Senior Mid-Market Sales Executive
Square
Drive Square’s mid-market growth through outbound selling, consultative discovery, and complex multi-product deals with merchants across diverse industries.As a Senior Sales Account Executive on Square’s Mid-Market Team, you will build, shape, and close your own pipeline. You will manage sophisticated deals from prospecting through negotiation and final close. The work combines strategic execution, hunter instincts, and consultative selling.Key Responsibilities:
Own the full outbound sales cycle with mid-market merchantsBuild pipeline through cold outreach and targeted campaignsDevelop tailored multi-product solutions across Square’s ecosystemConduct discovery, demos, negotiations, and complex deal closingMaintain Salesforce pipeline discipline and forecasting accuracyRequirements:
Five-plus years of full-cycle B2B sales experienceConsistent quota achievement and net-new business creationExperience closing complex, multi-threaded dealsExceptional communication, presentation, and negotiation skillsAdvanced Salesforce proficiency and a bachelor’s degree or equivalentUse outbound prospecting, consultative selling, and Salesforce expertise to grow Square’s mid-market merchant base.
#J-18808-Ljbffr
Own the full outbound sales cycle with mid-market merchantsBuild pipeline through cold outreach and targeted campaignsDevelop tailored multi-product solutions across Square’s ecosystemConduct discovery, demos, negotiations, and complex deal closingMaintain Salesforce pipeline discipline and forecasting accuracyRequirements:
Five-plus years of full-cycle B2B sales experienceConsistent quota achievement and net-new business creationExperience closing complex, multi-threaded dealsExceptional communication, presentation, and negotiation skillsAdvanced Salesforce proficiency and a bachelor’s degree or equivalentUse outbound prospecting, consultative selling, and Salesforce expertise to grow Square’s mid-market merchant base.
#J-18808-Ljbffr
Vacancy posted 37 minutes ago
Similar jobs that could be interesting for youBased on the Senior Mid-Market Sales Executive in Winnipeg, MB vacancy
- ...Hire Resolve is assisting Sales & Marketing organizations in hiring experienced Sales & Marketing professionals for mid–senior opportunities across Canada. This is a multi-role campaign spanning several commercial functions, including business development, key account management...SeniorFull time
- Drive consultative sales for Blacksmith Agency remotely across the USA or Canada, using deep discovery and confident virtual selling. Build high-value client relationships.As a Mid-Market Account Executive, you will sell project-based engagements and ongoing marketing services...SuggestedRemote work
Blacksmith Agency LLC
Winnipeg, MB37 minutes ago $193.44k - $290.16k per year
The RoleAt Square, we’re re-imagining how mid‑market businesses grow. As a Senior Sales Account Executive on our Mid-Market Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You’ll run sophisticated...SeniorLocal areaRemote workFlexible hoursSquare
Winnipeg, MB43 minutes ago$190k per year
...position that makes your heart skip a beat. Come join us and help us build a global company where we're all proud to belong.Senior Account Executive - Mid-Market (Ontario & Quebec ONLY) Sales Remote - Ontario, Canada We can only hire candidates in Ontario & Quebec at this...SeniorLive outWork at officeRemote workHubSpot
Winnipeg, MB37 minutes ago- ...serving veterinary groups and multi-clinic practices. As a Mid-Market Account Executive for Veterinary, you close new veterinary business and grow the... ...in virtual selling, deep discovery, and managing multi-step sales cycles across the veterinary sector. #J-18808-LjbffrSuggestedRemote work
Blacksmith Agency LLC
Winnipeg, MB39 minutes ago - ..., flexible, team-oriented individuals with an appetite for the excitement and constant changes of the IT industry. The ICT Senior Sales Executive is accountable for growing and managing Epic’s government and public sector portfolio. This role will focus solely on public sector...SeniorLong term contractFull timeContract workWork at officeFlexible hours3 days per week
$100k per year
...who are both high-performing and kind, Quandri is the place for you. About the RoleQuandri is hiring a Mid-Market Account Executive. You will run the complete sales cycle with the biggest and best insurance brokerages and agencies across North America. You will work alongside...Long term contractInternshipWork at officeShift workQuandri Technologies, Inc.
Winnipeg, MB36 minutes ago$100k - $200k per year
...build Summit as a leader in the Canadian Commercial Insurance market.If you’re a sales-driven professional with a customer-first mindset who... ...grow your career.We’re looking for a Commercial Account Executive to join our team. This is a fantastic opportunity for someone...Work at officeLocal areaWork from homeFlexible hoursSummit
Winnipeg, MB37 minutes ago$25k - $150k per year
...understand how you approach problems, learn, and what motivates you. About the RoleAs a Mid-Market Account Executive, you'll be central to Rose Rocket's growth, owning the full sales cycle for our most complex and high-value opportunities, accounts ranging from $25,000...Long term contractContract workWork at officeWork from homeRose Rocket Inc.
Winnipeg, MB40 minutes ago$150k - $165k per year
Working as part of Absolute’s award-winning Sales team, Mid-Market Account Executives are primarily responsible for prospecting for new customers, relationship building with our partners, and meeting quarterly sales goals.While the role’s primary focus is new account acquisition...Daily paidWork at officeImmediate startRemote workAbsolute Security
Winnipeg, MB38 minutes ago- ...inflection point. We have strong product-market fit and world-class investor support.... ...getting started. Role OverviewAs a Mid Market Account Executive at Harvey, you will drive the growth... ...exceed revenue targets and other key sales metrics. Build strong relationships...Work at office
Harvey
Winnipeg, MB43 minutes ago - As an Account Executive on the North American Mid-Market team, you are responsible for driving revenue in North America with a focus on the mid-market segment... ...You are committed to learning and executing our proven sales methodologies to hit your quota and grow your sales...Remote workFlexible hours
360learning
Winnipeg, MB40 minutes ago $110k - $130k per year
...cities, commercial real estate market, and ESG reporting frameworks... ...commitments.The role We’re scaling a mid‑market and institutional... ...learning to navigate VP and senior‑Director‑level conversations,... ...Nous recherchons un·e Account Executive motivé·e qui prendra en charge...SeniorDaily paidContract workApprenticeshipInternshipWork at officeFlexible hours3 days per weekAlveole Field Operations
Winnipeg, MB37 minutes ago$400k per year
...fun sessions and celebrations that are often open to the entire organization.Position Summary Reporting to the Sales Director, the Mid‑Market Account Executive will own the full sales cycle for new business across the Payments, e‑Commerce, Financial Services, and...Long term contractPermanent employmentFull timeWork at officeLocal areaWorldwideFlexible hours3 days per weekTrulioo
Winnipeg, MB40 minutes ago- TransUnion busca un Ejecutivo de Cuentas, Inside Sales, para gestionar y hacer crecer una cartera asignada de clientes mediante ventas proactivas por teléfono y de forma virtual. Reportará al Inside Sales Manager y trabajará para lograr objetivos de ventas en toda la línea...Remote work
TransUnion
Winnipeg, MB41 minutes ago $171.64k - $257.46k per year
...take payments and never miss a sale, we saw sellers stymied by... ...everyone around them. As a Senior Sales Manager, you'll lead a team... ...approximately 10 Senior Account Executives while owning one of our most... ...closing with sales Leadership, Marketing, Enablement, Operations and...SeniorLong term contractTemporary workLocal areaRemote workWorldwideFlexible hoursSquare
Winnipeg, MB43 minutes ago$352k - $418.5k per year
...As Head of Mid Market Sales, you will lead and scale a high-performing sales organization across the Americas, driving sustainable revenue... ...SaaS environment. You will oversee sales managers and account executives, building a strong leadership team while establishing strategies...SeniorRemplacementLong term contractWork at officeRemote workFlexible hoursJobgether
Winnipeg, MB38 minutes ago$110k - $130k per year
...auprès des PME. Nous recherchons un·e Account Executive motivé·e qui prendra en charge l'ensemble... ...à Montréal, sous la responsabilité du Sales Manager. Vous participerez directement à... ...du cycle de vente sur le segment mid-market et institutionnel, de la découverte jusqu...Daily paidApprenticeshipWork at officeFlexible hoursDay shiftALVEOLE
Winnipeg, MB38 minutes ago- ...MaintainX is a leading mobile-first work execution platform for industrial and frontline teams. More than 15,000 customers... ...looking for an experienced Expansion Account Executive, Mid-Market to join our dynamic sales team. You would play a crucial role in driving sales growth...Long term contractRemote work
MaintainX
Winnipeg, MB37 minutes ago $20k - $100k per year
...bring the Internet of Things to mid-sized customers, building... ...sensor data to customers. Typical sales will be $20k to $100k, and... ...negotiations, and selling to executives and CXOs.This is a remote position... ...compensation program delivers above-market total compensation through a...Long term contractFull timeRemote workFlexible hours1 day per weekSamsara
Winnipeg, MB40 minutes ago$20k - $100k per year
Remote in Canada, sell Samsara’s Connected Operations Cloud using prospecting and executive-level negotiation skills. Bring IoT data to mid-sized customers through complex sales.As a Mid-Market Account Executive, you will build Samsara’s business with typical sales ranging...Remote workSamsara
Winnipeg, MB44 minutes ago- ...skills. Grow every account you win.Blacksmith Agency seeks a Mid-Market Account Executive for Roofing within its AI-first digital agency. You will... ...and confident communication.Key Responsibilities: Own full sales cycles from discovery through closeConvert warm and inbound...For contractorsWork at officeRemote work
Blacksmith Agency LLC
Winnipeg, MB36 minutes ago - ...retention and expansion for Nitro across North America, using customer engagement and consultative sales to grow existing accounts.As a Mid-Market Customer Account Executive, you will advise customers, execute sales strategy, identify needs, and sell appropriate Nitro solutions...
Nitro Software
Winnipeg, MB37 minutes ago - Blacksmith Agency is expanding its sales team across the US and Canada. As Mid-Market Account Executive, you drive growth across project engagements and ongoing marketing services, leading with consultative, high-value sales in a remote environment. You will own the full sales...Remote work
Blacksmith Agency LLC
Winnipeg, MB37 minutes ago - Elevate your sales career as a Mid-Market Account Executive at Quandri in Vancouver. Leverage your experience to drive AI transformation for insurance agencies and improve the client experience across North America. At Quandri, your role will encompass all sales activities,...
Quandri Technologies, Inc.
Winnipeg, MB41 minutes ago $20k - $100k per year
Drive mid-market sales for Samsara’s Connected Operations Cloud remotely from Canada, using prospecting and consultative selling to reach operational businesses.As a Mid-Market Account Executive, you will bring Internet of Things solutions to medium-sized customers. You will...Remote workSamsara
Winnipeg, MB37 minutes ago- ...boutique commercial insurance firm headquartered in Kelowna, seeks a Commercial Account Executive to manage and grow a portfolio of commercial clients across Canada. You will drive sales, deliver tailored coverage, and ensure a seamless client experience from quote to bind....Work at officeFlexible hours
Summit
Winnipeg, MB37 minutes ago - ...commercial insurance firm in Kelowna serving most of Canada, seeking a Commercial Account Executive to manage a growing portfolio and deliver tailored coverage solutions. You will drive sales, engage clients across industries, and collaborate with underwriting, account...Flexible hours
Summit Commercial Solutions
Winnipeg, MB37 minutes ago - Elevate your sales career with 360Learning as a Mid-Market Account Executive. Focus on driving revenue and cultivating client relationships in North America’s mid-market segment. In this impactful role, you will leverage your B2B SaaS experience as part of the North American...
360learning
Winnipeg, MB41 minutes ago - Shape Mid-Market growth for Scotiabank in Edmonton through business development, talent coaching... ...Commercial Banking, you will own market execution and help deepen relationships across a... ...Extensive experience leading commercial banking sales teamsStrong understanding of Canada’s...
Scotiabank
Winnipeg, MB37 minutes ago
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Senior Mid-Market Sales Executive. Be the first to apply!
Related searches
- senior disability case manager Winnipeg, MB
- senior hardware engineer Winnipeg, MB
- senior cook Winnipeg, MB
- amica senior lifestyles Winnipeg, MB
- senior building operator Winnipeg, MB
- senior project manager Winnipeg, MB
- senior communications Winnipeg, MB
- sr. IT support analyst Winnipeg, MB
- senior marketing Winnipeg, MB
- senior manager investigations Winnipeg, MB