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 DifferenceWe 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.
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, & InclusionWe 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.
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
- 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
- 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
- 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
- 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.
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.
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 $1,500 allowance to spend on setting up your home workplace
- Annual Professional Development Fund: Each employee has $2,000 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
Openly Boston, Massachusetts, USA Office
131 Dartmouth St, Boston, MA, United States, 02116
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