Head of Global Mid-Market Sales

UpSlide is the number one productivity solution provider for financial services. Our software dramatically improves the functionality of PowerPoint, Word, Excel, and Power BI and enables users at firms like Citi, KPMG, and BNP Paribas to focus on high-value tasks rather than formatting or copy-pasting. We’re scaling up with 180+ employees across our offices in New York, London, Paris (HQ), Singapore, and Berlin.

Our values ✨

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.

The team 🧑‍🤝‍🧑

This is a brand-new role. As UpSlide's go-to-market approach evolves, we're 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). It's 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.

Team goals 🎯

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. 

Your responsibilities 🖋️

Team leadership & coaching (~40%)

• Own the team's 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 team's 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

Your goals ⚡

• 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: you'll 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

We’d love it if:

• You speak French (not required, but a plus — a large part of the team and company culture is French)

• You've managed multi-country / distributed sales teams (UK, France, US)

• You've operated in a fast-growth B2B SaaS environment

✨ If you don’t tick all the boxes but you think you’d be a great fit, please apply and tell us why.

Recruitment process

• 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 you'd 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

🚀 We'll conduct a reference check to learn how to help you thrive!

⚡ On average, our process lasts 3 weeks.

What we offer

Make a real difference and be at the very centre of a self-funded and growing SaaS company (doubling every two years for the past 10 years)!

• Both offices (Paris & London):

  • 🌍 International environment: Start-up with five offices (Paris, London, Berlin, New York, Singapore) and users in more than 60 countrie

  • 💻 Hybrid work: 3 days in-office per week

  • 🧑‍💻 Work-from-home budget: €500 WFH equipment budget

  • 🌱 Training & professional development: Collaboration with our sister company, IPH, who 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)

• London office only:

  • ⏰ Flexi-work: Flexible working hours

  • 💆‍♀️ Wellness package: £45 per month for physical and mental wellness activities

  • 👶 Parental leave: Paid parental leave for the birthing/non-birthing parent and help for parents of children under seven

    • Birthing parent: 14 weeks of fully paid leave

    • Non-birthing parent: 4 weeks of fully paid leave

    • Additional benefits: flexible return to work options, and additional 5 days fully paid

    • 4 days fully paid leave for sick children up to 6 years old or up to €1,800 for childcare reimbursement

  • 🏠 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.

  • ✈️ 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)

• Paris office only:

  • 💆‍♀️ Wellness package: 50€ per month for physical and mental wellness activities

  • 👶 Parental leave: Paid parental leave for the birthing/non-birthing parent and help for parents of children under seven

  • 🏠 Beautiful office: Office near l'Opéra (1er arrondissement) – a vibrant space with beautiful common areas and meeting rooms, a nap room, bike storage and showers, tea/coffee, etc.

  • ✈️ Holidays: 25 vacation days and 9 RTT (with one taken for Solidarity Day)

  • ✅ General: Tickets restaurants (Swile), healthcare (mutuelle - Alan), transportations (50% reimbursed)

More about UpSlide

• On top of exciting business challenges in a fast-growing market, you will find a friendly, caring, and challenging culture

• You will be met with opportunities to acquire new skills, learn from others in a multicultural environment, and grow as a person

• UpSlide employees have committed to making a positive impact on the world. We obtained B Corp certification in 2022 with strong commitments toward our employees, community, clients, suppliers, and the environment. UpSlide is now 30% owned by employees
  More info here: upslide.net/en/from-a-to-b-corp-our-mission-for-positive-impact/

• UpSlide was ranked #1 best place to work in 2019 and #1 best place to work in 2020 in the category “best company for remote work”
  More info here: upslide.net/en/happiness-at-work-recipe/

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 you’ve joined UpSlide ✨