Inside Sales Team Lead (Remote, US)

· Remote

Location

Remote

Type

Full Time

Job Description

Inside Sales Team Lead (Remote US)

Posted 3 Hours Ago
Easy Apply
Hiring Remotely in USA
Remote
86K-105K Annually
Mid level
Insurance
Challenging the industry status quo while serving Agents & Policyholders by using data technology and expertise.
The Role
The Inside Sales Team Lead will supervise and develop an inside sales team enhance agent engagement and refine sales processes through coaching and technology optimization.
Summary Generated by Built In
Why Openly

Openly is rebuilding insurance from the ground up. We are re-envisioning and enhancing every aspect of the customer experience. Doing this requires a rapidly growing team of exceptional curious empathetic people with a wide range of skill sets spanning technology data science product marketing sales service claims handling finance etc.

The Openly Difference

We created Openly because we saw an evident gap in the market for premium insurance made simple. Consumers deserve more complete coverage at competitive prices.

  • The Price Difference: Using cutting-edge data and technology we provide you with customizable competitive prices to protect your most valuable assets.
  • The Policy Difference: Coverages are truly customizable to meet your individual protection needs for both standard coverages and optional add-ons.
  • The Experience Difference: From tailored claims handling to highly responsive customer service we are focused on making the home insurance purchasing process a better overall experience.
Welcome to your next adventure.

At Openly our people are just as important as our product. For us collaboration communication and work-life balance are more than nice-to-haves— they’re the must-haves that make us who we are. We believe a great company is the result of a shared set of values so we look for these qualities in every candidate we hire. 

  • Integrity
  • Empathy
  • Teamwork
  • Curiosity
  • Urgency

We've designed our hiring process with you the candidate in mind. At every step you have the chance to present your strengths and learn more about what makes Openly a great place to work.

We're committed to Diversity Equity & Inclusion

We embrace individuality and believe diverse teams are winning teams. Our commitment to inclusion across race gender age religion identity and experience drives us forward every day.

Position Overview

The Inside Sales Team Lead at Openly will lead and develop a group of Agency Success Associates on our inside sales team who are responsible for engaging with appointed insurance agents to increase business growth. This role requires a leader who can build and nurture relationships with insurance agents while driving team performance through effective coaching technology optimization and data-driven decision making. This person will hold a key role in coaching and developing the inside sales team. Reporting directly to the Manager of Inside Sales.

Key ResponsibilitiesTeam Leadership and Development
  • Lead coach and develop ASAs from the inside sales team
  • Review performance expectations and areas for improvement through feedback in structured one-on-one meetings
  • Implement effective training programs to enhance team capabilities and product knowledge
  • Foster a positive collaborative and high-performance team culture
Sales Strategy and Execution
  • Through collaboration with the Manager of Inside Sales implement sales strategies to increase agent engagement and policy production in line with company objectives
  • Refine sales processes to improve efficiency and effectiveness of agent interactions
  • Collaborate with Manager of Inside Sales and other departments as needed to align messaging and identify new growth opportunities
Relationship Management
  • Build and maintain strong relationships with key insurance agency partners
  • Identify and address agent needs concerns and opportunities to strengthen partnerships
  • Implement strategies to increase agent loyalty and advocacy for Openly products
Technology and Operations
  • Partner with the Sales Operations Manager for implementation and optimization of sales technology tools QA and coaching platforms and CRM systems
  • Analyze sales data to identify trends opportunities and areas for improvement
  • Utilize reporting mechanisms to track team performance and business growth
  • Collaborate with IT to ensure the team has the necessary technological support to succeed

QualificationsRequired Skills and Experience
  • 3+ years of sales experience with demonstrated success in inside sales preferably in insurance or related financial services
  • Proven track record of taking on leadership responsibilities leading initiatives and coaching others
  • Strong understanding of insurance industry particularly property and casualty insurance
  • Experience with CRM systems and sales technology tools
  • Excellent communication presentation and interpersonal skills
  • Data-driven approach to decision making and performance management
  • Bachelor's degree in business marketing or related field
Preferred Qualifications
  • Experience working with independent insurance agents
  • Experience in account management
  • Knowledge of homeowners insurance products and underwriting guidelines
  • Insurance industry designations (e.g. CPCU ARM AIC)
  • Experience in a high-growth environment or startup

Compensation & Benefits: 

Below is the budgeted salary range for this position.  Actual compensation for this position will be determined based on the successful candidate's experience and skills. We are committed to providing a compensation package that not only reflects the responsibilities and requirements of the role but also the unique expertise that the chosen candidate will bring to our team.

Budgeted Salary Range
$86000$105000 USD

The full salary range shows the min to max salary range for this position.  Actual compensation will be commensurate with experience and qualifications and determined based on various factors including the candidate's qualifications skills and experience.

Full Salary Range
$81375$135625 USD

Benefits & Perks

  • Remote-First Culture - We supported #remotelife long before it was a given. We'll keep promoting it.
  • Competitive Salary & Equity
  • Comprehensive Medical Dental and Vision Plan Offerings
  • Life and disability coverage including voluntary options
  • Parental Leave - up to 8 weeks (320 hours) of paid parental leave based on meeting eligibility requirements
    (Birthing parents may be eligible for additional leave through STD)
  • 401K Company Contribution - Openly contributes 3% of the employee's gross income even if the employee does not contribute.
  • Work-from-home stipend - We provide a $1500 allowance to spend on setting up your home workplace
  • Annual Professional Development Fund: Each employee has $2000 in professional development (PD) funds to spend on activities or resources annually. We want each Openly employee to achieve personal and professional success and to feel supported confident and informed about improving their efficiency and productivity.
  • Be Well Program - Employees receive $50 per month to use towards your overall well-being
  • Paid Volunteer Service Hours
  • Referral Program and Reward

Depending on position Employees generally are eligible for cash incentive compensation including commissions for sales eligible roles. In all cases eligibility for compensation and benefits is subject to applicable plan and policy terms in effect from time to time.

U.S. Citizens Green Card Holders and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.

Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race color sex gender identity or expression age religion national origin ancestry ethnicity disability veteran status genetic information sexual orientation marital status or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.


We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency all hiring decisions are made by our team members. Rest assured your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.

Top Skills

Crm Systems
Sales Technology Tools
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The Company
HQ: Boston MA
350 Employees
Year Founded: 2017

What We Do

Openly is proud to offer innovative comprehensive homeowners insurance wrapped in modern convenience. We arm agents with the tools necessary to serve up a world class customer experience.

Why Work With Us

As a diverse and inclusive team we honor our legal and ethical obligation -regardless of who's watching- as we strive to understand others' perspectives. We're always asking questions so we can make a positive impact and solve problems efficiently. Breaking industry barriers and setting new standards requires comfort in ambiguity. #OpenlyLife

Gallery

Openly Offices

Remote Workspace

Employees work remotely.

Typical time on-site: None
HQBoston MA

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Date Posted

04/06/2026

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