Account Executive (Midwest)
AI in this role
Own a Midwest sales territory driving full-cycle outbound prospecting and closing for mental healthcare provider partnerships.
We believe that mental health is just as important as physical health. We recognize that mental health issues can be complex and multifaceted, and we are dedicated to treating the whole person, not just the symptoms.
We aim to create a world where mental health is no longer stigmatized or marginalized, but rather is embraced as an integral part of one's overall well-being.
We believe that by providing quality care that is both evidence-based and compassionate, we can empower individuals to take charge of their mental health and achieve their full potential. We are passionate about making a positive impact on the lives of those struggling with mental health issues and we strive to be a force for positive change in the field of mental healthcare.
Rula is a remote-first company. We currently hire in most U.S. states, with the exception of Hawaii.
About the Role
We are seeking an ambitious, high-energy Account Executive who is ready to own a Midwest territory, blend digital prospecting with field sales, and directly expand access to patient care. In this high-velocity, full-cycle role, you will run the sales process end-to-end—using provided lead lists to hunt, consult, and close healthcare providers via aggressive outbound phone prospecting while enjoying a hybrid schedule with three remote days per week. Following your first 90 days, you will take full command of your market by spending two days a week in the field, leading all in-person meetings and relationship management for accounts within a 2.5-hour radius of your major metro hub. If you are a sales professional based in the Midwest with the grit to cold call and the charisma to build lasting relationships, this position offers full territory ownership, fast-paced growth, and high-impact autonomy.
This role includes a base salary plus uncapped variable pay. Your earnings are directly tied to performance, with unlimited upside and strong potential to exceed target earnings.
Required Qualifications
3+ years carrying a quota in outbound sales / business development (healthcare preferred) with a track record of strong attainment
2+ years of experience independently self-sourcing a meaningful portion of a sales pipeline through outbound channels, including cold calling.
Demonstrated success managing full-cycle deals independently, navigating complex objections with tenacity, and maintaining rigorous closing discipline.
Strong written and verbal communication skills; comfortable engaging both providers and practice staff
Experience managing customer relationships and deals in a CRM (Salesforce preferred)
Must currently reside in the designated target market (Chicago, Detroit, Minneapolis-St. Paul, St. Louis, Kansas City, Cleveland, Columbus, Indianapolis or Milwaukee) with reliable transportation. No relocation assistance provided.
Preferred Qualifications
While having the preferred qualifications enhances your candidacy, having all of them is not mandatory. We encourage all interested applicants to apply, even those who may not meet every preferred requirement.
A proven ability to operate in ambiguous environments, leveraging curiosity and experimentation to build new playbooks and process improvements.
Experience selling to a diverse range of personas within healthcare or health systems, spanning from individual contributors to executive decision-makers.
Experience operating within a startup environment and navigating the unique challenges of taking a business from 0 to 1
A history of upward professional progression or internal promotion(s) in previous sales or business development roles.
We're serious about your well-being! As part of our team, full-time employees receive:
100% remote work environment: Working hours to support a healthy work-life balance, ensuring you can meet both professional and personal commitments (must be based in United States, currently not hiring in Hawaii)
Attractive pay and benefits: Full transparency of pay ranges regardless of where you live in the United States
Comprehensive health benefits: Medical, dental, vision, life, disability, and FSA/HSA
401(k) plan access: Start saving for your future
Generous time-off policies: Including 2 company-wide shutdown weeks each year for self-care (for most employees)
Paid parental leave: Available for all parents, including birthing, non-birthing, adopting, and fostering
Employee Assistance Program (EAP): Supporting your mental and physical health
Quarterly department stipend: Fun team-building activities or in-person gatherings
Community and employee resource groups: Participate in groups that celebrate employee identity and lived experiences, fostering a sense of community and belonging for all
Home office stipend: New hire home office stipend & $50 monthly stipend to help cover internet or cell phone expenses
Wellness at Rula program: Year-round wellness initiatives and a $50/month wellness stipend
Our team
We believe that diversity, equity, and inclusion are fundamental to our mission of making mental healthcare work for everyone. We are dedicated to having a culture of inclusion that will support our employees in feeling safe, seen, heard, and valued.
How we rate this
Account Executive (Midwest) at Rula rates 0 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.
Little AI. AI is not part of the work.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Open the description and count.
Prepare for this job
A free preview built only from this posting: what it asks for, what you could be asked in an interview, and how to adjust your resume.
Skills and AI tools this role asks for
Questions you could be asked
- Tell me about a project where outbound sales was part of your work. What did you do?
- Tell me about a project where cold calling was part of your work. What did you do?
- Tell me about a project where b2b sales was part of your work. What did you do?
- Tell me about a project where pipeline management was part of your work. What did you do?
- Tell me about a project where healthcare sales was part of your work. What did you do?
Adapt your resume
- List these exact terms on your resume: Outbound Sales, Cold Calling, B2b Sales, Pipeline Management, and Healthcare Sales. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them — a tool named with nothing behind it rarely survives a human read.
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