AgentSync is a powerful, easy-to-use Compliance as a Service solution, directly integrating regulatory database sources of truth (i.e. NIPR, FINRA) with core business systems (i.e. Salesforce) so we can automate the critical business processes associated with these compliance requirements.

We’re a new-school solution tackling an age-old, ubiquitous problem with smart technology and automation in a market full of inefficient, high-cost solution options - spreadsheets, manual processes, legacy software, more headcount, outsourcing, etc.

Overview

AgentSync builds modern insurance infrastructure that connects carriers, agencies, MGAs, and producers. With customer-centric design, seamless APIs, automation, and unparalleled service, our solutions provide data intelligence and streamlined onboarding and compliance management processes that reduce costs, increase efficiency, and get producers ready to sell in hours instead of weeks.

Founded in 2018 by Niranjan "Niji" Sabharwal and Jenn Knight, AgentSync is headquartered in Denver, CO. We've been recognized by Forbes, Insurtech Insights, and Built In as one of the best places to work and most innovative companies in the space. We’ve raised $160M+ from top-tier VCs like Craft Ventures and are well-positioned to scale across multiple product lines.

Role Summary

AgentSync is looking for a dynamic, high-integrity Director of Mid-Market & Enterprise Sales to lead and scale a team of Account Executives focused on acquiring and growing our most valuable customer relationships. This role is ideal for a proven SaaS sales leader who is passionate about coaching talent, driving excellence in deal execution, and building a performance-oriented team culture. You will be responsible for achieving team quota, strengthening pipeline discipline, and developing your reps into consultative, high-performing sellers.

You’ll report to the VP of Sales and collaborate closely with cross-functional partners in Pre-Sales Engineering, Marketing, Revenue Operations, and Customer Success.

Key Responsibilities

• Lead and inspire a team of Mid-Market and Enterprise Account Executives to meet and exceed individual and team revenue targets.
• Actively coach reps on opportunity strategy, customer engagement, and deal execution to drive consistent performance and close rates.
• Drive adherence to our existing sales process and methodologies (e.g., MEDDPICC, Command of the Message), while identifying opportunities to iterate and improve to support pipeline growth and conversion.
• Foster a high-performance, accountable team culture built on learning, feedback, and career development.
• Partner with Marketing, Sales Development, and RevOps to ensure high-quality pipeline generation and appropriate territory planning.
• Collaborate with Pre-Sales Engineering, Customer Success, and Professional Services to ensure alignment and smooth handoffs during complex sales cycles.
• Establish and monitor key sales metrics, including pipeline health, forecast accuracy, and deal velocity.
• Participate in and lead strategic deal reviews, forecast calls, and executive briefings.
• Use data and reporting to inform coaching conversations and drive process improvement.
• Hire, onboard, and ramp new AEs as the team continues to grow.
• Work closely with leadership to refine sales processes and scale operations efficiently.
• Maintain a deep understanding of AgentSync’s solutions and market positioning to effectively communicate value propositions to customers and prospects.
• Participate in strategic customer meetings, contract negotiations, and executive-level discussions to support AEs in closing complex deals.
• Travel up to 25% of the time for on-site customer meetings and industry events.

Qualifications

• 5+ years of quota-carrying B2B SaaS sales experience, with at least 2 years of people management in a closing role.
• Proven track record of exceeding sales targets and leading high-performing teams in complex sales cycles.
• Strong coaching mindset and demonstrated success in developing talent.
• Excellent communication and executive presence, with the ability to influence internal and external stakeholders.
• Working knowledge of modern sales tools (e.g., Salesforce, Gong, Clari, Outreach).
• Familiarity with selling to mid-market and enterprise buyers, ideally in regulated industries or with multi-stakeholder buying groups.
• Strategic thinker who is also comfortable rolling up sleeves to execute.

Preferred Qualifications

• Experience selling into the insurance, fintech, or compliance space.
• Experience using MEDDPICC or similar qualification frameworks.
• Located in or willing to relocate to the Denver area.

Why Join Us?

• Be part of a fast-growing SaaS company making a real impact in a critical industry.
• Coach and develop top-tier sales talent.
• Highly visible role with ownership over a key growth engine.
• Competitive compensation package including base, bonus, and equity.
• Comprehensive benefits: 100% medical coverage (employee + dependents), 401(k), flexible PTO, and more.

We’re looking for a leader who can build a team that others want to join and customers want to buy from. If you’re a builder, mentor, and sales leader with a passion for developing people and closing business, we’d love to meet you.

Don’t meet every single requirement?

At AgentSync we are dedicated to building a diverse, inclusive and authentic workplace, so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyways. You may be just the right candidate for this or other roles.

Location:
This is a hybrid position and is open to candidates living within 25 miles of our office in RiNo. Candidates for this role will work on our hybrid schedule Tu, Wed., Th. in office, and M, F work from home.

Salary:

In accordance with Colorado law, the following represents AgentSync’s reasonable estimate of the range of possible compensation for this role, if hired in Colorado.

Denver/Boulder Metro

$150,000 - $180,000 base salary

Additionally, this role is eligible to participate in AgentSync’s equity program.

100% Company Paid Healthcare Insurance (for you and dependents)

• Medical
• Dental
• Vision

Financial Benefits

• 401(k) retirement savings plan

Other Benefits

• Flexible PTO
• 11 paid holidays per year
• Continued Education Stipend
• Coffee, full stocked snack bar, lunches provided

Candidates: AgentSync Recruiting & Talent teams will only communicate with you using @agentsync.io email addresses. When you receive communication from AgentSync, check the email address domain to ensure you're connected with our team (and not a scammer!).

We are not able to consider candidates who require a work visa now or in the future.