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.

🎺 Rory Sadler

Sales Lead - EMEA

Get deals done quicker with collaborative workspaces and digital sales rooms. 

Auto-personalised, interactive & trackable spaces, created in seconds. One link from pitch to onboarding.

Mutual Action Plans | Proposals & Quotes | Video Recording | Forms & Surveys | ESignature | 60+ Integrations - all one in tool.

Co-Founder & CEO

Pavilion

Executive Member

Sales Enablement Collective

RevOps Co-op

Hotjar

Learnerbly

Account Executive

Market Minds

Head Of Strategy

Catapult

Head of Sales

Business Development Executive 

HUNT KENDALL CATERING LIMITED

Head of Events

Westminster Entrepreneurial Society

Head of Operations

Co-founder & CEO @ trumpet | Collaborative workspaces for revenue teams to centralise buyer journeys | Follow to learn how to increase your sales velocity

At trumpet, we've transformed the sales cycle with collaborative workspaces designed to expedite deal closures. As interactive and auto-personalised microsites, they simplify the pitch-to-onboarding process for over 5,000 companies and their buyers.

You don’t realise how much this stuff compounds until you’re a few years in and think “Why didn’t I start this earlier?” so here are the 10 habits I wish I’d built from day one working in sales: 

1) Keep a Closed-Won list in Sales Nav
A simple list of every customer I’ve ever closed.
Re-engaging warm relationships shouldn’t rely on memory.

2) Track every champion I’ve ever worked with
Champions move companies.
A clean Sales Nav list would’ve saved me a lot of “Hey, long time” detective work.

3) Build my own performance tracker
Activity, velocity, pipeline coverage, conversion, attainment.
Don’t let your manager or RevOps be the first to spot the red flags.

4) Study two elite calls every week
Borrow the intros. Borrow the objection handling. Borrow the flow.
Most of sales is pattern recognition.

5) Make friends with RevOps early
They see the real story behind the numbers.
A quiet chat with RevOps can save you a quarter.

6) Keep a dead deals folder
Ghosted, stalled, lost.
Reviewing them weekly reveals uncomfortable but important patterns.

7) Build a small network of sellers outside my company 
Different playbooks. Different tools. Different truths.
It speeds up your learning more than any internal training.

8) Run my own QBR every quarter
What I won, what I botched, what I’m upgrading.
Treat yourself like a business unit, not an employee.

9) Maintain a moving list of champions and customers
Not just for the next quarter, but for the next decade of your career.

10) Focus on being the easiest rep to buy from
Clear next steps, tidy comms, simple decisions.
Buyers remember the reps who make their lives quieter.

None of these are complicated.

All of them compound.

And I wish I’d taken them seriously much earlier.

What's a habit you wish you'd built sooner?

Co-Founder & CEO @ trumpet 🎺 | Helping 1,000+ revenue teams win deals through better buyer experiences.

🥁🥁🥁 AI Drop #4 🥁🥁🥁 

Spark AI ⚡️

Write. Re-write. Ask Anything.

Sales and Success teams move fast. 
Their messaging should too.

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

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

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

The best bit?
You can ask Spark AI anything about your content - from translating to condensing, the possibilities are endless. 

Most teams use AI for speed.

Spark AI brings the context to make that speed meaningful.

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

Spark AI - Context built in. Clarity guaranteed.

#AI

“Just email me the proposal.”


This immediately kills deals.

Here’s why walking through proposals live is non-negotiable:

• You control the narrative
• You address objections in real-time
• You avoid any detail being misinterpreted 
• You can continue the discovery (it never stops) 
• You can read the room and adjust your pace, tone etc

The biggest reason though?

You’re not just selling a solution.

You’re selling confidence in the outcome.

And confidence is best built through conversations, not PDFs.

So next time someone says “just send it”, resist, pick up the phone and talk it through.

Had the pleasure of talking all things buyer enablement with the legend that is John Barrows on the Make It Happen Mondays podcast for a candid chat about what’s broken and what’s next for sales.

I shared the aha moment that led to building trumpet, my early (questionable) entrepreneurial attempts and what entrepreneurship is really like. 

We also dived into:

- Why buyer enablement is the new sales enablement
- The massive opportunity in simplifying complex buying decisions
- How predictable revenue models created friction for buyers
- The shift from selling to helping buyers buy
- And why transparency builds real trust

I am bias, but if you’re in sales, enablement, or just care about delivering a smoother, faster, and more human buying experience, this episode is worth a listen. 

Check it out here https://lnkd.in/eNdrB7gy

Come join the band and build the future of buyer enablement with us 🎺

Excited to share that we’re hiring a Product Manager to join us at trumpet 🎺

Why now? 

We’re at an inflection point.

Thousands of companies including Gong, HubSpot and Personio use trumpet to centralise their buyer journeys, close deals faster and onboard customers seamlessly. 

Now, we’re building the next chapter.

This role is for someone who wants to help shape a category leading product and build the future of how teams collaborate with their customers. 

You’ll work directly with the founders to:
+ Turn messy problems into elegant, user-centric experiences
+ Bring structure and clarity to a high-velocity environment
+ Connect dots between product, design and GTM
+ Prototype, test, and ship fast 

You’ll thrive here if you:
+ Want to see your work ship fast and make a dent
+ Have a sharp product eye and bias for action
+ Care deeply about simplicity and usability
+ Love bringing order to creative chaos

We’re hiring someone who wants to build something generational.

If that sounds like you, apply here https://lnkd.in/eHgW3k5g

taplio

The Battle

Nick Telson-Sillett

🎺 Rory Sadler

Followers

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Performance ScoreNick Telson-Sillett's LinkedIn Performance

Performance Score🎺 Rory Sadler's LinkedIn Performance

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taplio

The Battle

Nick Telson-Sillett

🎺 Rory Sadler

Followers

Posts

Engagements

Likes

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

Performance Score🎺 Rory Sadler's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreNick Telson-Sillett's LinkedIn Performance