Source Job

$85,887–$128,831/yr
Canada

  • Own the full outbound sales cycle from prospecting to close with mid-market merchants.
  • Build and manage a high-quality pipeline through cold outreach, social selling, and targeted campaigns.
  • Develop multi-product solutions across Square's ecosystem tailored to each merchant's needs.

B2B Sales Outbound Prospecting Consultative Selling Negotiation Salesforce

20 jobs similar to Senior Account Executive, Mid-Market

Jobs ranked by similarity.

$129,600–$234,200/yr
US

  • Own the full outbound sales cycle for mid-market merchants, from prospecting to close.
  • Build and manage high-quality pipeline through cold outreach, social selling, and targeted campaigns.
  • Develop multi-product solutions across Square's ecosystem tailored to each merchant's unique needs.

Square provides integrated payments and software solutions for sellers of all sizes, enabling them to manage their entire business from one place. Block, the parent company, is a large publicly traded organization with a global team, fostering a culture of inclusion and fair opportunity.

$160,000–$190,000/yr
US Unlimited PTO

  • Own the full sales cycle in a mid-market segment with 30 to 40 day cycles, building pipeline largely through self-sourced outbound.
  • Run a challenger-style sales process: lead with insight, create urgency, and develop champions inside target accounts.
  • Negotiate pricing and contract terms quickly, manage pipeline with disciplined forecasting, and ramp to quota within 90 days.

DataGrail is an agentic data privacy platform that helps enterprises automate privacy and control risk. The company serves leading brands like HubSpot, FanDuel, and Okta, and is a two-time recognized privacy leader by IDC with a 4.8/5 G2 rating.

$85,000–$125,000/yr
North America Unlimited PTO

  • Own the complete commercial sales cycle, from prospecting and discovery through evaluation, negotiation, and close.
  • Generate qualified pipeline through outbound prospecting, account planning, events, partner collaboration, and marketing programs.
  • Partner with Sales Engineering and Customer Solutions to move deals forward and ensure smooth implementations.

GrowthLoop builds the first composable CDP and agentic marketing platform, helping enterprise marketers use live first-party data from their cloud warehouse to launch targeted campaigns. The company is founder-led and remote-first, with a collaborative, builder-focused culture and customers like Google, Costco, Ford, and Whirlpool.

North America Unlimited PTO

  • Own the end-to-end sales cycle for Mid-market accounts across NAMER, from prospecting to closing.
  • Build a robust pipeline through outbound prospecting, networking, and strategic partnerships.
  • Collaborate cross-functionally with Sales Engineering, Product, and Customer Success to deliver exceptional customer experiences.

Primer provides unified infrastructure for global payments, giving finance and payments teams visibility and control. Backed by top investors like Sofina and Accel, we are a fully remote, globally distributed team building a culture of challenging work with strong support and collaboration.

$70,000–$85,000/yr
US

  • Lead the full sales cycle from prospecting to closing to drive new business and grow existing customer accounts.
  • Cultivate relationships with senior executives and leverage outbound efforts alongside the SDR team.
  • Serve as the voice of the customer, collect feedback, and collaborate with internal teams to drive continuous improvement.

Contentsquare is a digital experience analytics platform that helps businesses understand and optimize user interactions. With a global team and a collaborative culture, we focus on innovation and customer success.

Canada Unlimited PTO

  • Qualify and convert MQLs across all industries in the Mid-Market segment to generate pipeline for the sales team.
  • Proactively source opportunities through targeted outbound efforts to expand reach and impact.
  • Master the pitch and qualification methodology for inbound leads and cold outreach frameworks.

360Learning enables companies to upskill from within using collaborative learning. They have 400+ team members across North America and EMEA, with a culture of convexity and inclusion.

US Unlimited PTO

  • Own and manage high-value target account lists and map complex stakeholder structures.
  • Execute high-quality outbound outreach across phone, email, and LinkedIn to engage senior decision-makers.
  • Consistently generate 10-15 qualified meetings per month with prospective merchants.

Super Payments is a global fintech platform that provides 0% processing fees for merchants using data and AI. Trusted by thousands of businesses and over 4 million customers, the company processes at a run rate of £1.5B and has raised $66M from top investors, with a culture focused on customer obsession, speed, ownership, openness, and collaboration.

Global

  • Research target companies and identify relevant decision-makers to build prospect lists.
  • Run consistent outbound prospecting via telephone, email, and LinkedIn to qualify leads and secure meetings.
  • Record all activity in CRM and report on pipeline contribution to support commercial team goals.

Bluegrass Digital is a software development and digital solutions company based in Cape Town, founded in 1999. They work with local and international clients, designing and building websites, digital platforms, and software applications, and provide technology talent and staff augmentation services.

$240,000–$260,000/yr
US

  • Own a greenfield US territory and build pipeline from scratch without a playbook.
  • Close net new mid-market logos with ACV between $30K and $60K.
  • Run full-cycle, multi-threaded deals with security and engineering buyers.

Sprinto is an autonomous trust platform that centralizes compliance, audit, risk management, and AI governance. Backed by top investors with $31.8M in funding, it serves over 4,000 organizations across 75 countries, with a culture of ownership, transparency, and urgency.

$120,000–$180,000/yr
Canada

  • Qualify and manage marketing-generated inbound sales leads through the full sales cycle.
  • Identify and target top-tier named prospects via prospecting.
  • Work closely with Solution Engineers to propose high value solutions.

Apryse is the industry-leading provider of document software development (SDK) technology, powering everything from desktop software to mobile applications. They have a broad international portfolio with customers like IBM and Microsoft, and their XODO app has over 25 million installs.

US

  • Source and qualify high-risk DTC merchants doing $150K+ monthly revenue through cold outreach and discovery.
  • Conduct first-call discovery to diagnose operational pain in checkout, payments, and fulfillment.
  • Build pipeline and partner with Account Executives to drive sales strategy and merchant engagement.

Phoenix is an autonomous commerce platform for DTC founders that unifies storefronts, checkout, payments, and operations using AI agents. It is a fast-growing company with 8-figure ARR, strong unit economics, and a culture of high ownership and execution.

$80,000–$95,000/yr
Global Unlimited PTO

  • Own high-volume outbound calling and multithread enterprise accounts to create pipeline from scratch.
  • Partner with an Account Executive to convert target accounts into qualified opportunities through sharp account planning.
  • Constantly refine approach by tracking connect rates, meeting rates, and conversion metrics.

Sprinto is an autonomous trust platform that centralizes trust requirements across security frameworks, vendors, and customers. Backed by top-tier investors like Accel and Elevation, with $31.8M in funding and trusted by over 4,000 organizations across 75 countries, they emphasize ownership and impact over hierarchy.

US

  • Run high-volume outbound motion: cold calling, emailing, and LinkedIn prospecting daily.
  • Own the full sales cycle from discovery to closed-won, typically within a short sales cycle.
  • Qualify SMB prospects through sharp, conversational discovery and deliver tailored demos.

Prelude is redefining user authentication and onboarding with OTP solutions that optimize conversion and block fraud. With a team of 60 based in Paris, we value flat structure, in-person collaboration, and small, high-impact teams.

$85,000–$95,000/yr
US Unlimited PTO

  • Build a new business pipeline from scratch through outbound prospecting, cold calling, and referrals.
  • Position Mitratech's background screening solutions to net-new clients and cross-sell across the product suite.
  • Maintain CRM data, answer pre-sale questions, and travel regionally or nationally as needed.

Mitratech is a global technology partner for corporate legal and compliance teams, providing background screening and related software solutions. The culture is proactive and collaborative, emphasizing teamwork, ownership, and continuous improvement.

US

  • Manage own book of business and end-to-end sales pipeline, from prospecting to closing, meeting quotas.
  • Establish a presence in the West territory through market research, networking, and building relationships with the small business community.
  • Proactively prospect for new business using market research, sales tools, and cold prospecting to drive growth.

Justworks helps businesses get off the ground by solving HR issues with a data-driven approach. The company offers a welcoming and casual environment with great benefits, wellness programs, company retreats, and opportunities to learn from leaders in the startup community.

  • Own opportunities from discovery through close, partnering with founders to move qualified prospects through the sales process.
  • Run discovery calls, product demonstrations, pilot conversations, and commercial negotiations.
  • Help build pipeline through outbound prospecting, follow-up, and founder-generated opportunities.

Distill gives every founder and executive a 'mini-me' that does outreach for them. Backed by top tier VCs and founded in 2024 by multi-time founders, Distill is a remote-first team building delightful B2B software.

$70,000–$150,000/yr
US Unlimited PTO

  • Build and manage a healthy pipeline of Mid-Market opportunities through consistent outbound prospecting.
  • Own the full sales cycle from initial prospecting through software demonstrations, proposal, negotiation, and close.
  • Build relationships with multiple stakeholders and develop champions within prospective accounts.

Benchmark Analytics provides a data-driven early intervention system for law enforcement, using machine learning to analyze officer performance. They are a growing company with a focus on impactful technology and a diverse, inclusive workforce.

$75,000–$140,000/yr
US

  • Own the full sales cycle from outbound prospecting through negotiation and close.
  • Act as your own SDR by researching target accounts and building an enterprise pipeline.
  • Manage complex multi-stakeholder deals and partner with the founding team to refine strategy.

This early-stage AI startup develops AI solutions for sales and compensation planning. It is a small, fast-paced team seeking a founding Account Executive to shape go-to-market strategy.

US Unlimited PTO

  • Drive full-cycle sales by identifying and engaging high-potential prospects and re-engaging dormant clients.
  • Conduct outbound prospecting via phone, email, and LinkedIn to present Toptal’s value proposition.
  • Manage the sales funnel and ensure timely CRM documentation while providing leadership with clear forecasts.

Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams on-demand. With $200+ million in annual revenue and team members around the globe, Toptal is the world's largest fully remote workforce, fostering innovation and a fast-paced culture.

UK

  • Hunt new business by targeting enterprise accounts using LinkedIn Sales Navigator, ZoomInfo, and proprietary ABM data.
  • Execute multi-channel outreach including cold emails, calls, LinkedIn messages, and video prospecting to generate interest.
  • Manage the full sales cycle from prospecting and discovery to negotiation and contract execution for B2B marketing solutions.

Madison Logic turns buyer uncertainty into confident action using data-driven insights and strategic expertise to help B2B marketers align decision-makers at every stage. The company has a global team across India, Singapore, the UK, and the US, fostering a culture built on accountability, team, urgency, respect, integrity, and innovation.