Mid-Market Account Executive
boulevard • Remote - USA
Posted: May 19, 2026
Job Description
Come do the best work of your life at Boulevard.
We’re looking for a Mid-Market Account Executive who can turn multi-location prospects into long-lasting partners and Boulevard evangelists. The Mid-Market Account Executive will drive revenue for the business by understanding the client's needs and offering recommended action. You are a trusted advisor and partner to our clients, maintaining a highly consultative approach.
If you're an enthusiastic salesperson looking for opportunities to grow with us, we encourage you to apply. Come be a part of our evolving success story!
What you’ll do here:
Full Cycle Sales Execution
- Own the full sales cycle from prospecting and discovery through negotiation and close
- Manage a high volume of Mid-Market opportunities with 1-3 months sales cycles and multiple stakeholders
- Lead consultative sales conversations with founders, operators, regional managers, and ownership group
- Deliver tailored product demonstrations and business recommendations based on customer goals and operational needs
- Drive urgency and momentum throughout the sales process while maintaining a strong customer experience
- Conduct pricing and contract negotiations confidently and professionally
- Close new business consistently against monthly and quarterly targets
Pipeline Generation & Management
- Build and maintain a healthy pipeline through outbound prospecting, strategic follow-up, referrals, in-market travel, and partnership channels
- Partner closely with SDRs to develop account strategies and multi-threaded outreach plans
- Identify expansion opportunities within emerging multi-location operators and growing brands
- Maintain accurate forecasting, opportunity management, and CRM hygiene within Salesforce
Cross-Functional Collaboration
- Partner with onboarding, payments, product, and customer success teams to ensure smooth customer transitions
- Coordinate internal resources to support more complex evaluations, integrations, and operational discussions
- Share market feedback and customer insights to help improve sales processes, positioning, and product strategy
What you’ll need to thrive:
Experience
- 3–5 years of full-cycle B2B SaaS sales experience
- Experience selling Mid-Market or multi-location accounts preferred
- Background selling into beauty, aesthetics, medspa, wellness, or self-care businesses strongly preferred
- Proven ability to manage moderate-length sales cycles with multiple decision-makers
- Experience selling operational software, CRM, payments, POS, or business management platforms is a plus
Relationship Building
- Strong ability to build trust quickly with business owners and operators
- Comfortable navigating multiple stakeholders and maintaining momentum across deals
- Excellent verbal and written communication skills
Sales & Business Acumen
- Highly consultative selling approach focused on uncovering business pain points and operational inefficiencies
- Ability to articulate ROI and operational impact clearly
- Comfortable discussing pricing, payments, workflows, and business operations
- Strong organizational skills with attention to detail throughout the sales process
Technical & Operational Curiosity
- Familiarity with Salesforce, Outreach, Gong, Chili Piper, and modern sales tools
- Ability to understand and explain how software integrates into customer workflows
- Comfortable learning technical concepts and collaborating cross-functionally
Adaptability & Drive
- Thrives in a fast-paced, high-growth environment
- Self-motivated with strong time management and prioritization skills
- Coachable, curious, and eager to continuously improve
- Positive, collaborative mindset with a strong sense of ownership
How we’ll take care of you:
At Boulevard, we work hard to structure compensation in a way that balances internal equity with local market competitiveness, and we’re happy to share a good-faith estimate of the base salary for this role. For U.S. based candidates, the anticipated base salary of this role is $150,000 + $170,000.
Additional Content
Come do the best work of your life at Boulevard.
We’re looking for a Mid-Market Account Executive who can turn multi-location prospects into long-lasting partners and Boulevard evangelists. The Mid-Market Account Executive will drive revenue for the business by understanding the client's needs and offering recommended action. You are a trusted advisor and partner to our clients, maintaining a highly consultative approach.
If you're an enthusiastic salesperson looking for opportunities to grow with us, we encourage you to apply. Come be a part of our evolving success story!
What you’ll do here:
Full Cycle Sales Execution
- Own the full sales cycle from prospecting and discovery through negotiation and close
- Manage a high volume of Mid-Market opportunities with 1-3 months sales cycles and multiple stakeholders
- Lead consultative sales conversations with founders, operators, regional managers, and ownership group
- Deliver tailored product demonstrations and business recommendations based on customer goals and operational needs
- Drive urgency and momentum throughout the sales process while maintaining a strong customer experience
- Conduct pricing and contract negotiations confidently and professionally
- Close new business consistently against monthly and quarterly targets
Pipeline Generation & Management
- Build and maintain a healthy pipeline through outbound prospecting, strategic follow-up, referrals, in-market travel, and partnership channels
- Partner closely with SDRs to develop account strategies and multi-threaded outreach plans
- Identify expansion opportunities within emerging multi-location operators and growing brands
- Maintain accurate forecasting, opportunity management, and CRM hygiene within Salesforce
Cross-Functional Collaboration
- Partner with onboarding, payments, product, and customer success teams to ensure smooth customer transitions
- Coordinate internal resources to support more complex evaluations, integrations, and operational discussions
- Share market feedback and customer insights to help improve sales processes, positioning, and product strategy
What you’ll need to thrive:
Experience
- 3–5 years of full-cycle B2B SaaS sales experience
- Experience selling Mid-Market or multi-location accounts preferred
- Background selling into beauty, aesthetics, medspa, wellness, or self-care businesses strongly preferred
- Proven ability to manage moderate-length sales cycles with multiple decision-makers
- Experience selling operational software, CRM, payments, POS, or business management platforms is a plus
Relationship Building
- Strong ability to build trust quickly with business owners and operators
- Comfortable navigating multiple stakeholders and maintaining momentum across deals
- Excellent verbal and written communication skills
Sales & Business Acumen
- Highly consultative selling approach focused on uncovering business pain points and operational inefficiencies
- Ability to articulate ROI and operational impact clearly
- Comfortable discussing pricing, payments, workflows, and business operations
- Strong organizational skills with attention to detail throughout the sales process
Technical & Operational Curiosity
- Familiarity with Salesforce, Outreach, Gong, Chili Piper, and modern sales tools
- Ability to understand and explain how software integrates into customer workflows
- Comfortable learning technical concepts and collaborating cross-functionally
Adaptability & Drive
- Thrives in a fast-paced, high-growth environment
- Self-motivated with strong time management and prioritization skills
- Coachable, curious, and eager to continuously improve
- Positive, collaborative mindset with a strong sense of ownership
How we’ll take care of you:
At Boulevard, we work hard to structure compensation in a way that balances internal equity with local market competitiveness, and we’re happy to share a good-faith estimate of the base salary for this role. For U.S. based candidates, the anticipated base salary of this role is $150,000 + $170,000.