Head of Sales

Company shown to members 🔒 · Remote · US only

US only8+ years required$178K–315K/yrPublished 22 June 2026Check carefully

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
8+ years required
Where you can live
US only
Skills and tools
salesforce, forecasting, crm
Degree or licence
Mentioned (licensed)

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$178K–315K/yr
Experience
8+ years required
Employer publication date
22 June 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

About the company

The company (Nasdaq: $the company) is a leading the company insurance technology company on a mission to protect families by democratizing access to the company insurance and empowering agents at scale. With its robust three-sided technology platform, the company is transforming the the company insurance experience for consumers, agents, and carriers alike. The company offers instant, accessible products and a seamless online process that requires no medical exams and just a few health questions; it eliminates traditional barriers, making it easier than ever for everyone to protect their families. The company is redefining how the company insurance is bought, sold, and underwritten.

About the Role

We are looking for an ambitious Head of Sales to help develop and scale our Sales Teams on a mission to protect the next million families. As our Head of Sales, you will own the strategy and full operational engine of our sales organization, leading multiple managers and sales teams. You will be tasked with expanding our organization by recruiting and training the best Agents. You will collaborate with Product stakeholders to test and experiment into new sales motions. You will partner with Finance to develop staffing models and compensation plans. We're looking for a proven, hands-on sales leader who can drive performance today while architecting the organization, playbooks, and culture needed to win tomorrow.

Duties and Responsibilities

  • Lead the Sales organization, responsible for managing multiple teams and driving performance
  • Define and own KPIs across production, activity, efficiency, and quality; foster a data-driven performance culture with clear accountability at every level
  • Lead, develop, and scale a high-performing team of licensed agents and managers — hiring top talent, building career paths, and maintaining a culture of performance
  • Build and continuously improve sales playbooks, scripts, and sales motions tailored to the Final Expense customer
  • Develop coaching programs across call reviews, shadowing, certifications, and performance improvement plans for both managers and agents
  • Partner with Product and Marketing teams to develop shared test and experimentation roadmaps
  • Set and manage staffing plans in partnership with Finance and Marketing, ensuring coverage, ramp capacity, and productivity targets are met
  • Design and evolve compensation plans that align agent and manager incentives with business outcomes

Qualifications and Skills

  • 8–12+ years of sales leadership experience, with direct ownership of inside sales teams of 30+ in a B2C or high-volume direct-to-consumer environment
  • Proven track record of owning a sales organization — exceeding revenue targets and scaling a business through headcount growth and operational improvement
  • Deep expertise in final expense, whole the company, or adjacent protection products strongly preferred; candidates with B2C insurance, insurtech, or high-velocity consumer sales backgrounds will be considered
  • Experience designing and managing agent compensation plans, performance management frameworks, and staffing models at scale
  • Strong analytical operator fluent in forecasting, pipeline management, and modern CRM and telephony systems (Salesforce, Regal, or equivalent); able to translate data into rapid action
  • Excellent coach and developer of talent — track record of building manager capability and creating high-performance team cultures
  • Natural cross-functional partner; skilled at using data and customer insight to influence Product, Marketing, and Operations
  • Thrives in a fast-moving, tech-forward environment with a strong bias for action, high ownership, and a builder's mindset

#LI-Remote  #LI-SG2

The US national base salary range for this full-time position is $178,000 - $315,000. Our salary ranges are determined by role, level, and location. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training.

Please note that the compensation details listed in US role postings reflect the base salary only and do not include applicable bonus, equity, or benefits.

You can find further details of our US benefits at [link for members]

Don’t meet every single requirement? If you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyway. At the company we are dedicated to building a diverse, inclusive and authentic workplace.

We are an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Pursuant to the SF Fair Chance Ordinance, we will consider employment for qualified applicants with arrests and conviction records.

To learn more about what information we collect and how it may be used, please refer to our  California Candidate Privacy Notice .

Recruitment Notice: Please be aware of recruitment scams. All legitimate communication from our team will only come from email addresses ending in @the company.com or @getethos.com.

We will never ask for payment, banking details, or sensitive personal information during the hiring process. If you are contacted by someone claiming to represent us from a different email address, please treat it as fraudulent.

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