Matt Holmes

Building Sideline, an AI sales coach for B2B AEs on live calls. Prev co-founder/CEO in B2B Healthcare, ran founder-led sales for 2 years. Building in public.

[Matt Holmes @mattholmes]

I'm Matt. New here, starting from zero.

For the last 2 years I was co-founder/CEO at CareBeam, a B2B SaaS company in healthcare. I ran founder-led sales the whole time.

I was decent at selling. I occasionally froze on calls I should have won, forgot the one question that mattered, and only figured out what went wrong on the replay hours later.

So now I'm building Sideline: an AI sales coach that gives B2B reps prompts live on the call, and a real debrief after.

I'll be building it in public here: cold email numbers, product progress, and everything I got right and wrong selling at CareBeam.

If you carry a quota or you sell your own startup, I would love to chat. What are you selling right now?

[Matt Holmes @mattholmes]

Today's (11/11) build in public stats:
- Cold emails sent: 386
- Opens: 75
- Replies: 1 (negative), testing new variant landing pages for tomorrow
- Waitlist claims: 0 (not expecting claims every day, this is B2B)
- X followers: +6
- X posts published: 3
- Cleaning up Sideline backend for beta launch next week

If you're out there building, drop your wins/learnings for the day 🚀

[Matt Holmes @mattholmes]

I'm going to fire up a newsletter when I hit 500 followers and write once a week about everything I learned from 2 years as a digital health founder

[Matt Holmes @mattholmes]

@Lindseybuilds The last company I founded was B2B Healthcare. Our buyers were not using social media

[Matt Holmes @mattholmes]

@devfrom_hyd Building in B2B SaaS, down to connect

[Matt Holmes @mattholmes]

@Dusyantkmr Building in B2B SaaS. Down to connect

[Matt Holmes @mattholmes]

@sophie_launch Combine them and there you go

[Matt Holmes @mattholmes]

@Pipeline_papi Let's get you into a beta program I'm launching for AE's

[Matt Holmes @mattholmes]

@nin_tech_x Building in B2B SaaS. Down to connect

[Matt Holmes @mattholmes]

@TTrimoreau If you're not making a single dollar, you're simply quitting way to early and not focused on distribution

[Matt Holmes @mattholmes]

@thenamanraj If you're building full time, getting job offers after is 100x easier

[Matt Holmes @mattholmes]

@Mitchell_Suen Building in B2B SaaS. down to connect

[Matt Holmes @mattholmes]

@patrick_kuhnke_ Cooked

[Matt Holmes @mattholmes]

@_Saniyak_009 Building in B2B SaaS. Down to connect

[Matt Holmes @mattholmes]

@b4dgerr Depends on the audience, I've built waitlists in D2C with 10 questions, then in B2B have struggled with 3 questions

[Matt Holmes @mattholmes]

@PierceMcDonnel Building in B2B SaaS, down to connect

[Matt Holmes @mattholmes]

@NathanG1901 Building in B2B SaaS, down to connect

[Matt Holmes @mattholmes]

@SuiBuilds Put me on my couch with my laptop and some work and I'm having the time of my life

[Matt Holmes @mattholmes]

@JonBuildsHQ Are you getting any sales from X distro?

[Matt Holmes @mattholmes]

@somudatta06 Building in B2B SaaS. Down to connect