Mid Market Sales Jobs

Become a part of our caring community The Group Sales Representative works with brokers, agents and consultants as an Ancillary Group insurance product expert. Will work with new and existing accounts with 50+ eligible employees. The Group Sales Representative for the Los Angeles area discovers, develops, and maintains benefits brokerage relationships that result in the ongoing sales and retention of Humana's Group benefit products for distribution in a specific region. The Group Sales Representative will be held accountable for the achievement of production through tenacious broker development. Brokers should view them as the benefits experts for all products that the executive will sell in the given territory. You will deliver organized, polished presentations of solutions, with benefits tied to the employer's business needs. Will develop and execute a comprehensive strategic plan that results in increased sales and maximized profitability by maintaining and expanding penetration of existing products and cross selling other Humana products. Job Responsibilities</

Razorpay is one of India’s leading full-stack financial technology companies, powering the way businesses move, manage, and grow money. Founded in 2014 by Harshil Mathur and Shashank Kumar with a simple vision - to simplify payments for Indian businesses - we’ve since grown into a fintech powerhouse driving India’s digital payment revolution. Razorpay powers millions of businesses with a smarter, scalable stack that goes beyond transactions to help them truly build and grow. From building AI-native agentic payments, to AI-assisted fraud detection and real-time risk intelligence to automated reconciliation, smart payouts, and predictive financial insights, we are embedding intelligence across our stack to make money movement faster, safer, and more efficient. In close collaboration with ecosystem partners - including banks, networks, regulators - we are pioneering industry-first solutions that are shaping the next era of fintech Across India, Singapore and Malaysia, our products span everything from seamless checkouts to payroll automation - powering a fintech ecosystem that’s redefining how money moves across Asia. Today, that ecosystem supports everyone from early-stage startups to some of India’s largest enterprises, enabling them to accept, process, and disburse payments at scale while expanding into new ways of managing money more efficiently. Our scale speaks volumes: Razorpay processes $180+ billion in annualized transactions, powering leading businesses like Airbnb, Fa

Razorpay is one of India’s leading full-stack financial technology companies, powering the way businesses move, manage, and grow money. Founded in 2014 by Harshil Mathur and Shashank Kumar with a simple vision - to simplify payments for Indian businesses - we’ve since grown into a fintech powerhouse driving India’s digital payment revolution. Razorpay powers millions of businesses with a smarter, scalable stack that goes beyond transactions to help them truly build and grow. From building AI-native agentic payments, to AI-assisted fraud detection and real-time risk intelligence to automated reconciliation, smart payouts, and predictive financial insights, we are embedding intelligence across our stack to make money movement faster, safer, and more efficient. In close collaboration with ecosystem partners - including banks, networks, regulators - we are pioneering industry-first solutions that are shaping the next era of fintech Across India, Singapore and Malaysia, our products span everything from seamless checkouts to payroll automation - powering a fintech ecosystem that’s redefining how money moves across Asia. Today, that ecosystem supports everyone from early-stage startups to some of India’s largest enterprises, enabling them to accept, process, and disburse payments at scale while expanding into new ways of managing money more efficiently. Our scale speaks volumes: Razorpay processes $180+ billion in annualized transactions, powering leading businesses like Airbnb, Fa

Manager, Mid-Market Sales As a Manager, Mid-Market Sales, you will provide strategy, mentorship, and guidance for a team of Mid-Market Account Executives. This role impacts one of the largest lines of business in the company, ultimately bringing a proven product to a multi-billion dollar market and selling into companies from 1,000 to 5,000 employees. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Motivate your team to exceed objectives Develop and maintain accurate team forecasts Hire, oversee, and train a team of Mid-Market Account Executives Drive lead generation, high activity standards, and pipeline management Facilitate the ramp up for all new team members, coaching them to success Monitor the sales funnel from prospect to close and create metrics to improve performance Who You Are: Experienced in tech industry direct sales Familiar with SaaS/Cloud and Salesforce Able to accurately forecast team performance Passionate about coaching, mentorship, and team management Motivated by helping people grow with a desire to continue learning A self-starter who thrives in a high-growth, rapidly changing marketplace Proven in overseeing an outbound sales team in all areas of the sales cycle Datadog values people from all walks of life. We understand not eve

Datadog Sales Engineers help qualify and close opportunities with customers and partners. You will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POCs). Sales Engineers have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Deliver product and technical presentations with potential clients Have a direct line of communication with the product team to collaborate on feature requests Help clients onboard the product and assist when they run into roadblocks. Think creatively about a wide variety of technical challenges during the pre-sales life cycle Who You Are: Minimum 4+ years in Sales Engineering, Solutions Engineering along with

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. The opportunity: We’re looking for a pragmatic, growth-minded Sales Leader with a proven history of driving success to guide our Mid-Market Sales Team in Chicago, IL . In this role, you’ll coach and develop Account Executive, building high-performing, inclusive teams to achieve company goals for volume growth and net revenue. You’ll play a critical part in developing talent for progression and promotion within our fast-growing organization. Reporting directly to our General Manager, you’ll collaborate closely with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 compensation model (Base + Uncapped bonus), designed for strong leaders to

After years of building an innovative POS platform for restaurateurs, Toast is expanding into new food and beverage concepts: convenience stores, grocery stores, and bottle shops. The Toast Retail platform is already winning with independent operators. Now we are moving upmarket.This role is the person who helps build the commercial motion as we shift towards increasingly complex upmarket accounts. Role Overview As Manager of Mid-Market Sales for Toast Retail, you will lead a small team of Mid-Market Account Executives pursuing multi-location retail with a focus on grocery, liquor, and convenience operators. These are complex accounts with real buying committees, layered compliance requirements, deep inventory and SKU demands, and incumbent systems that took years to entrench. Winning them requires a sales motion that does not exist at Toast Retail yet. You will build it. This is not a role for someone looking to inherit a playbook and run it well. There is no Mid-Market Toast Retail playbook. A growing set of proof points from our SMB business, a leadership team that is investing, and a set of open questions that someone has to go answer. What does discovery look like when the buyer is a VP of Operations and not an owner? Which of our SMB motions translate upmarket and which have to be rebuilt? What do we need from Product to be credible in a 40 store grocery chain? You will form the hypotheses, run them in the field, and turn what works into something repeatable that the ne

As an Account Executive on our Mid-Market Sales team, you will assist in Datadog’s overall business growth by strategically engaging and closing net-new customers across mid-to-large size organizations. Sellers follow a well-defined methodology, collaborate with internal stakeholders, identify the customer's unique needs, and clearly convey the value of the Datadog product. Mid-Market reps have the opportunity to grow their careers in Sales and continue contributing to Datadog team success. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Focus entirely on net-new logo acquisition Convert inbound leads to closed opportunities Leverage tools such as Sales Navigator and DiscoverOrg Strategically prospect into Chief Technology Officers, Engineering/IT Leaders, and technical end users (SRE, DevOps, DevSecOps) Multi-thread into different departments of a complex organization Collaborate with Sales Development Representatives to drive top of funnel activity Manage the full sales cycle, including negotiations and on-site technical demonstrations Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your experience, we encour

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale. Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same. The Role We're building a team of standout sales leaders, the kind who raise the performance of everyone around them. As a Sales Manager, you'll lead a team of Account Executives and own one of our most critical growth leve

As a Mid-Market Sales Engineer, you will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POVs). Sales Engineers help qualify and close opportunities with customers and partners and have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Assist with technical discovery on key accounts and opportunities Deliver tailored product and technical presentations with potential clients Help clients evaluate the platform and assist when they run

As a Mid-Market Sales Engineer, you will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POVs). Sales Engineers help qualify and close opportunities with customers and partners and have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Assist with technical discovery on key accounts and opportunities Deliver tailored product and technical presentations with potential clients Help clients evaluate the platform and assist when they run into roadblocks. Own technical engagement with customers during the trial phase. This entails communicating datadog’s value throughout an evaluation and working with customers on any identified issues or concerns

As a Mid-Market Sales Engineer, you will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POVs). Sales Engineers help qualify and close opportunities with customers and partners and have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Partner with the sales team and partners to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Assist with technical discovery on key accounts and opportunities Deliver tailored product and technical presentations with potential clients Help clients evaluate the platform and assist when they run into roadblocks. Own technical engagement with customers during the trial phase. This entails communicating datadog’s value throughout an evaluation and working with customers on any identified issue

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview As a Mid Market Sales Manager at Harvey, you will build and lead our founding Mid Market sales pod in Mexico City , helping establish Harvey's presence across Mexico. You'll lead and coach high-performing Account Executives in driving the growth and adoption of our AI platform w

As an Account Executive on our Mid-Market Sales team, you will assist in Datadog’s overall business growth by strategically engaging and closing net-new customers across mid-to-large size organizations. Sellers follow a well-defined methodology, collaborate with internal stakeholders, identify the customer's unique needs, and clearly convey the value of the Datadog product. Mid-Market reps have the opportunity to grow their careers in Sales and continue contributing to Datadog team success. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Focus entirely on net-new logo acquisition Convert inbound leads to closed opportunities Leverage tools such as Sales Navigator and DiscoverOrg Strategically prospect into Chief Technology Officers, Engineering/IT Leaders, and technical end users (SRE, DevOps, DevSecOps) Multi-thread into different departments of a complex organization Collaborate with Sales Development Representatives to drive top of funnel activity Manage the full sales cycle, including negotiations and on-site technical demonstrations Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your experience, we encour

Datadog Sales Engineers help qualify and close opportunities with customers and partners. You will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POCs). Sales Engineers have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Deliver product and technical presentations with potential clients Have a direct line of communication with the product team to collaborate on feature requests Help clients onboard the product and assist when they run into roadblocks. Think creatively about a wide variety of technical challenges during the pre-sales life cycle Who You Are: Knowledgeable and experienced with DevOps monitoring or architecture to