Sr Account Executive

Leading Reach; Massachusetts; Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Remote-friendly work environment

401(k) with company match

Healthcare stipend

Job summary

LeadingReach is seeking a Senior Account Executive to own the full sales cycle from first conversation to closed-won. You’ll translate prospects’ workflow problems into the right solution and upsell growth, collaborating with Enterprise Development and Product teams to drive technical sales conversations.

You’ll handle demos, issue resolution, and contract negotiations while maintaining CRM hygiene and pipeline accuracy.

Qualifications

• 7+ years of successful B2B software sales.
• Experience with CRM and opportunity management.
• Strong written and verbal communication.
• Independent, proactive and problem-solving mindset.
• Detail-oriented and data-driven.
• Proficient in Google Workspace and CRM tools.
• Bachelor's degree preferred or equivalent work experience.

Responsibilities

• Own the entire sales cycle from prospecting to close.
• Consult on workflows and demonstrate value of plans.
• Lead technical sales conversations with teams.
• Run product demos, scheduled or on demand.
• Understand deal mechanics: security, contracting, billing.
• Maintain CRM: log touches and keep data clean.
• Hand off closed deals to Customer Success to grow accounts.

Skills

B2B software sales

CRM management

Communication skills

Independent / self-starter

Data-driven

Google Workspace

Healthcare / SaaS experience

Education

Bachelor’s degree

Tools

Zoho CRM

Job description

About LeadingReach

LeadingReach is a team of like-minded people committed to solving healthcare’s communication challenges. We’re a flat, high-growth, remote-friendly company where your voice is heard.

About the role

We’re looking for a Senior Account Executive to own the full sales cycle, from first conversation to closed-won. You’ll turn warm leads into paid clients, build pipeline for growth and upsell, and partner with our Enterprise Development and Product teams to lead technical sales conversations. You’ll know every LeadingReach product inside and out, and you’ll be the person prospects trust to translate their workflow problems into the right solution.

Location

Remote within the following approved U.S. states: AL, AZ, CA, CO, FL, GA, IL, MA, MN, MT, NE, NJ, NC, OK, SC, TX, UT.

This is an individual contributor role reporting directly to the CRO.

What you’ll do

• Own the entire sales cycle: prospecting, demos, presentations (online and onsite), contract negotiation, and close
• Consult with prospects on their workflows and challenges, and show the value of each subscription plan and add-on
• Lead technical sales conversations alongside internal and external teams
• Run product demos, scheduled and on demand
• Know the deal mechanics cold: security assessments, contracting, and billing
• Keep leads, opportunities, and accounts clean in our CRM, and log every touchpoint
• Hand off closed deals smoothly to Customer Success so customers stay and grow

What you bring

• 7+ years of successful B2B software sales
• Hands-on CRM and opportunity management experience (Zoho is a plus)
• Strong written and verbal communication
• A self-starter who works independently, solves problems creatively, and takes initiative
• Detail-oriented and data-driven, and trusted with sensitive information
• Proficient in Google Workspace and CRM tools
• Healthcare and/or SaaS experience is a plus
• Bachelor’s degree preferred, or equivalent work experience

Perks and benefits

• 20 PTO days plus 6 paid mental health days
• 401(k) with a 4% match and no vesting period
• Medical, dental, and vision, with the company covering 100% of at least one employee-only plan
• HSA, FSA, and dependent care plans, plus company-paid basic life insurance
• Monthly phone and work-from-home stipends