engine for the company's growth. This position involves managing complex, multi-stakeholder enterprise deals with long sales cycles, where winning a single deal can result in hundreds of locations being onboarded.

Requirements

8+ years in enterprise SaaS sales, including 4+ years leading teams
Willingness to carry a personal number during the build phase
Demonstrated record of personally closing six-figure enterprise SaaS deals through complex, multi-stakeholder buying processes and extended sales cycles
Experience building a sales function from scratch: first playbook, first hires, first instrumentation
Experience designing stage definitions, forecast models, named-account plans, and compensation plans
Product-fluent enough to lead discovery and compelling product demonstrations independently
10+ years of sales experience, preferably in scaling a metrics-driven SaaS sales team at a rapidly growing technology company in a highly competitive market
3-10 years of sales leadership: hired at least 6 successful, high performing sales reps and managed at least 8 sales reps or managers-of-managers within dynamic sales teams
Extensive sales operations experience (forecasting, planning, analysis, sales systems, reporting, compensation and quota management)
Strong experience using CRM and Marketing Automation tools such as Salesforce, Hubspot, etc.
Strong problem solving skills, project management, time management
High levels of analytical horsepower and ability to turn analysis into insight and actions
Very organized with attention to detail
Bachelor's degree in Business, Sales, Marketing, or related discipline, or equivalent additional experience

Nice To Haves

Vertical SaaS for physical-location service businesses — beauty, wellness, fitness, pet care, home services, restaurant, dental, veterinary or automotive
Franchise fluency: advisory councils, master agreements, royalty structures
MEDDIC preferred
Sales management experience with an organization that has scaled at least to $30+M ARR
Front-office software (i.e. martech, sales-tech, etc.) preferred but will accept any complex software sales except ad sales or hardware
Experience selling into Multi-Location or Franchises but any industry works as long as sale was $250 K+ ACV and involved a complex DMU of 3+ people

Responsibilities

Personally closing anchor enterprise accounts
Building a predictable enterprise pipeline engine, including named-account prospecting, executive outreach, inbound conversion, and partner/referral channels
Building the enterprise sales playbook, covering discovery, business case development, committee navigation, and competitive displacement strategies
Establishing the sales operating system, including stage definitions, qualification criteria, pipeline instrumentation, forecasting, named-account planning, quotas, and compensation design
Hiring, ramping, and coaching the account executive team
Running a forecast with a high degree of discipline and integrity
Executing a sales playbook used to acquire customers with $250K+ ACV
Designing and implementing a sales playbook from scratch
Selling against an entrenched incumbent where migration risk was the objection that killed deals
Selling to, or working in, multi-location or franchise businesses
Building vision, understanding and defining requirements, designing practical solutions, developing supporting business cases and implementing solutions for clients