Michael Cheshire

Head Of Sales at Tall Bob
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Location
AU

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5.0

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Nikita Mehta

I’ve had the pleasure of working with Chesh as my coach this year and his guidance and perspective had had a profound impact on me. My self awareness and people focus as a leader has grown immensely in a short space of time. I credit that to his practical and real advice, and incredible ability to cut through the noise and tackle the truth. I highly recommend him for anyone who is up for true self mastery and growth as a leader.

Stephen Calacouras

I found Michael to be a professional, energentic people leader who inspired those around him. Michael has an ability to provide a very clear direction and vision to his team. He is a clear communicator,extremely engaging and a pleasure to work with.

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Experience

    • Australia
    • Software Development
    • 1 - 100 Employee
    • Head Of Sales
      • Jun 2022 - Present

      A global SMS messaging and customer communication platform that helps businesses communicate with customers both directly through a rich web platform or through leading software and technology services. TallBob adds more than messaging and communication, it provides the analytics and insights that drive real customer performance. A global SMS messaging and customer communication platform that helps businesses communicate with customers both directly through a rich web platform or through leading software and technology services. TallBob adds more than messaging and communication, it provides the analytics and insights that drive real customer performance.

    • United States
    • Manufacturing
    • Director
      • May 2021 - Present

      Requested by some of the fastest growing technology businesses, most recently Afterpay to consult, coach and train sales and marketing teams to successfully manage the challenges, opportunities and drive sales performance in fast moving, competitive SaaS, Tech, Retail, B2B and B2C environments. Requested by some of the fastest growing technology businesses, most recently Afterpay to consult, coach and train sales and marketing teams to successfully manage the challenges, opportunities and drive sales performance in fast moving, competitive SaaS, Tech, Retail, B2B and B2C environments.

    • Australia
    • Telecommunications
    • 100 - 200 Employee
    • Chief Sales Officer (CSO)
      • Jul 2019 - Sep 2021

      Mesage Media is a high growth, global technology company connected into the SaaS ecosystem as Australia's largest messaging provider serving over 50,000 SME, Mid Market, Corporate and Government customers across the world. Promoted into the role to provide structure, definition and grow the sales organisation which consisted of diverse sales areas including Inside Sales - SME business unit, Mid Market development and account team, Channels and partnerships across AU and strategic input… Show more Mesage Media is a high growth, global technology company connected into the SaaS ecosystem as Australia's largest messaging provider serving over 50,000 SME, Mid Market, Corporate and Government customers across the world. Promoted into the role to provide structure, definition and grow the sales organisation which consisted of diverse sales areas including Inside Sales - SME business unit, Mid Market development and account team, Channels and partnerships across AU and strategic input globally.

    • Sales Director
      • Jan 2018 - Jul 2019

    • United Kingdom
    • Capital Markets
    • Director Sales and Marketing
      • Feb 2017 - Jan 2018

      After selling Symmetry Networks to this business, I was brought on to transition and also support the development of a high functioning Sales and Marketing team in preparation for an eventual sale. The strategic objective was to expand and simplify the range of telecommunication services sold through one integrated technology platform backed by hosted and managed services. This required a SaaS and IaaS approach to the sales and marketing methodology. After selling Symmetry Networks to this business, I was brought on to transition and also support the development of a high functioning Sales and Marketing team in preparation for an eventual sale. The strategic objective was to expand and simplify the range of telecommunication services sold through one integrated technology platform backed by hosted and managed services. This required a SaaS and IaaS approach to the sales and marketing methodology.

    • Australia
    • IT Services and IT Consulting
    • 1 - 100 Employee
    • General Manager - Owner
      • Nov 2012 - Jan 2017

      Successfully built a start up cloud, hosted telephony, data services and software business focused on SMB and Mid-Market customers. The strength of this business was the sales and service methodology that provided IaaS, PaaS and SaaS approach to the customer experience, effectively providing one managed approach in an environment where multiple technology and telecommunications partnerships existed. This business was acquired with a strong, high value Mid - Market customer base driven by… Show more Successfully built a start up cloud, hosted telephony, data services and software business focused on SMB and Mid-Market customers. The strength of this business was the sales and service methodology that provided IaaS, PaaS and SaaS approach to the customer experience, effectively providing one managed approach in an environment where multiple technology and telecommunications partnerships existed. This business was acquired with a strong, high value Mid - Market customer base driven by subscription and reoccurring revenue. Show less Successfully built a start up cloud, hosted telephony, data services and software business focused on SMB and Mid-Market customers. The strength of this business was the sales and service methodology that provided IaaS, PaaS and SaaS approach to the customer experience, effectively providing one managed approach in an environment where multiple technology and telecommunications partnerships existed. This business was acquired with a strong, high value Mid - Market customer base driven by… Show more Successfully built a start up cloud, hosted telephony, data services and software business focused on SMB and Mid-Market customers. The strength of this business was the sales and service methodology that provided IaaS, PaaS and SaaS approach to the customer experience, effectively providing one managed approach in an environment where multiple technology and telecommunications partnerships existed. This business was acquired with a strong, high value Mid - Market customer base driven by subscription and reoccurring revenue. Show less

    • United Kingdom
    • Telecommunications
    • 700 & Above Employee
    • General Manager - Consumer and Business Sales
      • Jul 2009 - Nov 2012

      I held two roles during that period. I held responsibility for all B2B sales areas across Vodafone and 3 mobile. 300 Staff across Soho, SME, Corporate and Global business sales and customer retention areas. Strong focus on merger, company consolidation and growth of B2B sales areas The second was progressing to General Manager of consumer sales area where I had strategic and sales/ operational management of 200+ company owned stores, 500+ exclusive and non exclusive dealer store… Show more I held two roles during that period. I held responsibility for all B2B sales areas across Vodafone and 3 mobile. 300 Staff across Soho, SME, Corporate and Global business sales and customer retention areas. Strong focus on merger, company consolidation and growth of B2B sales areas The second was progressing to General Manager of consumer sales area where I had strategic and sales/ operational management of 200+ company owned stores, 500+ exclusive and non exclusive dealer store distribution, 2000+ staff with a store and people transformation focus. Show less I held two roles during that period. I held responsibility for all B2B sales areas across Vodafone and 3 mobile. 300 Staff across Soho, SME, Corporate and Global business sales and customer retention areas. Strong focus on merger, company consolidation and growth of B2B sales areas The second was progressing to General Manager of consumer sales area where I had strategic and sales/ operational management of 200+ company owned stores, 500+ exclusive and non exclusive dealer store… Show more I held two roles during that period. I held responsibility for all B2B sales areas across Vodafone and 3 mobile. 300 Staff across Soho, SME, Corporate and Global business sales and customer retention areas. Strong focus on merger, company consolidation and growth of B2B sales areas The second was progressing to General Manager of consumer sales area where I had strategic and sales/ operational management of 200+ company owned stores, 500+ exclusive and non exclusive dealer store distribution, 2000+ staff with a store and people transformation focus. Show less

    • General Manager - Business Sales
      • Jan 2007 - Jun 2009

      Rapid growth of B2B for 3 Mobile. Strong emphasis on Soho and SME business sales distirbution with development of 100+ direct sales and retention teams and external B2B channel development. Rapid growth of B2B for 3 Mobile. Strong emphasis on Soho and SME business sales distirbution with development of 100+ direct sales and retention teams and external B2B channel development.

    • Telecommunications
    • 100 - 200 Employee
    • National Channel Manager
      • Jul 2001 - Jan 2007

      Start up and optimise an exclusive external business sales channel to focus on small to medium business market and grow each relationship for sales and business performance Start up and optimise an exclusive external business sales channel to focus on small to medium business market and grow each relationship for sales and business performance

Education

  • Elizabethtown College
    Business Administration
  • RMIT University
    Business Administration
  • Xavier College - Melbourne

Community

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