Head of Global Mid-Market Sales
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Job Summary
Our values guide our approach to work and are at the heart of our recruitment process. To join our team we look for individuals who value:
Excellence: We think that every detail counts and we place great importance on the quality of our deliverables.
Trust: We are passionate committed and free to act with autonomy.
Happiness at work: We enjoy looking on the bright side and we share our enthusiasm with our colleagues and clients.
This is a brand-new role. As UpSlides go-to-market approach evolves were introducing a dedicated Mid-Market motion distinct from Enterprise each with its own team and process.
You will lead the Global Mid-Market Sales team reporting directly to Alexandra Chiaramonti (CCO). Its a truly global scope: the team spans the UK France and the US - 10 to 15 Account Executives in total a mix of experienced closers who chose to specialize in this segment and more junior profiles recently promoted from BDR/SDR roles who are stepping into closing responsibility for the first time.
Build a fast simple scalable sales motion for this segment with a shorter sales cycle while freeing up the Enterprise team to focus where they matter most.
Team leadership & coaching (40%)
Own the teams aggregated ARR target across the UK France and US
Get to know the team quickly and identify where improvement is needed
Coach reps by leading through example: shadow calls review calls give direct live feedback
Run the teams rhythm: pipeline reviews team meetings 1:1 coaching and hands-on sales challenges (e.g. cold-calling pushes)
Process design & scale (35%)
Full mandate to rebuild the Mid-Market sales playbook making it faster and easier for the team to navigate
Design a simplified repeatable process that significantly reduces the sales cycle
Partner closely with RevOps on data account segmentation and territory definition
Partner closely with Marketing on lead generation and pipeline
Strategic partnership with leadership (25%)
Reporting directly to Alexandra you will operate with full autonomy and move fast
Bring an external benchmark: UpSlide is looking for outside perspective on what good looks like in Mid-Market sales
Represent the Mid-Market segment in cross-functional planning
3 months: Team structure finalised. First routines and cadences running.
6 months: Team hitting its revenue targets.
9 months: Mid-Market segment scaling beyond its initial setup.
Beyond these milestones this is a ground-floor opportunity: youll be building a brand-new team and function from scratch with a direct line to the C-level and real latitude to shape how UpSlide sells to this segment going forward.
You are a great fit if you have:
2 years managing junior-to-mid Account Executives with 5 years of total sales experience
Proven experience managing a sales team with direct personal accountability for results
A track record of building or simplifying a sales process to drive speed and consistency
Experience coaching a mixed-seniority team hands-on shadowing calls reviewing deals leading by example
Full professional fluency in English (mandatory) and comfortable with modern sales tooling (Salesforce Gong Power BI or equivalents)
A direct proactive low-ceremony communication style comfortable with autonomy and fast iteration
Wed love it if:
You speak French (not required but a plus a large part of the team and company culture is French)
Youve managed multi-country / distributed sales teams (UK France US)
Youve operated in a fast-growth B2B SaaS environment
If you dont tick all the boxes but you think youd be a great fit please apply and tell us why.
Initial screening with Yann Mokoko (Talent Acquisition) - get to know your background and motivations present UpSlide and its challenges and answer your questions
Interview with Alexandra Chiaramonti (CCO) ideally face-to-face - dive into your sales leadership experience and how youd approach the role
Task & case study with a panel including Alexandra and other members of our Executive team - a hands-on exercise on a real Mid-Market sales challenge
Final conversation with a member of our Executive team - culture fit and final validation
Well conduct a reference check to learn how to help you thrive. On average our process lasts 3 weeks.
International environment:Start-up with five offices (Paris London Berlin New York Singapore) and users in more than 60 countries
Training & professional development:Collaboration with our sister company IPH which provides UpSliders with training on key soft skills and management
Company events:Office socials and international company events (e.g. annual company seminar team seminar and sustainability actions taken throughout the year)
Beautiful office:An inspiring eighth-floor corner office near Liverpool Street with beautiful common areas and meeting rooms a balcony with a view bike storage and showers tea/coffee etc.
Hybrid work:3 days in-office per week
Work-from-home budget: 500 WFH equipment budget
Flexi-work: Flex your schedule however works (e.g. bank hours across the fortnight to take a Friday off)
Wellness package:45 per month for physical and mental wellness activities
Family support:
Paid parental leave for birthing and non-birthing parents
4 days fully paid leave for sick children up to 6 years old or up to 1800 for childcare reimbursement
Flexible return to work options
An additional 5 days are fully paid within 6 months after becoming a parent
Holidays:25 days plus public holidays & a half-day of additional holiday per year of full service (up to 5 additional days)
Pension: Pension contributions (with matched contributions up to 5% after one year)
Health insurance: Opportunity to opt into a health insurance plan (Vitality)
As a B Corp-certified company we have strong commitments toward our employees community clients suppliers and the environment. We strive to create an environment where everyone feels welcome. This commitment to diversity and inclusion is applied in our recruitment process and your employee experience once youve joined UpSlide
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Required Experience:
Director
