Mid-Market Sales Leadership Director

Big Internet Seller Services Inc

Lead Ashby’s Mid-Market sales organization across AMER using SaaS leadership and sustainable pipeline generation practices. This is a remote-first leadership role.As a senior B2B SaaS sales leader, you will oversee three managers initially, growing to four in Q2. You will lead Managers and Account Executives, execute regional revenue plans, and expand opportunities across new verticals and products.Key Responsibilities:
Hire, lead, coach, and develop Managers and Account ExecutivesOwn regional revenue and results across AMERFoster high-caliber execution across all sales segmentsPartner with Revenue Operations and MarketingExpand Ashby’s market through new verticals and productsRequirements:
Second-line sales leadership at a $100M+ growth SaaS companyExperience hiring high-performing Managers and Account ExecutivesMid-Market sales-led go-to-market experience with 100-1000 FTEExpertise in modern pipeline generation and sustainable coverageAbility to develop multi-product and competitive replacement strategiesGuide Ashby’s Mid-Market growth through accountable leadership, pipeline strategy, and expansion across new products and verticals.
#J-18808-Ljbffr

Apply

Vacancy posted 2 hours ago

Similar jobs that could be interesting for youBased on the Mid-Market Sales Leadership Director in Winnipeg, MB vacancy

Mid-Senior Sales & Marketing Professionals
...Hire Resolve is assisting Sales & Marketing organizations in hiring experienced Sales & Marketing professionals for mid–senior opportunities across Canada. This is a multi-role... ...senior stakeholders, and progress toward leadership pathways such as Head of Sales, Head of Marketing...
Suggested
Full time
Hire Resolve.com
Winnipeg, MB
more than 2 months ago
Director, Mid-Market Sales - Canada
...workings of a food distribution center. Our top sales team members seek to learn the ins and... ...Canadian teams, including second line leadership experienceExperience leading full-cycle... ...Our compensation program delivers above-market total compensation through a combination...
Suggested
Long term contract
Full time
Internship
Remote work
Flexible hours
1 day per week
Samsara
Winnipeg, MB
2 hours ago
Sales Director, Mid-Market Canada
...who support one another and share a passion for cybersecurity. What We Are Looking ForWe’re looking for a results‑driven Sale Director, Mid‑Market to help accelerate Airlock Digital’s growth across organizations. This is a true Mid‑Market individual contributor role focused...
Suggested
Internship
Remote work
Airlock Digital
Winnipeg, MB
2 hours ago
Sales Manager, Mid-Market
$171.64k - $257.46k per year
...anyone to take payments and never miss a sale, we saw sellers stymied by disparate,... ...Influence Partner closing with sales Leadership, Marketing, Enablement, Operations and Product to improve... ...organizational health. Block takes a market-based approach to pay, and pay may vary...
Suggested
Long term contract
Temporary work
Remote work
Worldwide
Flexible hours
Block
Winnipeg, MB
2 hours ago
Head Of Mid Market Sales
$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... ...oversee sales managers and account executives, building a strong leadership team while establishing strategies that consistently deliver...
Suggested
Remplacement
Long term contract
Work at office
Remote work
Flexible hours
Jobgether
Winnipeg, MB
2 hours ago
Global Director, Mid-Market Onboarding
...getting started. How You'll Make an Impact: As Global Director, Mid-Market Onboarding, you will own and scale the onboarding function... ...and improve their experience. Your charter is to get leadership in place and be maniacal about customer experience while building...
Long term contract
Contract work
Internship
Work at office
Local area
Remote work
Work from home
Home office
Cloudbeds
Winnipeg, MB
2 hours ago
Head Of Mid Market Sales, Americas
...genuinely love during an AI-fueled market expansion. Over 5,000... ...industries, and internationally. For sales reps, that means a large... ...AEs advancing to Enterprise & Leadership roles in just a few years — 38... ...leader to lead our high performing Mid‑Market sales team in AMER. The...
Long term contract
Work at office
Remote work
Ashby, Inc.
Winnipeg, MB
2 hours ago
Head Of Mid Market Sales Americas
Lead Mid Market sales across the Americas remotely, using B2B SaaS expertise and coaching to scale performance and sustainable revenue growth.As Head of Mid Market Sales, you will guide a second-line leadership organization across the Americas. You will oversee sales managers...
Remote work
Jobgether
Winnipeg, MB
2 hours ago
Mid-Market Account Executive Sales
Drive consultative sales for Blacksmith Agency remotely across the USA or Canada, using... ...Build high-value client relationships.As a Mid-Market Account Executive, you will sell project-... ...will partner with SDRs, strategists, and leadership to win and expand valuable client...
Remote work
Blacksmith Agency LLC
Winnipeg, MB
2 hours ago
Director Mid Market Credit Risk
Lead complex credit adjudication for National Bank’s Mid-Market sector from Calgary, Edmonton, or Vancouver, using financial analysis and credit expertise.As Director on the Western Credit Risk Management team, you will analyze diversified industry financing and guide sound...
Banque Nationale du Canada
Winnipeg, MB
2 hours ago
Mid-Market Account Executive Sales
Drive Square’s mid-market growth through outbound sales, consultative selling, and complex multi-product deals across diverse merchant industries.As a Mid-Market Account Executive, you will build, shape, and close your own pipeline at Square. You will manage sophisticated sales...
Block
Winnipeg, MB
2 hours ago
Enterprise Sales Leadership Director
Lead enterprise sales growth through team development, executive engagement, and consultative selling in a collaborative, fast-paced environment. Guide Account Executives toward stronger results.This Sales Leader manages and develops Account Executives while shaping customer...
Salesforce, Inc.
Winnipeg, MB
2 hours ago
Senior Mid-Market Sales Executive
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...
Square
Winnipeg, MB
2 hours ago
Infrastructure Marketing Director | Hybrid Leadership
Stantec is seeking a Director of Marketing to lead the Infrastructure BOU across North America. You will shape integrated marketing plans, guide campaigns, and partner with regional leaders to align with business priorities. This role requires a high-performing, collaborative...
®
Winnipeg, MB
2 hours ago
Global Director, Mid-Market Onboarding (Remote)
Cloudbeds is seeking a Global Director, Mid-Market Onboarding to lead the onboarding function for our fastest-growing segment. You will guide mid... ...deployment velocity and customer satisfaction, and partner across Sales, Product, Support, and Account Management. #J-18808-Ljbffr
Contract work
Remote work
Cloudbeds
Winnipeg, MB
2 hours ago
Director Of Marketing With Ai Leadership
Lead innovative marketing at Search Atlas, an agentic marketing platform based in Canada.... ...transform marketing efficiency. As the Director of Marketing, you will play a pivotal role... ...This player-coach position demands both leadership and practical execution, allowing you to...
Search Atlas
Winnipeg, MB
2 hours ago
Sales Leadership Director Revenue Growth
Drive revenue growth at iFinance with sales forecasting, CRM discipline, and... .... Regular travel connects leadership with teams across Canada.The Sales Director owns national sales reporting and... ...reporting automation with IT and Marketing. The role also requires coaching Business...
Iceberg Finance
Winnipeg, MB
2 hours ago
Mid-Market Veterinary Sales Executive - Remote
...groups and multi-clinic practices. As a Mid-Market Account Executive for Veterinary, you close... ...collaborating with SDRs, strategists and leadership to win high-value deals. This is a... ...deep discovery, and managing multi-step sales cycles across the veterinary sector. #J...
Remote work
Blacksmith Agency LLC
Winnipeg, MB
2 hours ago
Director Of Marketing And Sales
$85k - $95k per year
The Grand Theatre in London Ontario is seeking a senior level Director of Marketing and Sales with strong leadership and strategic planning skills as well as demonstrated experience in leading and motivating sales and marketing teams to cover a maternity leave from February...
Long term contract
Temporary work
Internship
Work at office
Local area
Work from home
pillarnonprofit.ca
Winnipeg, MB
2 hours ago
Director - Sales And Marketing
...professional well-being. Role OverviewThe Director - Marketing and Business Development will lead the... ..., Principals and Directors to oversee sales and marketing initiatives established... ...execution support. You will play a key leadership role in supporting partners with their...
Internship
Work at office
Afternoon shift
Grewal Guyatt
Winnipeg, MB
2 hours ago
Global Director Of Mid-Market Onboarding (Remote)
Cloudbeds is seeking a Global Director of Mid-Market Onboarding to own and scale onboarding for our fastest-growing customer segment. You will lead a distributed team responsible for guiding mid-market customers from contract to go-live, adoption, and transition to Account Management...
Long term contract
Contract work
Remote work
Canada Job Posts
Winnipeg, MB
2 hours ago
Market Sales Director
$100k - $115k per year
Harvey Nash is seeking a Market Sales Director to build, lead, and scale a specialized technology market. This role is designed for a commercially... ...combine personal sales and recruiting execution with team leadership, market strategy, account development, and P&L...
Long term contract
Temporary work
Shift work
Harvey Nash Group
Winnipeg, MB
2 hours ago
Market Sales Director
$160k - $225k per year
...blend of innovation and service excellence. As Tiffany’s Market Sales Director you will: Be responsible for leading and driving the performance... ...Sales Director combines strategic vision with hands‑on leadership to activate commercial opportunities, build high‑performing...
Local area
Brobston Group
Winnipeg, MB
2 hours ago
Client Account Manager, Mid-Market Sales
Client Account Manager, Mid-Market Sales (Goods)Location: Toronto, CanadaDepartment: SalesReddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit...
Remplacement
For contractors
Work at office
2 days per week
1 day per week
Reddit
Winnipeg, MB
2 hours ago
Sales Enablement Manager, Strategic & Mid-Market
...professionals and law firms of every size to work smarter, faster, and more securely.We are currently seeking a Strategic and Mid-Market Sales Enablement Manager to join our Revenue Enablement team. This role reports to the Senior Manager, Sales Enablement and is the...
Daily paid
Work at office
Local area
Flexible hours
Clio
Winnipeg, MB
2 hours ago
Client Partner, Director - Mid Market Banking, Toronto
Job Title: Client Partner: Mid Market Banking - Director (for vacant role) We are looking for a Mid Market Banking Client Partner to join our dynamic... ...’s go-to-market team, accountable for client strategy, sales growth, and the successful delivery of services within your...
Internship
Work at office
Immediate start
Slalom
Winnipeg, MB
2 hours ago
Strategic & Mid‑market Sales Enablement Lead
Clio, the global leader in legal AI technology, seeks a Strategic and Mid-Market Sales Enablement Manager to empower the Revenue Enablement team across new business and customer sales. You will own segment outcomes, build playbooks, and ensure content stays aligned with evolving...
Clio
Winnipeg, MB
2 hours ago
Solutions Consultant, Post Sales, Mid-Market
$10k per year
...the place to do it. About The RoleSolutions Consultants, Post-Sales at Ramp partner with Account Management to deepen and expand... ...operations stakeholders. This role is focused on Commercial and Mid-Market customers, supporting high-growth companies with standardized financial...
Full time
Work at office
Work from home
Relocation
Home office
Flexible hours
Ramp
Winnipeg, MB
2 hours ago
Mid-Market Sales Account Manager At Fortinet
Elevate your career with Fortinet as a Regional Account Manager specializing in Mid-Market Sales. Join a pioneering cybersecurity team and leverage your sales expertise to drive growth across diverse territories. In this pivotal role, you will manage sales opportunities, establish...
Fortinet, Inc.
Winnipeg, MB
2 hours ago
Sales & Marketing Director
$64k per year
...We are seeking a candidate who demonstrated sales experience, a commitment to excellent customer service, and an interest in helping... ...community and the broader community. Develop, promote, and implement marketing plans and events. Help clients understand available care and...
Local area
Confidential
Winnipeg, MB
2 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Mid-Market Sales Leadership Director. Be the first to apply!