Sr Account Executive

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

Benefits offered by this job

20 PTO days

6 paid mental health days

401(k) with 4% match

Medical, dental, and vision plans (100

HSA, FSA, and dependent care plans

Monthly phone stipend

Job summary

LeadingReach is seeking a Senior Account Executive to own the full sales cycle from first conversation to closed-won. You will turn warm leads into paid clients and build pipeline, collaborating with Enterprise Development and Product teams on technical sales.

Remote-friendly with approval for specific U.S. states, including IL; reporting to CRO. You will lead demos, negotiate contracts, and ensure smooth hand-off to Customer Success to foster growth.

Qualifications

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

Responsibilities

• Own the entire sales cycle: prospecting, demos, presentations, contract negotiation, and close.
• Consult with prospects on workflows and challenges, and show value of each subscription plan.
• Lead technical sales conversations alongside internal and external teams.
• Run product demos, scheduled and on demand.
• Know the deal mechanics: 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.

Skills

B2B software sales

CRM & opportunity management

Strong communication

Independent / self-starter

Data-driven

Google Workspace

Education

Bachelor’s degree preferred or equivalent

Tools

Zoho CRM

Google Workspace

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