Sales Executive - Mid Market
$70k - $135kPaychex
Where Growth Gets Strategic - and Your Career Does Too
Mid-Market Sales is where experience meets impact. You'll partner with growing businesses (2099 employees), navigating the complexity of expansionhelping them strengthen their people operations and scale with confidence.
This is a consultative, relationship-driven environment where you're not just closing dealsyou're solving real business challenges. Every conversation builds insight, every deal sharpens your expertise, and every win positions you as a trusted advisor to business owners.
Responsibilities
What You'll Do
- Drive new business by prospecting and winning new logos within your assigned territory
- Sell a robust suite of solutions, including Paychex Flex and advanced HR services.
- Execute consistent outbound activity (calls, outreach, networking, partnerships, and follow-ups) to build a pipeline
- Lead consultative sales conversations with business owners and key decision-makers
- Manage a high velocity sales process with small and mid-size businesses (1-2 call closes)
- Own the full sales processfrom discovery and solutioning to closing
What It Takes to Win
- 2-5 years professional sales experience; 3 years B2B Sales Environment
- 2+ years HCM experience strongly preferred
- Ability to navigate consultative, solution-based sales conversations
- Strong prospecting mindset with comfort driving outbound, in-person field activity
- Resilience, accountability, and a results-driven approach
- Coachability with a desire to continuously improve and grow
Qualifications
- H.S. Diploma - Required
- Bachelor's Degree - Preferred
- 2 years of experience in B2B Sales/Marketing.
- 2 years of experience in Human Capital Management (HCM) industry.
- Cold Calling Experience.
- Customer Relationship Management (CRM) Software experience.
- Valid Driver's License - Required
Compensation
In the spirit of pay transparency, we are excited to share that the compensation range for this position is typically $70,000- $135,000. This range includes both base pay plus commissions/bonus but does not consider other components that make up the total rewards package for the position. If you are hired at Paychex, your overall compensation will be determined based on factors such as geographic location, skills, education, and/or experience which may result in total compensation outside of this range.
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.
Paychex- ...Success Manager who will be responsible for ensuring our customers thrive with Overjet’s software platform.Responsibilities Managing Mid-Market accounts, primarily working with dental office leadership and central office leadershipDrive client success during the pilot...SuggestedLive inWork at officeRemote workWork from home
- ...at accenture.com. You Are As a Security Sales Senior Manager, you will spearhead Accenture... ...into Midmarket clients You have strong executive presence with CISOs, CIOs, COOs, and... ...end sales process for high-value, complex Mid-Market clients, from needs analysis through...SuggestedFull timeContract workWork experience placementLive inWork at officeLocal areaWorldwide
- ...delivering innovative work part of your extraordinary career. Mid-market is a Growth Driver for Accenture The Accenture Mid-market... ...at scale. THE WORK: The Connected Solutions Mid Market Sales Executive for US companies is responsible for driving sales growth in...SuggestedFull timeContract workWork experience placementLive inWork at officeLocal area
- ...Become a leader in the premier sales force for the Accenture Google... ...Group (AGBG), bringing our market-leading Google Cloud solutions... ...new possibilities. As a Sales Executive in the Accenture Google Business... ...and achieve rapid growth in the mid-market customer segment....SuggestedFull timeContract workWork experience placementLive inWork at officeLocal areaRemote workFlexible hours
$110k - $135k
..., keep reading.The RoleWe are actively hiring a full-time Mid-Market Account Executive to partner with our growth and marketing team to generate... ...Insurance business. As an Account Executive you will own the full sales cycle from prospecting to close. You will need to...SuggestedFull time$115k - $170k
...management. We’ve got serious momentum in the market: more than 30,000 customers (including 100... ...the RoleVerkada is building a world class sales organization and is seeking motivated,... ...essential role in generating new business within mid-sized companies across various corporate...Full timeWork at officeWork visaRelocation packageFlexible hoursShift work$156.2k - $234.2k
...enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products... ...same.The RoleAt Square, we’re re-imagining how mid-market businesses grow. As a Senior Sales Account Executive on our Outbound Team, you’ll bring Square’s...Local areaRemote workWorldwideFlexible hours- ...Mid-Market Account Executive We're looking for a Mid-Market Account Executive to help us bring Adaptive to more builders across the country.... ...automated job costing. In this role, you'll own a full-cycle sales process — from first touch to close — targeting mid-market...Contract workWork at officeFlexible hours
$90k - $150k
...Mid-Market Account Executive Profound is the marketing platform for the AI era. As people increasingly turn to AI tools to decide what to buy... ...Account Executive, you will lead fast-moving, consultative sales cycles with high-growth organizations. You will be instrumental...Work at officeShift work$50k
...Mid-Market Account Executive Hybrid (Boston, MA) About the company: LinkSquares is a Boston-based, AI-powered CLM SaaS leader trusted by... ...About the team: Join a high-velocity, collaborative sales organization that sits at the intersection of AI innovation...Contract workFlexible hours$180k - $230k
...picture and our vision at Postman. THE OPPORTUNITY Each Mid Market Account Executive has a territory of around 100 accounts, containing... ...strategies to manage target accounts while working with Sales Development representatives, with the intention of understanding...Work at officeFlexible hours3 days per week$88k - $103k
...Mid-Market Account Executive As a Mid-Market Account Executive, you will be working on reinforcing our leadership in the mid-market space. You... ...demonstrate skills associated with working in a high-performance sales culture, especially demonstrating pipeline management,...Visa sponsorship$168.75k - $225k
...Navan sales organization is seeking a motivated and experienced Mid-Market Account Executive to join our growing team. This is an exciting opportunity to join the first and only all-in-one, people-first travel, corporate card, and expense management super app, that is...Work experience placement- ...Your Role in our Mission Edenred Benefits is hiring a Mid-Market Account Manager to own and grow relationships with a portfolio of mid-market... ...and serve as the primary strategic point of contact post‑sale. The incumbent will be responsible for driving long‑term retention...Contract workWork at officeLocal area
$220k
...Mid-Market Account Executive Harness is the AI Software Delivery Platform company, led by technologist and entrepreneur Jyoti Bansal (founder... ...even faster. Position Summary Harness is looking for sales champions and leaders who are as passionate about building...Work at officeFlexible hoursShift work$85k - $90k
...Mid Market Account Executive Boston, MA InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA... ...-oriented Mid Market Account Executive to support our Sales organization. This role will play a key part in advancing...Summer workLocal areaFlexible hours$50k - $150k
.... About The Role EliseAI is scaling quickly, and the Mid-Market Sales segment is at the heart of that growth. As the Senior Mid-Market... ...day you will be challenged to identify how we can scale and execute on it. You’ll learn what works when you succeed and what...Full timeWork at officeLocal areaRelocation$26.97 - $45.29 per hour
...and-medium sized accounts. The role is a combination of a Field Sales Rep and Inside Sales Rep. Responsibilities Works to achieve... ...of geographic, product, industry and other customer / market dimensions. Sells to the territory directly or via partners. The...Hourly payTemporary workFlexible hours$220k
...that is disrupting the software delivery market. Our mission is to enable the 30 million... ...Position Summary Harness is looking for sales champions and leaders who are as passionate... ...closing deals Account planning and execution skills Ability to sell C-Level and across...Local areaImmediate startRemote workFlexible hours$55k - $75k
...analytics uncover hidden patterns, empowering teams to address complex challenges and seize new opportunities. The Mid-Market Account Executive Role The Sales Organization in Qlik is the primary connection to our customers and prospects, focusing on driving revenue in new...Flexible hours- ...and drive to answer constantly shifting market challenges and deliver impactful results... ...looking to bring on an experienced SMB Account Executive to drive revenue and hunt new business... ..., with a focus on strategic enterprise sales. You will be at the forefront of our...Local areaShift work
$200k - $385k
...are. EY is seeking a highly strategic and client-focused Cyber Sales Executive (SE) to drive growth within our Cybersecurity practice. This... ...to grow EY's presence within accounts. Lead go-to-market activities, sector-based growth initiatives, and targeted sales...Summer holidayFlexible hours- ...UniCredit. We're now building a dedicated Mid Market motion — cross-vertical, not tied to a... ...hiring a Founding Mid-Market Account Executive to help define it. This is a builder's... ...you'll be sourcing pipeline, running the sales cycle, and co-creating the partner-led...Temporary work
- ...join our team and build the factory of the future. As our company scales, we are seeking a dedicated Mid-Market Account Executive, CPG to join our growing Sales team of business development, Account Executives, Customer Success, and Go-To-Market. This full-time role...Remote jobFull timeTemporary workLocal areaFlexible hours
$115k
...creators to own their own destiny.Account Executive, Mid-Enterprise @ Klaviyo!Hybrid Role... ...Requirement: Boston, MA (In-Office 3x/Week)Team: Sales - Mid- EnterpriseAt Klaviyo, we believe... ...to customers who are reimagining their marketing tech stack.From first touch to signed...Work at office- Job DescriptionADP is hiring a Sales Representative, Major Accounts.Are you ready to control your financial future with unlimited upside... ..., sell ADP's suite of solutions (40+ products and services) to executives, and accurately forecast your sales pipeline. ADP is here to...Flexible hours
- ...activity in Salesforce to supervise performance. What You Will Bring Consistent track record of hunting new business and exceeding sales quota in a Supply Chain Software environment. Expertise in leading multi‑stakeholder sales cycles and closing large 6‑figure deals....
$89.6k - $249.6k
...you must reside in the same country/sales region where the job is located.Sales Executive - Northeast Region (Boston Area)... ...strategies to penetrate untapped markets.Drives sales efforts: Develops and... ...customer contacts at the procurement and mid- management levelExtensive...Full timePart timeImmediate startWorldwide$100k
Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role... ...3+ years closing experience (mix of field selling within mid-market or enterprise)Driven and have met/exceeded direct sales goals...Work at office- ...achievement of monthly, quarterly, and annual sales goalsYou will develop a pipeline and close... ...accuratelyYou will maintain knowledge of market conditions and competitive... ...SummaryType: Full-timeFunction: SalesExperience level: Mid-Senior LevelIndustry: Computer Software
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Sales Executive - Mid Market. Be the first to apply!
- local sales representative Boston, MA
- outside sales representative Boston, MA
- reservation sales agent work from home Boston, MA
- sales consultant Boston, MA
- commercial sales representative Boston, MA
- medical sales executive Boston, MA
- hvac sales representative Boston, MA
- saas sales representative Boston, MA
- independent sales consultant Boston, MA
- entry-level sales representative Boston, MA


