Head of Sales / VP of Sales

LifeLabs Learning is the source for instantly useful, delightfully unusual, science-backed training for managers and teams. We teach skills to build passionate and high-performing teams faster.

We're a diverse team of experts who focus on tipping point skills like coaching, feedback, prioritization, and inclusion — teaching only the behaviors that lead to the biggest impact in the shortest time. We make these skills stick by helping organizations build them into their culture and systems - and we have fun doing it! Learn more about us here!

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Head of Sales / VP of Sales

We’re looking for a consultative sales leader with a passion for people and numbers. Could that be you? Come help us turn the workplace into a practice lab for life's most useful skills! LifeLabs Learning is the go-to leadership development resource for 2,600+ innovative companies. We love feedback, practice empathy, and constantly find a way to play. We need a dynamic and results-driven Head of Sales to lead our sales organization. This role will be critical in growing new business, driving rebooking revenue, and building a high-performing sales function, from small and mid-market, to enterprise. The ideal candidate has a proven track record in sales leadership, a deep understanding of the B2B sales landscape, SaaS-enabled service or SaaS selling experience, and a passion for learning and development.

As our Head of Sales, you are responsible for hiring, training, coaching and leading  our Sales team to attain and exceed revenue targets via new client acquisition and returning client revenue and growth. This role will coordinate closely with our product, marketing, and client services leadership to identify areas of customer need, drive clear communication across the team, and determine strategic initiatives that will allow the sales teams to exceed revenue targets. The Head of Sales will be expected to create and maintain a market-facing persona and establish LifeLabs Learning as a trusted advisor to clients and prospects. You will report directly to our CEO, and be part of our executive leadership team. This role is remote and your personal working hours can be based on your own timezone.

Head of Sales Accountabilities: 

A. Strategic Sales Leadership

Purpose: Develop objectives and strategy to expand our market reach, revenue, and client delight.

• Develop and execute a comprehensive sales strategy to achieve business growth targets, including management of new and returning business teams in small to mid-market segments, with expansion to enterprise targets

• Drive new business acquisition through a mix of inbound, outbound, and strategic sales efforts

• Oversee a robust rebooking process to ensure high client retention and recurring revenue growth

• Collaborate closely with marketing and customer success teams to create seamless customer journeys, increase brand awareness, address changing customer needs, and cement LifeLabs as the industry leader in Learning and Development

• Refine our client and target-client segmentation so we are increasingly effective at serving different types of clients and anticipating their needs

• Deeply understand, clearly articulate, and continuously evolve our Unique Selling Proposition (USP)

B. Team Results & Development

Purpose: Help the Sales team become world-class in their roles, and create a department culture that drives engagement, learning, diversity, inclusion, & great results.

• Coach, advise, give feedback, and help set priorities for sales managers and the sales team

• Manage sales team activities with an established set of performance indicators

• Define and enforce adherence to a structured sales process, metrics and practices

• Engage with the team to build prospecting, opportunity creation, and pipeline management skills

• Build and refine systems to assess and enable team results

• Do ongoing succession planning, anticipating future needs so that we have sufficient skills, knowledge, and capacity to meet our goals

• Model and foster a department culture that creates engagement, belonging, learning, inclusion, strong results, and a dedication to our values and mission

C. Insights, Analytics & Reporting

Purpose: Equip the Sales team and executive leadership with actionable insights, using data to drive informed decision-making, optimize sales strategies, and enhance overall business performance.

• Deliver operational excellence in pipeline, forecast, and reporting via analytics and insights that underpin key business drivers

• Gather and analyze relevant data to assess the impact of our tactics and share these results on a monthly basis to enable transparency and predictability

• Analyze market trends and competitor activities to inform strategic sales decisions

• Implement and optimize CRM systems and sales automation tools to improve efficiency and effectiveness

Head of Sales Requirements: 

• Demonstrated success leading sales teams through revenue expansion targets beyond $50M, hitting or exceeding new client acquisition goals, and improving client retention

• A tested playbook for breaking into new markets, including new industries and geographies

• Strong skills and experience in data analytics, modeling, forecasting, planning, budgeting, commission and compensation plans, ad-hoc analysis, and using data to inform decision-making

• Effective and hands-on leadership with the ability to challenge, mentor, and coach daily

• Strategic thinking and planning skills, including the ability to set metrics, identify and adjust priorities, anticipate and mitigate risks, and involve the right stakeholders at the right times

• Experience with SaaS software sales, subscription agreements and negotiating contracts

• Excellent knowledge of CRM systems (HubSpot) and other sales automation tools 

• Commitment to working with shared leadership and in cross-functional teams

• Clear and compelling written and spoken communication, with the ability to motivate and inspire around our goals

• Results-driven mindset, with a relentless focus on achieving and exceeding sales targets

The deets:

• Start date: ASAP

• Location: Remote (can be based anywhere in the U.S.)

• Employment Type: Full-time

• Starting Salary: $170K-$200K starting base salary

  • Starting salary matches your skills and readiness for the role assessed during the interview process.

• Compensation: Salary + 40% OTE Bonus (Success Share) + Equity (LTIP)

  • Bonus: You will be eligible to participate in our annual Success Share program which is a % bonus on your eligible earnings when we achieve our annual targets. Bonus accelerates if we exceed targets.

    • Year 1: 40% of base salary Year 2+: 50% of base salary 

  • Long-Term Incentive Plan: Your equity grant will be commensurate with the ‘Strategist’ band of this role. 

• Benefits: medical, dental, and vision insurance; flexible vacation policy, 10 federal holidays, 2 LifeLabs holidays, Kind Fridays (employees have the option to end work at 3pm local time on Fridays), and CLean Break (Paid Time Off benefit during the last week of the year), 401K match, team profit share, 4 Learning Days, dedicated peer coach, ongoing training, biannual team retreats, and more!

Want to know what to expect ahead? 

Step 1: Complete the application below.

Step 2: Complete a video screening (via Zoom) to align on role expectations (30-minutes).

Step 3: Complete a Work Simulation: (self-led on our testing software; we give 2 hours, however we don't expect it will take everyone this long)

• Given that this role works remotely, we want to see how you would work through some of the daily tasks, responsibilities, and challenges you would come across through a day-in-the-life work simulation. You'll get a sense of the role and give us an opportunity to see your skills in action.

• Your answers will not be used for any other purposes beyond evaluating your candidacy for this role.

Step 4: Join an Expertise interview (75-minute interview over Zoom)

Step 5: Join a Role & Values interview (60-minute interview over Zoom)

Step 6: Join two Role interviews: One with our CFO and one with one of our Board members (45-minute interviews over Zoom)

Step 7: In-person meeting with our CEO

*Note: All live interviews will be recorded and erased after 3 years of the interview (so you can be automatically considered for future openings), or upon your request.

Let’s do this! Come be part of a team where you will learn something new every day, challenge yourself and others, laugh a lot, and make a real impact by teaching people life’s most useful skills.

LifeLabs Learning is an equal opportunity employer. All applicants will receive consideration for employment without regard to race, color, religion, sex, disability, age, sexual orientation, gender identity, national origin, veteran status, or genetic information. We will not have access to your personal Equal Employment Opportunity Commission information during the interview process. LifeLabs Learning is committed to providing access, equal opportunity, and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. To request a reasonable accommodation, please let us know in your application or email us at Work@LifeLabsLearning.com