Private beta · For founders who still take their own calls

The sales coach that walks into every call already briefed.

Sideline is an AI sales manager for the person actually selling. It sits on your screen, knows the company, the prospect, and what happened last time, and tells you the next question while you can still ask it.

Invite-only. Mac-first. No bot joins the meeting.

Animated product demo. Sideline walks in knowing last call never named the ops owner. When the prospect says they cannot switch without ops, it tells you to ask who actually has to approve. When you offer a one-pager, it sends you back: a PDF does not get ops on the phone. When they name Priya and mention a sixth site in October, it tells you to book her this week.

Visible to you. Not in the meeting.

The gap

You do not have a sales manager on the call. You have a transcript after it.

If you are a founder or an early seller, the job is the same: run the call, find the real objection, ask the hard question, and follow through. There is no RevOps team feeding you a brief. There is no manager whispering the next probe. Most tools show up after hangup with a recording and a summary of what you already heard.

By then the moment is gone. The budget question you skipped. The “we already have something” you treated as a maybe. The next step you left as “let’s stay in touch.”

  • Coaching arrives too late

    A recap cannot recover a discovery miss. The only useful help is the question you should ask in the next ten seconds.

  • Every call starts from zero

    You remember the deal in outline. You forget what you promised, what they dodged, and which question you already failed to ask.

  • Practice without a coach does not compound

    You run twenty calls a week and still miss the same three things. Nobody is keeping score for you, and a library of recordings will not either.

How it works

One loop: live, then honest, then better next time.

  1. 01

    Before the call

    Paste your company website or upload a battlecard. Sideline distills a playbook you can edit, then loads this prospect and the last conversations. Connect Google Calendar or Outlook so hangup knows who you met. You start the overlay. Nothing joins the meeting as a participant.

  2. 02

    During the call

    When the prospect pauses, you get one glanceable prompt: the follow-up they just earned, the discovery hole still open, or the objection you have not actually resolved.

  3. 03

    After hangup

    A blunt debrief, the commitments on the table, and the follow-up email you said you would send. Next call, it checks whether you did.

The product is not the transcript. The product is the question you were about to skip.

Live

In-call coaching that fits in a glance.

Sideline lives in a small overlay on your Mac, over Zoom, Meet, or Teams. It reads the last stretch of the conversation against your playbook. It does not dump a transcript on your screen. It does not talk over you. It suggests the next move, then gets out of the way.

  • A number the prospect implied but never gave

  • A discovery question from your framework that still has not been asked

  • An objection that got a feature dump instead of an answer

  • A buying signal you acknowledged and then talked past

No meeting bot. Audio stays on your machine until the debrief is written.

Sideline · liveProbe

How many people does this actually affect?

Sideline · liveObjection

They said ops has to sign off. Ask what that process looks like.

Sideline · livePush

They mentioned a sixth site in October. Lock a date before you hang up.

Usually one line. Never a paragraph. If you have to read it twice, it failed.

Context

It should not take a briefing doc to sound briefed.

Sideline enters the call as a manager who already read the file. Not as a generic assistant who only heard the last sixty seconds.

  • Your company

    Product, ICP, pricing shape, and the objections you actually get. Distilled from your site and the docs you train humans with.

    Sideline · Customizebattlecard.pdf

    Website · yourcompany.com

    • Product·from your site
    • ICP·edited
    • Objections·6 you actually get

    You edit it until the coach sounds like you, not a template.

  • This prospect

    Who they are, what they use, what they pushed back on, and where the deal stood when you hung up last time.

  • Prior conversations

    If budget was missed twice, it will say so. If you promised a one-pager, it checks whether that happened.

  • Email and CRM, next

    Threads and pipeline context are coming so the coach is not limited to what happened on Zoom. The private beta starts with the call, the playbook, and the memory across those calls.

This call

Northwind Health · 2nd conversation

Contact: Jordan Hale, VP Operations

Open from last time

  • • Budget: missed
  • • Decision process: partial (ops mentioned, not mapped)
  • • Commitment: send integration one-pager · due yesterday · unconfirmed

Watch for

  • • Parent-company vendor already paid
  • • Security review likely if they switch
  • • Timeline: sixth site opening in October

You should not have to remember this while you are also running the call.

After the call

Hang up. Get coached. Send the email the same day.

The debrief is not a summary of the recording. It is a manager who watched you sell and will say if the deal is stalling. Specific quotes. Specific questions you should have asked. A next step with a date on it.

Discovery

1 covered · 4 partial · 2 missed

  • Current State

    Partial

    Parent already pays for a tool. No cost named.

  • Pain / Cost of Inaction

    Missed

    Never quantified.

  • Decision Process

    Covered

    Priya in ops has to approve.

  • Champion Strength

    Partial

    Jordan can intro Priya. Unclear if he can sell this internally.

  • Budget

    Missed

    Missed last call. Missed again.

  • Timeline

    Covered

    Sixth site in October.

  • Competition / Alternatives

    Partial

    Parent vendor in place. No named alternative.

Debrief

Overall take

Warm, but you left the hard parts untouched. They have a real timeline and a real blocker. You offered a one-pager and a vague reconnect.

Missed

Prospect: “I don’t know if I can switch without ops signing off.”

Ask: “What does ops need to see, and who owns that review?”

Objection

“We already pay for something through the parent company.”

You empathized and moved on. You did not learn whether this team can buy anyway.

Next step

Intro Priya this week. Packet in her hands before October.

Follow-up draft

Subject: Intro to Priya before October

Hi Jordan,

Great speaking with you today. You named Priya in ops and the sixth site in October. I will send her a short packet.

Are you open to introing us this week so she has it before October?

Best,

Due now

  • Intro Priya this week

    Northwind Health

    Due tomorrow

  • Send Priya a short packet

    Northwind Health

    Due next week

Next call, Sideline checks whether you did. A missed intro does not disappear.

Commitments get dates, not vibes. If you said you would send it, Sideline will still know next week.

What you will see

The point is not a better call. It is a better seller.

One debrief makes the next call cleaner. Pattern analysis makes the quarter cleaner. Sideline rolls up your own calls and names the two or three habits that are actually costing you deals. Frequent and fixable, not a wall of stats.

Weekly pattern report. Budget missed or partial in 9 of 12 calls. Pricing objections get a discount reflex. Live prompts used 11, ignored 8.

This week

12 calls in view
Budget missed or partial9 of 12
01Budget missed or partial in 9 of 12 calls

You ask about process. You rarely ask what they would pay to replace the current stack.

Fix: after current-state, ask “What does this cost you today?” before you demo.

02Pricing objections get a discount reflex, not a value check

6 pricing objections. 4 handled as “we can look at a smaller package.”

Fix: ask what they compared you to before you move price.

03Live prompts used 11, ignored 8

The coach is already flagging decision process. You are talking through it.

Fix: when the overlay asks who else is involved, ask it that minute.

This is private. Your calls, your patterns, nobody else’s dashboard.

Fit

Built for people who still have to sell.

For

  • B2B founders who run their own sales calls
  • Early sellers without a dedicated sales manager
  • AEs who want a coach, not a scoreboard for someone above them
  • People on Zoom, Meet, or Teams who will actually look at a one-line prompt
  • People who will connect a calendar so calls attach to the right account

Not for

  • RevOps teams shopping a recording archive
  • Managers who want a team leaderboard
  • Anyone looking for a bot that joins the meeting as a participant
  • A replacement for your CRM

If you want to get better while the buyer is still on the line, request an invite. If you want a library of calls to review on Friday, this is the wrong product.

Private beta

Join the private beta.

We are letting people in in small waves so we can actually get you on a call, with your playbook loaded, not dump you into a generic demo. Tell us who you are. If it is a fit, you get an invite.

Private beta is Mac-first. Zoom, Meet, or Teams. Invites go out in waves.

  • Private beta, invite-only, small waves
  • Mac-first (Zoom, Google Meet, Microsoft Teams)
  • No bot in the meeting
  • Connect Google Calendar or Outlook so hangup can attach the person you just met
  • Seller must disclose recording where the law requires it