MyTime

Vice President (VP) of Sales

MyTime$150K — $200K *
US-AnywhereRemote in Los Angeles, CA
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of sales experience, especially in a rapidly growing technology company with metrics-driven SaaS sales teams.
  • 3-10 years of sales leadership with a track record of hiring and managing teams of high-performing sales reps.
  • Experience designing and implementing an effective sales playbook, ideally with customers generating $250K+ ACV.
  • Preferably, experience with a company that has scaled to $20+ million ARR, in front-office software or similar complex sales environments.
  • Extensive background in sales operations including forecasting, planning, and compensation management.
  • Strong CRM and Marketing Automation proficiency, ideally with tools like Salesforce or Hubspot.
  • Bachelor's degree in Business, Sales, Marketing, or a relevant field.

Responsibilities

  • Build and train a top sales team, ensuring the right talent is hired and developed.
  • Codify the sales playbook and create optimized processes for customer conversion.
  • Establish annual sales goals, KPIs, and revenue forecasts while monitoring performance.
  • Analyze sales metrics to identify trends and drive continual improvements in practices.
  • Provide ongoing training and coaching to enhance the performance of sales reps.
  • Collaborate with marketing and other departments to align sales efforts with company objectives.
  • Oversee the sales operations to support ongoing organizational success.

Benefits

  • Fully remote work with the flexibility to operate within Pacific Time hours.
  • Competitive base salary with performance bonuses and startup equity.
  • Comprehensive healthcare benefits included.
  • Transparent startup culture focused on employee empowerment and impact.
  • Opportunities for professional growth and fulfillment in a fast-paced environment.
Full Job Description
Job Description

As the VP of Sales, you will be expected to:
  • Build and grow the sales team and train new hires
  • Codify the sales playbook, including setting meetings, executing discovery calls, delivering product presentations, handling objections, and converting prospects to successful customers
  • Implement a process to test, learn, and iterate on components of the sales playbook ensure optimization
  • Establish an annual sales plan defining sales hiring goals, KPIs, and the corresponding monthly revenue output
  • Develop an accurate monthly forecast for the company
  • Assess sales metrics and translate insight into improvements
  • Provide on-going coaching to salespeople
  • Work with functional leaders from marketing, customer success, product, and finance to properly align sales execution with the broader company goals

Key Responsibility: Own recruiting & retention of sales reps:
  • Build and maintain a best-in-class sales team by recruiting, training, motivating and developing the right talent
  • Design compensation and incentive programs that engage and motivate the sales team while driving continual improvements in productivity

Key Responsibility: Develop sales strategy, systems, training and processes:
  • Develop and implement the sales strategy to exceed revenue targets for our product, including the go-to-market plan and sales process from lead gen to upsell/retention
  • Cultivate and develop a winning culture through performance expectations, driving the right behavior to develop a pipeline, direction, transparency, and proactive communication
  • Serve as the executive point person for sales such as improving sales discipline, institutionalizing use of best practice sales methodologies and executing against growth forecasts
  • Oversee the responsibilities and key initiatives of our sales management team
  • Create, improve and audit sales processes and support resources through training programs and management coaching

Key responsibility: Drive sales productivity and effectiveness:
  • Establish strategies for improving sales rep performance, both in volume (# of deals) and quality (size and value of deals)
  • Oversee the management of daily and weekly AE activities, pipeline analysis, and forecasting efforts to ensure predictable top-line growth trajectory in line with company goals
  • Assist with complex sales negotiations, craft sales positioning and presentation approach, assist with proposals and POCs, and help drive the pipeline for high-profile strategic accounts
  • Develop and generate reporting to track all key sales metrics for the organization in conjunction with Heads of Finance and Sales Ops
  • Work closely with finance and operations teams to develop key operating assumptions & growth plans for the business
  • Collaborate with Marketing Demand Generation team to build strategic data sets for lead gen optimization and sales planning purposes


Qualifications
  • 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
  • Executed a sales playbook used to acquire customers with $250K+ ACV. Strong preference for experience in designing and implementing the playbook from scratch. MEDDIC preferred
  • Preference for Sales management experience with an organization that has scaled at least to $20+M ARR. Front-office software (i.e. martech, sales-tech, etc.) preferred but will accept any complex software sales except ad sales or hardware
  • Preference for 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
  • Extensive sales operations experience (forecasting, planning, analysis, sales systems, reporting, compensation and quota management)
  • Ability to build vision, understand and define requirements, design practical solutions, develop supporting business cases and implement solutions for clients
  • 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


Additional Information

This role can be done remotely as long as you're willing to work during Pacific Time zone standard business hours.

MyTime is a fully remote company. The teams meet virtually throughout the day to collaborate. We provide a competitive base salary, performance bonus, startup equity, and healthcare benefits. We offer a transparent and exciting startup culture that is singularly focused on empowering people to make an impact in their jobs. We're growing fast and solving a big problem, providing our employees the opportunity to make the tremendous impact that leads to true professional fulfilment. If you're interested, we'd love to talk!

About MyTime

MyTime is a software company that provides an online scheduling and marketing platform for small businesses. The company was founded in 2013 and has since grown to serve over 4,000 businesses across the United States. Their platform allows businesses to manage their appointments, customer data, and marketing campaigns all in one place. MyTime has raised over $40 million in funding from investors such as Upfront Ventures and Khosla Ventures.
Learn more about MyTime
Size
100 employees
Industry
Founded
2011

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