#195: Rupert Deering- The Sales Challenge: Hiring Great People

June 26, 2023

In this week’s episode of the Scale Your Sales podcast, my guest is Rupert Deering, the co-founder of Timberseed.


Rupert is a seller at heart and says it is easy to sell to, and now he has to pull back to focus on leadership. He leads an elite team of talent specialists across their London and Warsaw offices. They consult, advise, and partner with VC-backed SaaS scale-ups and top tier Executive Search firms across Europe.


In this episode, we talked about the challenges of co-founding and growing a start-up (again). As a talent agency, how do you attach talent to a new venture. We had a great discussion on the selection of graduates from Russell Group Universities and how they widen their source of candidates.

Welcome to Scale Your Sales podcast, Rupert Deering.




2:30 – Timber Talks about gathering sales leaders in one room.


3:53 – How they spotted the opportunity by knowing the gap in the market.


5:54 – Challenges faced by Timberseed in the early day of growth.


8:55 – Be relatable to your audience 


13:00 – Smashing the target 


14:53 – Sell what the client wants and needs 


17:45 – Personality is the most important thing in hiring 


20:48 – KPIs are toxic 


22:58 – Client experience plus 


28:08 – Asking in-depth questions to know the candidate more 



Janice B Gordon is the award-winning Customer Growth Expert and Scale Your Sales Framework founder. She is by LinkedIn Sales 15 Innovating Sales Influencers to Follow 2021, the Top 50 Global Thought Leaders and Influencers on Customer Experience Nov 2020 and 150 Women B2B Thought Leaders You Should Follow in 2021. Janice helps companies worldwide to reimagine revenue growth through customer experience and sales.

Book Janice to speak virtually at your next event https://janicebgordon.com    

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Scale Your Sales Podcast: https://scaleyoursales.co.uk/podcast  

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Scale Your Sales Janice B Gordon

We work with Chief Revenue officers, Sales Leaders, and SaaS Founders identify their best-paying customers, retain more of them, and modernise for a customer and buyer-centric relationship.

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