SECTION I · THE BRIEF
Brief #24475Updated 05 SEP 2026REMOTEAshbySOFTWARE COMPANIES
Employbl Company Profile

Director of Enterprise Sales

Rain is the fastest-growing early wage access and financial wellness benefit vendor globally. With operations in the U.S., Brazil, and India, Rain provides a voluntary employee benefit that is free for employers to…

Location
Remote
Company size
200–500
Posted
Yesterday
Via
Ashby
Section II · Full ProfileFree with an account
  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
  • 04Hiring manager & team contextLocked
  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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Rain Instant Pay logo

Director of Enterprise Sales · Rain Instant Pay

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Job title
Director of Enterprise Sales
Job location
United States
Job description

Rain is the world's first AI Financial Health Platform, serving 3.5 million employees at leading organizations like McDonald's, Marriott, and T-Mobile. Rain works in the background to optimize every employee's financial life to prevent shortfalls and build long-term stability. Backed by top investors including QED and Prosus, Rain has raised $150M in venture funding to fuel our next stage of hyper growth.

At Rain, the sales team is the engine that drives the earned wage access into the marketplace.
We’re seeking a Sales Manager to lead a group of Enterprise Account Executives.

As a Sales Manager, you will play a pivotal role in the growth and development of our Enterprise Account Executive team. You will be responsible for providing leadership, guidance, and mentorship to your team members, ensuring they consistently deliver exceptional results. Your strategic thinking, coaching skills, and ability to optimize workflows will be key to achieving Rain's ambitious goals. This role reports to the VP of Sales.

What you'll do

  • Leadership and Team Development: Hire, lead, motivate, and galvanize a team of Enterprise Account Executives, fostering a culture of excellence and accountability. Create a framework for career progression and support the development of your team

  • Coaching and Training: Provide ongoing coaching and training to our Enterprise Account Executives to enhance their skills managing pipeline, demoing the product, and closing deals

  • Performance Optimization: Continuously evaluate and improve processes and workflows to maximize efficiency and results. Collaborate with the rest of the sales leadership to define key initiatives to drive results

  • Lead Generation Strategy: Collaborate with Marketing, Sales Enablement and RevOps teams to develop effective lead generation strategies and campaigns

  • Data Analysis: Utilize data and analytics to identify trends, opportunities, and areas for improvement in the AE performance

  • Reporting: Report upon key metrics related to qualified pipeline targets

  • Activating Partnerships: Coordinate with our Partnerships Team to drive sales leads and opportunities

Who you are

  • 4+ years of experience in a leadership role, front line managing an Account Executive team in HR Tech or FinTech

  • Sales and Prospecting Expertise: Strong understanding of B2B sales processes, prospecting techniques, and lead generation strategies

  • Coaching and Development Skills: Demonstrated ability to coach, mentor, and develop sales professionals to achieve their full potential.

  • Analytical Mindset: Proficiency in data analysis and the ability to use insights to drive strategy and decision-making

  • Exceptional written and verbal communication skills, with the ability to effectively communicate with team members, senior management, and external stakeholders.

  • Results-Driven: A track record of consistently meeting or exceeding sales targets and KPIs

  • Comfortable working in a fast-paced, evolving environment and adapting to changes as needed

  • A bachelor’s degree in Business, Marketing, or a related field is preferred

Who We Are

Rain is filled with people with a deeply rooted passion for our mission, who embrace diversity throughout our global team, and grow personally and professionally. We own what we do and let data guide our actions while working quickly and adapting to new challenges everyday.

Compensation

$170,000 - $190,000 Base | $340,000 - $380,000 OTE. Note this is a range and we take in a variety of factors when determining total compensation for the position.

How we care for our team

Along with competitive salaries, Rain offers great benefits including:

  • Flexible PTO

  • Medical, Dental, Vision, Life, Disability coverage

  • Parental leave

  • Monthly stipend

  • Equity options

Diversity, Equity and Inclusion Commitments

As part of our dedication to the diversity of our workforce, Rain is committed to Equal Employment Opportunity and does not discriminate based on race, religion, color, national origin, ethnicity, gender, sex (including pregnancy), protected veteran status, age, disability, sexual orientation, gender identity, gender expression, or any unlawful criterion existing under applicable federal, state, or local laws. If you need assistance or accommodation due to a disability, you may contact us at HR-US@rain.us.

What’s Next

Ensuring a smooth and enjoyable candidate experience is critical for us. Our interview process tends to take about 4 weeks to complete, but may fluctuate depending on the role. Learn more about our hiring process here. Don’t be afraid to let us know if you need more flexibility.

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Rain Instant Pay headquarters

Burbank, CA

Company size

200500 employees

Founded

2019

Total raised

$557,600,000

View company profile ↗

Funding rounds