Career
Milestones
&
Professional
Goals
1.
Skills
Inventory
Current
capabilities
grouped
by
discipline
,
with
the
evidence
behind
each
rating
.
Ratings
reflect
the
H
2 2025
calibration
with
my
manager
and
skip
-
level
.
PRODU C T
&
S TRATEGY
ANALYTIC S
&
TEC HNIC AL
L EADERS HIP
&
C OL L ABORATION
C OMMU NIC ATION
&
INFL U ENC E
Where
the
gap
is
:
the
jump
from
Senior
PM
to
Group
PM
depends
less
on
shipping
volume
and
more
on
two
skills
—
portfolio
-
level
judgment
across
competing
bets
,
and
executive
communication
that
survives
a
board
-
level
audience
.
Both
are
development
priorities
for
2026.
Product
discovery
&
user
research
—
40+
customer
interviews
;
jobs
-
to
-
be
-
done
synthesis
for
merchant
onboarding
Roadmap
prioritization
—
RICE
and
weighted
scoring
across
a
60-
item
backlog
with
quarterly
rebalancing
Opportunity
sizing
—
TAM
/
SAM
modeling
for
new
payment
rails
and
embedded
finance
bets
Pricing
&
packaging
—
Usage
-
based
tier
design
across
three
SKUs
and
two
regions
Competitive
analysis
—
Quarterly
teardowns
of
six
payments
infrastructure
competitors
SQL
(
advanced
)
—
Window
functions
and
query
tuning
against
a
2.4
B
-
row
events
table
Experiment
design
—
A
/
B
and
switchback
testing
; 60+
experiments
shipped
and
read
out
Product
analytics
—
Amplitude
and
Mixpanel
;
funnel
,
cohort
,
and
retention
modeling
Python
for
analysis
—
pandas
notebooks
for
ad
hoc
business
cases
and
forecast
inputs
API
&
systems
literacy
—
REST
/
GraphQL
contracts
,
idempotency
keys
,
webhook
retry
design
Financial
modeling
—
Unit
economics
,
gross
margin
,
and
contribution
-
margin
analysis
Cross
-
functional
leadership
—
Squads
of
12–
18
across
engineering
,
design
,
data
,
and
compliance
Mentorship
—
Coaching
three
associate
PMs
through
their
first
end
-
to
-
end
launches
Stakeholder
alignment
—
Negotiating
roadmap
trade
-
offs
with
sales
,
risk
,
and
support
leadership
Design
partnership
—
Weekly
critique
sessions
and
prototype
-
led
discovery
cycles
Hiring
&
interviewing
—
90+
interviews
conducted
;
owner
of
the
PM
case
rubric
Executive
storytelling
—
Quarterly
business
reviews
to
the
CEO
and
board
observers
Written
decision
-
making
—
Six
-
page
decision
memos
,
launch
briefs
,
and
post
-
mortems
Customer
-
facing
communication
—
Roadmap
sessions
with
enterprise
accounts
above
$
500
K
ACV
Public
speaking
—
Two
conference
talks
;
regular
host
of
the
internal
product
all
-
hands
Negotiation
—
Vendor
and
partnership
agreements
up
to
$
750
K
annually
1 / 2
