Inside Sales Representative - H&B
Paychex
Listing collected from Paychex's career site. NextChapter is independent of Paychex.
Sarasota, FL · Posted October 6, 2026
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Where Sarasota, FL ranks
Where Sarasota, FL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #8Best cities for junior jobs in Florida37% · of 21
- #16Best cities for entry-level jobs that want AI skills in the Southeast5% · of 77
- #21Best cities for entry-level and junior jobs37% · of 100
- #23Best college towns for junior jobs in the Southeast38% · of 64
- #25Best cities for junior jobs in the Southeast37% · of 87
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
Pay compared with the market
This listing does not state pay. Across 224 open inside sales representative listings that state pay, the middle half runs $50,000 to $77,500 and the median is $62,500.
Listed pay is what employers advertise, not what people are paid.
Inside Sales Representative salaries by state · Check your own pay
How AI is used in this kind of work
Among sales representatives, wholesale and manufacturing, technical and scientific products, AI is already used for some of the tasks. Measured exposure for sales representatives, wholesale and manufacturing, technical and scientific products: 27% (some).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
Paychex is reimagining how businesses manage their workforce by bringing payroll, HR, benefits, and advisory services together into a single connected HCM platform. As Paychex and Paycor come together, we're combining innovative technology, data-driven insights, AI, and human expertise to help organizations work smarter, support their people, and achieve better business outcomes. This is an exciting time to join our team as we continue to invest in innovation, simplify client experiences, and shape the future of work. At Paychex, you'll have the opportunity to grow your career, make a meaningful impact, and be part of something bigger as One Paychex. Overview
Insurance Inside Sales Representatives are responsible for prospecting clients remotely and managing the entire sales cycle from within our Insurance Inside Sales Hub. They engage with customers via phone, email, or other virtual channels to effectively close deals and meet sales targets. This role exclusively sells for the Paychex Insurance Agency Organization.
Responsibilities
Accountable for the end-to-end sales cycle from prospecting, qualifying, demonstrating and closing business to achieve quota.
Identify client needs and present Paychex solutions to key stakeholders and decision-makers through virtual interactions.
Scheduling appointments with referral sources to secure referrals to end users.
Conduct outbound prospecting via cold calls, emails, and social engagements, and follow up on marketing leads, to qualify opportunities and generate pipeline.
Performs insurance needs analysis for clients to provide solutions to insurance and benefit needs.
Use technology tools to accurately track activities and forecasts.
Collect data to support underwriting process, close sales.
Projecting a positive image in representing the company to clients and the community.
Writes and processes sales contracts in a professional manner and by HRS operation guidelines.
Continually develop technical, competitive, and sales skills knowledge to effectively represent an Insurance sales organization.
May be required to travel for purposes of attending Conference, training sessions, and/or area regional or national meetings
Qualifications
H.S. Diploma in Business or related discipline - Required
Bachelor's Degree in Business or related discipline - Preferred
2 years of experience in Relevant sales/sales management experience or the equivalent combination of education and experience.
This role requires you to be eligible for applicable insurance licensing in all 50 states, which may involve an enhanced background check. If you are not currently licensed, you will be required to obtain the necessary insurance license(s) within 90 calendar days of your official start date. Failure to obtain the required license(s) within 90 days of your start date and to maintain eligibility throughout the duration of your employment may result in corrective action, up to and including termination of employment. Paychex Insurance Agency, Inc. (PIA) will cover the cost of up to two (2) attempts to pass a state insurance licensing exam including exam materials and testing fee. The cost of any additional attempts will be at the expense of the individual employee. If an individual is hired by PIA with an active and current license(s), that employee will be responsible for the timely updating and/or verifying of any changes that may have occurred with their state license(s) prior to their start date at PIA. This includes any state of residence changes, e-mail changes, mailing address changes or name changes. - Required
Live the Paychex Values
Act with uncompromising integrity.
Provide outstanding service and build trusted relationships.
Drive innovation in our products and services and continually improve our processes.
Work in partnership and support each other.
Be personally accountable and deliver on commitments.
Treat each other with respect and dignity.
What's in it for you?
We value your well-being: We provide over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, financial assistance, and much more.
We value your time: From paid time off to company holidays, culture days, and comprehensive work-life balance programs, we will ensure you have the flexibility you need to be your best.
We value your development: Our award-winning training and development programs empower our employees with ongoing learning opportunities to give you the building blocks to grow your career.
We value your perspective: Our company culture reflects the diversity of our employees. We want you to be you and your voice to be heard.
We value our communities: We offer paid time off for volunteerism and promote many company-wide and local initiatives that benefit organizations you care about.
Note: The benefits described apply to full-time employees. Benefits for part-time, contract, and intern roles may vary. Not sure if you meet every requirement?
At Paychex, we know that great talent comes in many forms. If you're passionate about the role but don't check every box, we still encourage you to apply. You might be the right fit - either for this position or another opportunity with us.
Paychex is an equal opportunity employer. We are committed to fostering a respectful and inclusive workplace where all individuals are treated fairly and evaluated based on their qualifications, experience, and merit. We comply with all applicable federal, state, and local laws prohibiting discrimination in employment.
Accountable for the end-to-end sales cycle from prospecting, qualifying, demonstrating and closing business to achieve quota.
Identify client needs and present Paychex solutions to key stakeholders and decision-makers through virtual interactions.
Scheduling appointments with referral sources to secure referrals to end users.
Conduct outbound prospecting via cold calls, emails, and social engagements, and follow up on marketing leads, to qualify opportunities and generate pipeline.
Performs insurance needs analysis for clients to provide solutions to insurance and benefit needs.
Use technology tools to accurately track activities and forecasts.
Collect data to support underwriting process, close sales.
Projecting a positive image in representing the company to clients and the community.
Writes and processes sales contracts in a professional manner and by HRS operation guidelines.
Continually develop technical, competitive, and sales skills knowledge to effectively represent an Insurance sales organization.
May be required to travel for purposes of attending Conference, training sessions, and/or area regional or national meetings
H.S. Diploma in Business or related discipline - Required
Bachelor's Degree in Business or related discipline - Preferred
2 years of experience in Relevant sales/sales management experience or the equivalent combination of education and experience.
This role requires you to be eligible for applicable insurance licensing in all 50 states, which may involve an enhanced background check. If you are not currently licensed, you will be required to obtain the necessary insurance license(s) within 90 calendar days of your official start date. Failure to obtain the required license(s) within 90 days of your start date and to maintain eligibility throughout the duration of your employment may result in corrective action, up to and including termination of employment. Paychex Insurance Agency, Inc. (PIA) will cover the cost of up to two (2) attempts to pass a state insurance licensing exam including exam materials and testing fee. The cost of any additional attempts will be at the expense of the individual employee. If an individual is hired by PIA with an active and current license(s), that employee will be responsible for the timely updating and/or verifying of any changes that may have occurred with their state license(s) prior to their start date at PIA. This includes any state of residence changes, e-mail changes, mailing address changes or name changes. - Required