Nick Telson

trumpet

Co-Founder

sequel

First Check Investor/Ideator

Horseplay Ventures

Horseplay Ventures is a Startup Playground for the new generation of startup founders. As recently exited founders we understand the pressures of being a founder and what it takes to scale and exit. Horseplay incorporates Pre-Seed/Seed Angel Investing, a free investor syndicate, a podcast and free tools for founders to use.

Co-Founder - Angel Investor

Pitch Deck - @pitchdeckpod

Pitch Deck:

- Top 10 Global Business Podcast
- Top 10 Global New Podcast
- Top 5 UK Career/Entrepreneurship Podcast 

Real investors, real founders, real pitches. In each episode, a startup founder has 10 minutes to pitch their business to Nick and guest Angel Investors/Mentors. They then all discuss the pitch and the business itself, asking questions an Investor would ask in a real pitch. The guest Angel and Nick then discuss what they make of the business and investment opportunity.

Podcaster

Proud Ventures

Member

London & Partners

Business Mentor

Virgin StartUp

Delighted to be an official mentor on the Virgin StartUp Programme; a not-for-profit organisation that exists to help founders start up and thrive.  

They provide funding, straight talk and useful advice to make the entrepreneurial road less bumpy and access to a supportive and dynamic community to help founders have some fun along the way.

Mentor

EMW Global | Sports & Entertainment

EMW Global is an international sports and entertainment marketing agency with offices in London, Hong Kong, Shanghai and São Paulo. They matchmake top class rights holders and athletes with global brands and entertainment IP. Some clients include the Brasilian National Team, Clube Flamingo, Dani Alves, Douglas Costa, Emerson and Marco Materazzi.

Advisor

The Access Group

Co-Founder of DesignMyNight . Acquired by The Access Group in December 2017. Remaining at DesignMyNight.

Co-Founder DesignMyNight

WFL Media LTD | www.designmynight.com

I am co-founder of UKs fastest growing nightlife website www.designmynight.com. Receiving over 6.5 million monthly views and several industry leading B2B softwares including Tonic, our DesignMyNight ticket platform and Collins; the first booking and enquiry management software for casual dining restaurants, bars and pubs. DesignMyNight was acquired by The Access Group in 2017.

Founder DesignMyNight (Acquired '19) 🍹 | Co-Founder trumpet 🎺 | Investor in 55+ Startups (Currently not investing in new deals) 😇 | Podcaster 🎙️| 🏳️‍🌈

Hey!

I’m a London-based entrepreneur, angel investor, podcaster, startup mentor and public speaker, whose speciality lies in talking no-nonsense founder/investor advice and help. I'm currently co-founder of new B2B sales tool, trumpet, host of Pitch Deck podcast and co-founder of an angel investing venture-arm, Horseplay Ventures

I previously co-founded DesignMyNight, back in 2010 and managed to grow that over 7 years with minimal angel funding, to 100+ employees, 15,000 SaaS customers and 8m monthly uniques on the website. We exited to Access Group in 2017.

I live for the early stages of startups - building the brand, finding product market fit, iterating quickly and building out a team. Most of my content is centred around this, as well as tips from an angel investor. Even after exiting to financial freedom, I caught the founder bug again and have co-founded my next startup, trumpet, in 2022; looking to disrupt B2B sales and kill the sales pdf deck. Follow me on here while we build out this new journey in public.

Please feel free to ask for any advice or help, whether a founder, startup employee or investor and I will always endeavour to do what I can. I'm also a regular guest on podcasts, startup speaking gigs and webinars, so feel free to reach out to me if you are looking for guests/speakers. 

I do respectfully ask not to be pitched for investment in my Linkedin DMs and instead go through Horseplay Ventures. Hopefully my podcast is also a treasure trove of information for those looking to raise early-stage investment, thinking about it or just interested in it - search for Pitch Deck by Nick Telson.

Nick Telson-Sillett

When we hit $1M ARR at both my startups, I thought we’d made it. 
I was wrong.

That milestone didn’t feel like success, it actually felt like survival.
Everyone told us $1M was “product-market fit.”

But all I saw behind the scenes was a brittle system held together by caffeine and duct tape!

Our pricing didn’t match value.
Our ICP was fuzzy.
Our team was doing too much of everything and mastering nothing.

The truth?
$1M ARR isn’t validation. It’s the starting line of the real company.

That’s where you stop experimenting and start operationalizing.
If I could go back, I’d systemize earlier and faster.

Milestones don’t necessarily mean stability. 
They mean responsibility.
Time to step up.

Co-Founder trumpet 🎺 | Founder DesignMyNight (Acquired '19) 🍹 | Investor in 55+ Startups 🤑 🏳️‍🌈

Every founder says, “We’re product-led.”
Most aren’t.

They’re product-first. Which is not the same thing.

Product-first means: “We’ll build what we think is awesome and hope they come.”
Product-led means: “The product is the growth engine, not just the feature list.”

A truly product-led company designs moments where the user experiences success before a salesperson ever shows up.

That might be a personalized trial that nails the buyer’s use case or a dashboard that instantly quantifies value or a shareable artifact that helps your champion explain the ROI to their boss.

Those are the product-led mechanisms that sell for you while you sleep.

Because people don’t buy just products anymore, they buy internal momentum.

And your product should be the one creating it.

If your product can make someone feel the win before they buy, you’re already halfway to closing them.

AI drop #4 of our AI-Suite.
Let me introduce you to Spark AI.

Write. Re-write. Ask Anything.

This is not just the usual AI writing tool that says "make it more concise"

Built directly into every Pod, Spark AI helps teams create deal-ready content in seconds, without tab-hopping, rewrites, or guesswork.

Our AI doesn’t just write, it understands who you are and who you're writing for, adapting every message to the buyer, persona, and stage of the deal.

↳ Rewrites Pod content for any audience, from CFOs to Champions.
↳ Summarises, translates, and localises content instantly.
↳ 30+ pre-trained prompts for Sales and Success teams
↳ Refines messaging with live buyer context 
↳ Helps handle objections or strengthens ROI messaging in one click.
↳ Keeps tone and quality consistent across every buyer touchpoint.

Spark AI brings the context to make that the AI efficiency meaningful.

From follow-ups to onboarding plans, it helps every team speak with precision, confidence, and intent.

Context built in. Clarity guaranteed.

I speak to 100s of founders and "growth" is what they say they are searching. Few admit they’re addicted to motion instead.

In our early GTM days, I kept mistaking speed for progress.

We were testing every channel, hiring faster than our process could handle, rewriting the strategy too regularly.

Slack looked alive. The dashboards were busy. But we weren’t actually taking big steps forward; just sideways, very quickly.

Here’s what I eventually learned:

- Most GTM problems are focus problems wearing different clothes.
- Growth isn’t found in “what else can we do?” it’s in “what can we stop doing?”
- A bloated strategy doc usually signals insecurity, not ambition.
- The best teams don’t chase motion; they compound signal.

When we started cutting; clarity returned.

Deals closed faster. Messaging sharpened. The team felt lighter and more confident.

The sharpest GTMs aren’t the biggest. They’re the most precise.

Greg Mccallum

ThinkWork

🚀 Fractional Chief Commercial Officer & Growth Partner for high-growth B2B SaaS, AI & Tech startups.
ThinkWork helps ambitious founders and their teams move from early chaos to structured, scalable revenue engines that attract investors and accelerate growth.

We’re not just a solo advisory shop. Led by Greg McCallum, ThinkWork brings in specialist talent as needed, from sales enablement to RevOps, so you get the impact of a full GTM team without the headcount risk.

📦 Stage-specific services:
→ GTM FastStart – Building sales foundations that actually work
→ Sales Engine Builder – First hires, systems & processes to scale pipeline
→ fCCO-as-a-Service – Strategic GTM leadership without the full-time cost
→ PeerReview – Independent skills diagnostics powered by Peer

🔍 Why founders choose ThinkWork:
We don’t deliver fluffy strategy decks. We build and embed the commercial engine, validate performance with real data, and make sure your GTM function can scale.

🎯 Book a free 1:1 GTM Audit to see what’s working and what’s not.

Founder & CEO

Founders Unplugged

Long-form casual conversations with Founders, Entrepreneurs and Investors from around the world.

20K listeners across the globe! 
Available on YouTube, Spotify, Apple Podcasts and more. 

Currently on Season 3. Applications for Season 4 guest spots are opening soon. 
Sponsors and partners welcome. 
Presskit here: https://podk.it/foundersunplugged

Founder & Host

Peer

Peer is setting the standard for sales skills and competency assessment, giving Revenue and Enablement leaders a clear, consistent way to measure, benchmark, and grow the capabilities that drive performance.

Get a free Sales Skills Assessment of your team now!

Co-founder & CEO

tl;dv - AI Meeting Assistant

- tl;dv (“too long, didn’t view”) is an AI Meeting Assistant that goes beyond simply recording, transcribing, and summarising your team’s meetings.

- tl;dv provides insights from relevant meetings across various teams and individuals within your organisation. It seamlessly integrates with CRMs, ticketing systems, knowledge management platforms, and over 5000 other tools.

Fractional Chief Commercial Officer

Zonder Studios

The world’s first exploration game and travel companion.

GtM Advisor

NovaSquare Ltd

The AI companion for Streamers, Gamers and online communities with personality! 
Roleplay. Icebreaker. Humour.

Angel Investor and GtM Advisor

Observic

Measure, Track and Improve the Skills of Your Sales Team.

Claim your FREE Sales Skills Snapshot!

GtM Advisor + Exec Coach

Edeal Enterprise Agency

EDEAL is a not-for-profit agency providing fully funded, confidential & impartial business advice, training & coaching.

The Cheeky Panda | Certified B Corp

Angel Investor

TW Syndicate

A group of Angels and Micro-investors focusing on Early stage Creator Economy startups

Principal

The 🚫🐂💩 Startup Mentor & Commercial Advisor! 👉 1h FREE advisory sessions. 🌱1K+ Founders 🧩 Co-Founder & CEO @ Observic 👨‍💻 Host Founders Unplugged 🎙️ Angel Investor

$1B+ Revenue influenced 
500+ founders advised
9 x fCCO
2 x Founder & CEO
3 x FT CCO
5 x Angel Investor
4 x Sales & Marketing Leader
2 x Father (to humans)
1 x Father (to dog)
1 x Husband
99.99% 🚫🐂💩
0.01% 🐂💩
Occasional Idiot

Podcast Host

Raw, unedited long-form conversations with entrepreneurs and startup founders from around the world.

Watch/Listen here: https://linktr.ee/foundersunplugged

Delighted to announce I am now the CEO of tl;dv - AI Meeting Assistant.

In classic British fashion, I’ll be celebrating this promotion by causing absolute chaos before the end of the day.

Immediate changes include:

 – Mandatory tea breaks every 45 minutes
 – All meetings must begin with “right then…”
 – All slide decks must now include at least one meme
 – Christmas break extended indefinitely
 – And an immediate investigation into why half the company 
thinks they’re the CEO today

Busy day ahead.

#therealceo

Builder of revenue engines, fixer of broken ones, and fine-tuner of high-performing ones.

Well, while I (and half of tl;dv - AI Meeting Assistant) became the CEO on Friday, unfortunately it wasn't meant to be. 

Many methods of determining the "real" and "true" CEO were discussed (many of which included violence), but ultimately, it seems that we collectively realized we like our roles as they are. 

So, for now I'll just go back to empowering organisations to build their AI company brains with meeting intelligence insights, in my capacity as fCCO. 😉


GG team. GG. 


PS: apologies to all the well-wishers in my comments and DMs who thought this was actually real! 🤣

This week, I had the honour of giving a sales workshop to some wonderful local traders of our famous Eastbourne Market thanks to the EASTBOURNE AND DISTRICT ENTERPRISE AGENCY LIMITED and Edeal Enterprise Agency supported by the always impressive Eastbourne UnLtd Chamber of Commerce.

I firmly believe that the commercial/sales skills we tech startup junkies implement to grow shouldn't be gatekept and offer a huge amount of opportunities to SMBs of all shapes and sizes. 

I have been on a mission for years now to demystify and democratise sales, marketing and CX, and being asked to do this with such a great bunch of talented, creative and entrepreneurial individuals keeps me motivated to keep doing just that! 

Thank you for having me/putting up with me!
(I'm not exactly conventional in my approach, so I'm always surprised when the feedback is good and they ask for more... even after all these years 🤣)

Looking forward to catching up 1:1 with some of the attendees soon. 
😊

Sometimes after work you just need to decompress for 10 mins before father/husband duties. 

I have very little time for gaming these days, but a few rounds of COD, The Finals or even Fortnite with my some still resets my brain pretty effectively. 

Shout out to all the gamers out there with no time to game! 😂

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The Battle

Nick Telson-Sillett

Greg Mccallum

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The Battle

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Greg Mccallum

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Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Nick Telson-Sillett's LinkedIn Performance

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