Application · Built in Lovable, for Lovable

ChrisGraham.

Applying for

Founding GTM / Account Executive at Lovable.

Raleigh, NC · Remote, US
10+ yrs · Enterprise dev tools
Docker · GitLab · Mattermost · GitKraken · Honeycomb

A two-minute pitch, then the receipts. This page is my brag book — built in the product I'm asking to sell.

▶ Intro · 2 minWhy Lovable · Why me
The Pitch

Why this role, why now.

Lovable is doing to software what cloud did to infrastructure — collapsing the distance between an idea and a shipped product. The team needs an AE who can walk into a Fortune 100 engineering org, speak the language of platform and DevEx leaders, and turn curiosity into a signed contract.

That's the exact motion I've run for ten years. Docker when nobody knew what a container was. GitLab when DevOps was still a buzzword. Honeycomb when "observability" had to be sold to a CFO. Every one of those was the same job: translate a category-defining product into business value, multi-thread it through a complex buying committee, and close it.

$3.6M
Largest deal — bank-wide rollout
180%
Current expansion attainment @ Honeycomb
100%
Portfolio renewal rate (current FY)
#1
Self-generated pipeline on enterprise team
1st
Sales hire @ GitKraken — built the playbook
10+
Years selling developer tools to F500
Sales Philosophy

MEDDIC for rigor. Challenger for control.

I qualify with MEDDIC because forecast accuracy is a leadership tax I refuse to pay. I sell with Challenger because the best deals are won by teaching the customer something they didn't know about their own business. Combined, they produce deals that close on time and renew bigger.

01

Qualify with MEDDIC

Metrics, Economic buyer, Decision criteria & process, Identified pain, Champion. No deal moves to a forecast without it.

02

Sell with Challenger

Teach the customer something new about their own business. Tailor the insight. Take control of the deal cadence.

03

Multi-thread or it's a single point of failure

Map exec, economic, technical, and user buyers — and have a champion for each.

04

Speed without sloppiness

Forecast accuracy and velocity are the same skill. Discipline is what makes founders trust you with the number.

Prospecting — the muscle

Pipeline is a function of process, not luck.

At Honeycomb I currently lead the enterprise team in self-generated pipeline. That isn't an accident — it's an eight-step system I've refined across every company I've sold for. I treat prospecting like a product: instrumented, iterated weekly, and never delegated when it matters most.

01

Analyze the base

Mine current customers for ICP signal — industry, size, role, the pain we actually solve best.

02

Build the persona

Document buying motivations, budget posture, and the political map a deal moves through.

03

Segment + prioritize

Rank accounts by ROI potential, not alphabet. Highest fit, fastest path — first.

04

Pain-led messaging

Every sequence speaks to the segment's actual tax — never product-first, never generic.

05

Multi-channel cadence

Email, LinkedIn, phone, and in-person — calibrated to how that role actually responds.

06

Clear next step

Every touch ends with a specific, low-friction CTA matched to buying stage.

07

Partner-led plays

Use cloud + channel co-sell to walk in already credentialed and already in the budget cycle.

08

Curated field events

Small, peer-to-peer, no slides, no pitch — see the SE Metro plan below.

"Reach the buyer before the RFP. Directors and frontline engineering managers own developer tooling decisions. They respond to peers — not pitches."

From my current SE Metro Field Plan — see below
Field motion · case study

A thought-leadership brewery series — built from my current patch.

This is a real 2026 plan I'm executing right now: a four-city Southeast field series targeting 291 accounts, ~80 senior engineering leaders, in a peer-to-peer format. It's the kind of program I'd build at Lovable in week one to seed pipeline outside of cold outbound.

Atlanta
GA · Q3 2026
Tier 1
35+
accts
8
P1/P2

Largest cluster — NCR, Equifax, ICE, UPS, Home Depot

Charlotte
NC · Q3 2026
Tier 1
15+
accts
5
P1/P2

BofA + Truist + Honeywell · finserv dev density

Raleigh / RTP
NC · Q4 2026
Tier 2
14+
accts
3
P1/P2

Best dev culture in SE — Red Hat anchor

Jacksonville
FL · Q4 2026
Tier 2
8+
accts
4
P1/P2

FIS Global anchor · cloud-native banking

Format

Local brewery · 20–25 cap · no slides · no demo · one practitioner speaker · facilitator-led question

Audience

Staff/Principal ICs · frontline eng managers · Directors of Platform/DevEx — sourced from P1/P2 accounts first

Follow-up

SDR-paired outreach inside 48 hrs · curated, not blasted · every contact captured in CRM with event context

Deal Management

Eight stages, one job: keep momentum.

Every active deal moves through this cycle with a defined exit criteria. The biggest difference between a 73% rep and a 130% rep is what happens between stages — that's where I live.

  1. 01
    Discovery
  2. 02
    Qualifying
  3. 03
    Needs Analysis
  4. 04
    POV / POC
  5. 05
    Legal & Procurement
  6. 06
    Solution Presentation
  7. 07
    Objection Handling
  8. 08
    Close & Hand-off
Selected Wins

Five deals, five different shapes.

Company names withheld out of respect for the customers and former employers. The pattern across all five: deeply multi-threaded, technically credible, and run with executive sponsorship on both sides.

LAND + EXPAND
$500K+
ARR by first renewal
$150K initial land

Facilities Services (Fortune 500)

Sold via · GitLab
Problem

Years of acquisitions left the org with siloed business units, duplicate toolchains, and no unified delivery process.

Play

Multi-threaded across BU leaders, ran a unifying POV, drove executive alignment GitLab ↔ customer, ran procurement and legal in parallel.

Result

$150K ARR land grew to $500K+ ARR by first renewal — a 233% net expansion in 12 months.

LARGEST DEAL IN CO. HISTORY
$3.6M
three-year TCV
Largest customer in company history

Top-3 US Bank

Sold via · Mattermost
Problem

Needed to expand a secure collaboration platform from IT into the broader bank under strict compliance and regulatory constraints.

Play

Built a bank-wide business case, partnered with InfoSec/compliance early, mapped 14 stakeholders across LOBs, and used a structured paper-process to compress legal cycles.

Result

Three-year, $3.6M contract — largest customer in company history at the time.

COMPETITIVE DISPLACEMENT DEFENSE
$2.7M
three-year TCV
$300K → $900K ARR · 3× expansion

National Healthcare Platform (mid-acquisition)

Sold via · GitLab + AWS co-sell
Problem

An acquisition by a Microsoft-aligned parent introduced real risk of displacement by Azure DevOps.

Play

Quarterbacked a co-sell with AWS, repositioned GitLab as the cloud-agnostic standard, built ROI vs. migration cost, and secured exec sponsorship before the acquisition closed.

Result

$300K → $900K ARR, three-year $2.7M deal. Locked in as the platform of record.

PLG → SALES-LED PLAYBOOK
Record
largest deal in co. history
Became the company's enterprise playbook

Global Defense Prime

Sold via · GitKraken
Problem

Aero division had fragmented Git workflows across engineering units — different tools per team, no visibility, inconsistent DevEx.

Play

Moved the account from PLG self-serve into a structured enterprise motion. Built the playbook the company now uses for every named account.

Result

Largest deal in company history. Became the template for GitKraken's PLG → sales-led motion.

DISCIPLINED NO
No-go
disciplined walk-away
Protected ~$1M+ in support cost

Big 4 Professional Services

Sold via · Mattermost
Problem

Customer wanted a highly customized deployment with limits we couldn't support long-term.

Play

Engaged internal leadership early, ran an honest scoping exercise, surfaced the long-term support risk, and recommended against pursuing.

Result

Walked away. Lesson logged: protect the customer and the company from a deal that would have failed in year two.

Track Record

The number, year over year.

FY
Company
Quota / Scope
Attainment
Note
FY20
GitLab
$800K (ramp)
130%
FY21
GitLab
$1.2M
108%
FY22
GitLab
$1.5M
89%
FY23
Mattermost
$1.6M
73%
#1 on team
FY25
GitKraken
Named Enterprise
100%
100% growth in 18 mo
FY26
Honeycomb
Expansion
180%
100% renewal · #1 self-gen pipe
Honeycomb · current
Aug 2025 → now

Enterprise AE · 100% renewals · 180% expansion · #1 self-gen pipeline

GitKraken
Sept 2023 → Aug 2025

First sales hire · built PLG→sales-led playbook · 100% named-acct growth

Mattermost
Apr 2022 → May 2023

#1 on the team @ 73% of $1.6M · led return-to-field post-COVID

GitLab
Jun 2019 → Apr 2022

130% / 108% / 89% attainment · player-coach to MM AEs and SDRs

Docker
Jul 2017 → Jun 2019

108% @ $800K · 250% YoY territory growth · built POV success criteria

NetApp SolidFire
Jul 2015 → Jun 2017

150%+ of quota · Rep of the Quarter · trained 40+ post-acquisition

The 30 · 60 · 90

What I'd do in the first 90 days.

Not a wishlist. A working plan, written assuming I take the role on day one. Built from what's worked for me at five prior dev-tools companies, calibrated for where Lovable is right now: PLG already firing, enterprise motion still being shaped.

01
Days 0–30

Learn the product. Learn the buyer.

  • Ship a Lovable app every day for the first 14 days — solopreneur use cases, then enterprise patterns (internal tools, prototypes, customer portals). Document the moments of magic and the moments of friction.
  • Sit in on every active deal call. Listen for the language buyers actually use — economic, technical, and end-user — and start a living objection library.
  • Interview 10 customers across the spectrum: 3 indie builders, 4 mid-market, 3 enterprise. Identify the repeatable 'a-ha' moment that turns trial into pilot.
  • Map the existing GTM motion with leadership: inbound funnel, PLG conversion points, AE-touched pipeline. Identify the 1–2 highest-leverage gaps I can own.
  • Stand up a personal MEDDIC scorecard and forecast cadence — start with my own slice of pipeline within week three.
02
Days 31–60

Open the funnel. Run real cycles.

  • Launch outbound into a focused vertical wedge (likely consulting/agency-led teams + product-led mid-market engineering orgs) — segments where Lovable's velocity story is most defensible.
  • Build the 'Lovable for Enterprise' POV playbook: a 30-minute discovery → 1-week sandbox → ROI memo, structured to compress the eval cycle from months to weeks.
  • Run my first 3–5 enterprise discovery calls end-to-end. Bring in product/eng for technical validation where it earns trust; never as a crutch.
  • Co-design a peer-to-peer field event template with marketing (proven model — see the SE Metro plan above). Target one anchor city in month two.
  • Publish an internal 'voice of the customer' memo every two weeks. Patterns, objections, feature gaps — feeding directly into product.
03
Days 61–90

Close the first deals. Codify the motion.

  • Close the first 1–2 net-new enterprise contracts I sourced and ran end-to-end. Forecast accuracy ≥ 90% on whatever made it to commit.
  • Convert at least one self-serve / Pro account into a meaningful enterprise expansion — the proof point the next AE hire will need to see.
  • Publish the v1 enterprise sales playbook: ICP, qualification criteria, POV structure, multi-thread map, pricing/packaging guardrails, hand-off to CS.
  • Run the first field event in-market; capture 20+ qualified contacts back into CRM with clear next-step assignment to SDRs.
  • Present a 90-day retrospective to leadership: what I learned, what I changed, what I'd hire next, and the case for an AE pod structure as we scale.
The metric I'd commit to

First closed-won enterprise logo by day 90.

The artifact I'd leave behind

A v1 enterprise playbook the next AE can run from.

The bet I'm making

Lovable's PLG funnel is full of latent enterprise demand.

The ask

Give me a first call.
I'll come ready with a 30/60/90 for the role.

This site itself was built in Lovable in an evening — because the fastest way to prove I can sell the product is to show I can use it. The next step is a conversation.