SMB Account Executive
$128kTraveltechessentialist
About the role Are you a driven sales professional who thrives on outbound prospecting and owning the full sales cycle? Do you get a buzz from booking that first meeting and closing the deal? This high-impact, high‑energy position focuses on outbound pipeline generation, running the full sales cycle from first touch to close, and supporting the post‑sale experience to set clients up for long‑term success. How you'll spend your time Own the full sales cycle— from outbound prospecting and booking your own meetings, to running discovery, delivering demos, and closing new business. Generate pipeline through high‑volume outbound activity, using phone, email, and LinkedIn to engage target accounts. Tailor conversations and demos to align with customer pain points and clearly communicate Perk’s value. Maintain a clean, accurate pipeline and forecast in Salesforce, staying organized and data‑driven. Partner closely with Implementation and Account Management to ensure a smooth handoff and set new customers up for long‑term success. Sell to a range of personas—from Office Managers to Finance and HR leaders—tailoring your pitch accordingly. We get excited about you if you have: 1+ years of experience running full‑cycle B2B sales, with a strong focus on outbound prospecting and new business generation; background in startups, SaaS, or B2B tech is a plus. A proven hunter mindset—energized by building pipeline and closing net new deals. Comfort engaging with senior decision‑makers and adapting your message to different personas. A self‑sufficient and organized approach to work—yet you’re still a team player at heart. Excellent verbal and written communication skills, especially via video and phone. A growth mindset, strong integrity, and relentless drive to succeed. Eligibility to work in the USA. Based in or willing to relocate to Boston, Chicago or Miami. What do we offer? Competitive compensation, including equity in Perk. Generous vacation days to rest and recharge. Comprehensive benefit plans covering medical, dental, vision, life, and disability with coverage from your start date. 401(k) or Roth with company matching, and HSA or FSA plan. Subscription to Wellhub, the gym benefit. Family services that include adoption benefits and paid parental leave from 12 to 16 weeks. Global presence and hybrid working style. Unforgettable Perk events, including travel to one of our hubs. Learning and professional development opportunities. A mental wellbeing platform that provides free therapy and professional coaching sessions. Exponential growth opportunities. 16 paid hours per year to volunteer for a cause of your choice. “Work from anywhere” allowance of 20 working days per year. Compensation and Benefits Compensation for this role is a combination of salary, commissions, and stock options. The total on‑target variable earnings (base + commission) are $128,000. The commission structure is tied to the achievement of revenue & retention targets and comms are uncapped. How We Work Perk operates an IRL‑first approach: the team works together in‑person three days a week. This role requires you to be based within commuting distance of a hub. For certain roles, relocation assistance is available. English is the official language at the office; please submit your resume in English. Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We’re an equal opportunity employer, welcoming you to Perk regardless of how you look, where you’re from, or anything else that makes you, well, you. #J-18808-Ljbffr Traveltechessentialist
$90k - $150k
...security done for devs. This is a chance to join an all-star team early, take ownership, and push boundaries. We're hiring an SMB Account Executive to help scale our US motion from Chicago. This is a hands-on, high-velocity role focused on startups and small teams...SuggestedFull time$106k - $152k
...SMB Account Executive - Talent & Learning This role will be based in Chicago. At LinkedIn, our approach to flexible work is centered on trust and optimized for culture, connection, clarity, and the evolving needs of our business. The work location of this role is hybrid...SuggestedContract workWork at officeFlexible hours$59.04k - $103.75k
...as intelligent as the data it can access. As a Data Foundation Account Executive, you sit at the epicenter of the most significant shift in... ...ideally with some exposure to SaaS or technology solutions SMB Customer Focus: Experience working with small business owners...SuggestedWork experience placementWork at officeShift work- Somi AI is looking for an Account Executive in Chicago, IL, to drive sales and client retention among startups and SMB customers. This role requires at least 2 years of experience in a client-facing or sales role, strong skills in relationship building, and analytical...Suggested
$63k
...based on their unique needs and eligibility—helping them prosper, create more jobs, and, ultimately, grow the economy. Our SMB Account Executive will be essential in providing the highest level of service to our small business customers, to understand their financial needs...SuggestedWork at officeLocal areaImmediate startRemote work$190.6k - $285.8k
...SMB Account Executive Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities...Full timeWork at officeLocal area- Senior Business Account Executive, SMB Direct Sales Chicago, Illinois FreeWheel
$90k - $150k
A development-focused security company is seeking an SMB Account Executive to drive sales efforts in Chicago. In this role, you will handle outbound campaigns, close inbound leads, and manage a pipeline effectively to foster product-led sales. Ideal candidates should have...$100k - $150k
...Account Executive, SMB (Small/Medium Business) Chicago, IL Toro TMS is a growth-stage startup building the modern operating system for trucking. Our focus is squarely on developing best-in-class, end-to-end transportation management software for bulk commodity haulers...Local area$106k - $152k
...SMB Account Executive - Sales Solutions At LinkedIn, our approach to flexible work is centered on trust and optimized for culture, connection, clarity, and the evolving needs of our business. The work location of this role is hybrid, meaning it will be performed both...Work at officeFlexible hours- ...Data Foundation Account Executive Salesforce is the #1 AI CRM, where humans with agents drive customer success together. Here, ambition meets... ...ideally with some exposure to SaaS or technology solutions SMB Customer Focus: Experience working with small business owners...Work experience placementWork at officeShift work
- Uber is seeking motivated sales professionals to join our SMB team in Chicago. In this role, you will establish new business relationships, forecast opportunities, and build account plans to exceed quotas while collaborating in-person at our Chicago hub. The ideal candidate...
$54.5k - $103.75k
...re seeking outstanding individuals to join our team as Cloud Account Executives, where your role will be pivotal in driving revenue growth and... ...cycle B2B Tech Sales experience. Experience selling to the SMB customer segment is a plus. Experience with AI technologies...Work experience placementFlexible hours- Toro TMS in Chicago is seeking a motivated SMB Account Executive to manage the full sales cycle for small and medium-sized trucking businesses. You will build a pipeline and help prospects understand how our solutions can transform their operations. This role suits those...
- A leading cybersecurity firm is looking for an Inside Sales / SMB Account Executive to manage the full sales cycle for SMB accounts in Chicago, Illinois. The role requires 1-3 years of SaaS closing experience, excellent communication, and pipeline management skills. Successful...Remote jobFull time
- Docusign is seeking a motivated Account Executive for Small-to-Medium Business in Chicago, Illinois. This individual will be responsible for developing... ...while expanding relationships with current customers in the SMB segment. This role demands a self-starter who can adapt...Work at officeRemote work
$70k - $140k
...relationships and earning trust quickly 1-3 years of experience in a closing sales role within SMB markets Bachelor’s degree or equivalent experience in a SaaS SMB Account Executive role Compensation $70,000 - $140,000 a year (base salary plus commission). In our...Base plus commissionFlexible hours- WinsAbove is looking for an experienced Account Executive in Chicago to join their Startup and SMB Account Executive team. You'll be responsible for identifying new opportunities, executing sales strategies, and managing relationships. Ideal candidates have at least 5...
- Toro TMS Inc. is seeking a motivated SMB Account Executive in Chicago to own the full sales cycle for small and medium-sized trucking businesses. You will build a pipeline and help prospects understand how our software can transform their operations. This high-velocity...
$148.7k - $223.1k
...Account Executive, SMB (Grower) Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities...Contract work- ...Associate Account Executive, SMB Chicago, IL EverPass Media is redefining the role of TVs in businesses by blending exclusive top-tier sports and entertainment with unmatched marketing innovation. Through premium content, smart promotions, and seamless partnerships...Temporary workLocal area
$128k
...Perk, we're on a mission to revolutionize business travel. We're growing fast in North America, and we're looking for ambitious Account Executives to join our team. This is a high-impact, high-energy role where you'll be responsible for outbound pipeline generation,...Work at officeWorldwideRelocationRelocation package3 days per week$106k - $152k
...from a LinkedIn office on select days, as determined by the business needs of the team. We are looking for a Talent Solutions Account Executive to join our team in tapping into potential client opportunities and generating new business. You will be responsible for...Contract workFor contractorsWork at officeFlexible hours$57k
THE COMPANY Our client is a well-established national provider of payroll, HR technology, and workforce management solutions for small businesses. The company helps business owners streamline payroll, compliance, onboarding, benefits administration, and employee management...Local area$148.7k - $223.1k
...Account Executive, SMB (Grower) Stripe is a financial infrastructure platform for businesses. Millions of companiesfrom the world's largest enterprises to the most ambitious startupsuse Stripe to accept payments, grow their revenue, and accelerate new business opportunities...Contract work$130k
...Account Manager- SMB, Growth & Retention (Core) About this position About Rippling Rippling gives businesses one place to run HR, IT, and... ...book via key lifecycle events: “go live”, benefits renewal, executive business reviews, contract renewal, etc. Consult with clients...Contract workWork at officeRemote work3 days per week$87k
...to learn more. About the Role We’re on the hunt for a dynamic Account Manager who thrives on building and nurturing relationships. If... ...your sleeves and work hard. What you will do: Own a portfolio of SMB (Mid-Market) customers and develop a high level of customer...Work at officeWorldwideRelocation package3 days per week$106k - $152k
...determined by the business needs of the team. We are looking for an Account Director to join our team as a trusted adviser with a relentless focus on bringing value to our customers within our SMB segment. In this role, you will own a defined book of business and be...Contract workFor contractorsWork at officeFlexible hoursShift work$60k
Comcast brings together the best in media and technology. We drive innovation to create the world's best entertainment and online experiences. As a Fortune 50 leader, we set the pace in a variety of innovative and fascinating businesses and create career opportunities ...Base plus commissionWork experience placementLocal area- ...global economy within everyone’s reach while doing the most important work of your career. About the team As a Sales Manager, SMB Account Executives (Existing Business) at Stripe, you will play an instrumental role in fueling Stripe’s growth and retention of our SMB...Work at office
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