Tremendous is the global platform built for businesses to send thousands of payouts to anyone, anywhere, for free. We’re trusted by 20,000 organizations like Atlassian, MIT, and United Way to deliver gift cards and money to millions of recipients worldwide.

Our customers (researchers, marketers, HR teams, nonprofits, and platform businesses) rave about how fast and easy Tremendous is to use. Check out our ratings on G2.

Tremendous is profitable and growing without outside investors. We’re a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life. The team agrees– our employee NPS is in the high 80s.

What you’ll do

Own a book of business within the Commercial segment, managing opportunities from discovery through close
Convert inbound demand into new customers through thoughtful discovery and clear value articulation
Build outbound pipeline by identifying and engaging prospective customers who can benefit from Tremendous
Manage a steady pipeline of opportunities across multiple industries and use cases
Run efficient sales cycles while ensuring a strong customer experience
Maintain accurate pipeline forecasting and CRM hygiene
Partner closely with SDRs, Marketing, and Customer Success to support customer acquisition and expansion
Identify patterns in successful deals and share insights that help improve our broader sales motion
Continuously refine your approach based on data, feedback, and experimentation

What you’ll bring

3–6 years of experience in B2B sales
2+ years as a quota-carrying Account Executive
Proven ability to consistently meet or exceed sales targets
Strong discovery and qualification skills
Ability to manage multiple opportunities simultaneously
Clear, concise written communication; we are a documentation-first company
High ownership mentality; you take responsibility for outcomes, not just activity
Comfort working in a fully remote environment with a high degree of autonomy
Strong organizational skills and attention to detail when managing pipeline and forecasts

What’s cool about the role

Broad exposure. Work with a wide range of companies and use cases across industries.
Meaningful impact. Help refine and scale Tremendous’ Commercial sales motion.
Real ownership. Own your pipeline and revenue outcomes.
Competitive pay and equity. Base salary for this role: $65-80k. OTE: $130-160k
Real benefits. 100% covered health (US), unlimited PTO, 12-16 weeks paid parental leave.
Fully remote. Work from anywhere in the Americas.
Great culture. Read more about how we work in our public handbook.

Career Guide for Account Executive at Tremendous

Job Overview

As an Account Executive at Tremendous, you will be responsible for managing a variety of businesses in the Commercial segment, guiding them from initial interest to final sale. Your role will focus on converting incoming leads and actively reaching out to potential clients. This position allows for extensive interaction with diverse industries while working in a remote setting.

Key Responsibilities

Manage Opportunities: Oversee a portfolio of clients from the start of the sales process to closing deals.
Convert Leads: Turn inbound inquiries into new customers by effectively communicating the value of Tremendous.
Build Pipeline: Proactively identify and engage potential clients to generate new business.
Sales Cycle Management: Ensure smooth and efficient sales cycles while maintaining a positive experience for customers.
Forecasting: Keep accurate records of sales activities and forecasts in the CRM.
Collaboration: Work closely with Sales Development Representatives (SDRs), Marketing, and Customer Success to enhance customer acquisition.
Data Analysis: Identify successful deal patterns and use insights to improve sales strategies.
Adaptation: Continuously refine and adapt sales approaches based on data and feedback.

Required Skills and Knowledge

Technical Skills

Experience in B2B sales and account management.
Proficiency with CRM software to manage sales pipeline and forecasts.

Soft Skills

Effective communication skills (both written and verbal).
Strong organizational skills to handle multiple opportunities concurrently.
High ownership mentality, demonstrating responsibility for outcomes.

Tools and Technologies

CRM (Customer Relationship Management) systems (e.g., Salesforce).
Communication and collaboration tools (e.g., Slack, Zoom).

Certifications or Training

Sales training programs or certifications (such as those from the Association of Professional Sales) could be beneficial.

Interview Preparation

Common Interview Questions

What motivates you in a sales role?
- Advice: Share personal motivators, such as achieving targets or helping clients solve problems.
How do you handle rejection?
- Advice: Discuss resilience and learning from experiences, illustrating a positive mindset.
Can you describe a successful deal you closed?
- Advice: Share specifics about the sales process, challenges overcome, and the outcome.
How do you prioritize your sales activities?
- Advice: Detail your method of prioritizing based on potential value and timelines.
What techniques do you use for prospecting?
- Advice: Discuss various strategies you’ve successfully used to identify and reach new clients.
How do you ensure customer satisfaction?
- Advice: Talk about following up with clients and adjusting your approach based on feedback.
Describe your experience with CRM tools.
- Advice: Highlight your familiarity and how you used CRM tools to manage sales data effectively.
What do you know about Tremendous?
- Advice: Research and mention key aspects of the company, like its remote culture and services.
How do you adapt your sales strategy based on data?
- Advice: Discuss your experience with analyzing metrics and adjusting methods accordingly.
What makes you a good fit for this role?
- Advice: Align your skills, experience, and personal qualities with the job requirements.

Important Topics to Review

Sales processes and cycles in B2B environments.
Industry trends related to payouts and financial services.
Overview of available CRM software functionalities.

How to Increase Your Hiring Chances

CV Improvement

Tailor your CV to highlight relevant experience in B2B sales and account management.
Quantify achievements (e.g., exceeding sales targets, number of deals closed).

LinkedIn Profile Optimization

Update your profile to showcase your experience and skills related to sales.
Engage with content relevant to the industry to demonstrate interest and expertise.

Portfolio or Project Ideas

Create a case study of a successful sales deal you’ve managed, including strategies used and results achieved.
Consider writing an article on sales methodologies or customer success stories to showcase your expertise.

Learning Recommendations

Explore online courses in sales strategies and CRM systems on platforms like LinkedIn Learning or Coursera.
Join webinars hosted by sales experts to stay updated on best practices in the field.

Career Growth

Advancing from an Account Executive role can lead to positions such as:

Senior Account Executive: Greater responsibilities with larger clients and sales targets.
Sales Manager: Leading a team of Account Executives, overseeing strategy and performance.
Director of Sales: Strategic role focusing on the overall sales direction, policies, and management.

With experience, you may also explore opportunities in customer success management, business development, or even executive-level roles in sales or operations.