Drive growth and own the sales journey in a pivotal role shaping the future of business travel and spend management. As a Senior Account Executive, you’ll lead the full sales cycle—from initiating outreach to closing new business—within a rapidly scaling SaaS environment. Your focus will be on building pipeline through proactive prospecting and delivering tailored, insight-driven conversations that resonate with decision-makers across Finance, HR, and operations.
You’ll engage target accounts using phone, email, and LinkedIn, adapting your approach to connect with diverse buyer personas. Success means consistently meeting revenue goals, maintaining accurate forecasting in Salesforce, and ensuring a seamless transition to post-sale teams for long-term customer success.
What You’ll Do
- Manage end-to-end sales processes, from outreach and discovery to demo delivery and deal closure.
- Generate new opportunities through high-volume outbound activity and strategic account engagement.
- Customize messaging and presentations to address specific business challenges and decision-maker priorities.
- Collaborate with implementation and customer success teams to ensure strong onboarding and retention.
- Maintain precise records in Salesforce and deliver reliable, data-backed forecasts.
What We’re Looking For
- At least 3 years of full-cycle B2B sales experience, with a focus on outbound prospecting and mid-market deal execution.
- Proven ability to engage senior stakeholders and tailor communication across functions.
- Strong organizational skills, self-direction, and a team-oriented mindset.
- Excellent communication abilities, particularly over phone and video.
- Commitment to personal growth, integrity, and consistent performance.
- Eligibility to work in the U.S. and location in or willingness to relocate to Boston, Chicago, or Miami.
Preferred Background
Experience in startup, SaaS, or B2B technology environments is highly valued.
Tools & Environment
Salesforce is central to our sales operations. This is a hybrid role with in-person collaboration three days per week at one of our hub locations—Boston, Chicago, or Miami. Candidates must be within commuting distance. You’ll also have up to 20 working days annually to work remotely from any location.
Compensation & Benefits
Compensation includes a $95,000 base salary with uncapped commissions tied to revenue and retention goals, leading to a total on-target earnings potential of $165,000. Stock options are included, along with a comprehensive benefits package. Medical, dental, vision, life, and disability coverage begin on day one. Additional offerings include 401k or Roth with company match, HSA/FSA options, and a Wellhub subscription for fitness.
Support extends beyond health: access adoption assistance, paid parental leave (12–16 weeks), and free mental health coaching through a dedicated wellbeing platform. You’ll also receive 16 paid volunteer hours annually and a 'work from anywhere' allowance. The company fosters growth through training, coaching, and clear advancement paths, all within an inclusive, fast-moving, and collaborative culture.
