A day in the life of a Wingman Telemarketer

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Helping MSPs and vendors to grow – one quality conversation at a time

Telemarketing is about more than just dials and scripts. It’s about representing our MSP and vendor clients with professionalism, personality, and precision – whether we’re calling into the UK, the US, or Canada. Every day, our team works as an extension of the businesses we represent, driving pipeline growth through strategic, high-quality outreach.

With teams based in Texas, US and Essex, UK, we’re well-positioned to connect with prospects across multiple time zones, aligning our calling efforts with the needs of our clients and their target markets.

Morning Telemarketing Research


Mornings that start with purpose

Each day begins with preparation. Our telemarketers start by reviewing the client they’re representing that day – be it an MSP or a vendor – and refreshing themselves on the specific goals, messaging, and audience for the campaign.

They also review important callbacks, meeting confirmations, and any previous engagement data to ensure high-priority prospects are followed up with promptly. If any meetings are scheduled that day, we call ahead to reconfirm attendance – this small step has a big impact on meeting show-up rates, particularly for clients with meetings across different time zones in the UK, North America, and beyond.

Focused, informed outreach

Once calling begins, it’s about intelligent conversations – not just numbers. Our team dives into the data, qualifying prospects with detailed discovery. They identify decision-makers, determine user counts, understand existing IT setups, and gather insights about current MSP relationships or contract timelines.

All of this information helps us build value over time – so our clients can enter conversations with clear context.

When a prospect is ready to move forward, our team books the meeting live during the call, using tools like Calendly or Microsoft Bookings. This seamless handoff makes it easy for our clients to stay in sync with their growing pipeline.


Live MSP Telemarketing Data


Full access, full transparency

Transparency is built into everything we do. All of our clients are given full access to our CRM service during campaigns. That includes:

  • Live access to call stats and activity
  • Real-time updates and detailed notes
  • Direct access to call recordings
  • A clear view of all booked meetings

When our team schedules a meeting, the associated call recording is automatically shared with the client. This means no guesswork – our clients know exactly what was said and can prepare for the conversation with confidence.

We also follow up with prospects via email, using the client’s domain. This helps reinforce the brand and creates a consistent, trusted communication experience.


MSP Telemarketer


Performance, collaboration, and consistency

Throughout the day, performance stats are tracked live in the office – talk time, dials, connects, and conversation quality. The goal is always to stay balanced: high activity, but never at the cost of meaningful engagement. A hundred dials may look impressive, but it’s the conversations that move the needle.

Collaboration is also key. Our telemarketers regularly check in with team leads and peers, asking for advice or adjusting their pitch based on real-time feedback. Whether it’s a tricky objection from a CTO in Chicago or a promising lead in Manchester, the team works together to keep the approach sharp.

At the end of each day, the team gathers to review results, reflect on wins, and identify areas to improve. It’s structured, but supportive – always focused on delivering the best possible outcomes for our clients.

Across the UK, US, and Canada, Wingman helps MSPs, and vendors create consistent, qualified sales opportunities. Our telemarketing team brings the energy, the strategy, and the discipline needed to turn cold data into warm leads – day in, day out.

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